mongo-charms-single-kernel 1.8.7__py3-none-any.whl → 1.8.9__py3-none-any.whl

single_kernel_mongo/lib/charms/tls_certificates_interface/v4/tls_certificates.py

@@ -0,0 +1,1995 @@
+# Copyright 2024 Canonical Ltd.
+# See LICENSE file for licensing details.
+
+"""Charm library for managing TLS certificates (V4).
+
+This library contains the Requires and Provides classes for handling the tls-certificates
+interface.
+
+Pre-requisites:
+  - Juju >= 3.0
+  - cryptography >= 43.0.0
+  - pydantic >= 1.0
+
+Learn more on how-to use the TLS Certificates interface library by reading the documentation:
+- https://charmhub.io/tls-certificates-interface/
+
+"""  # noqa: D214, D405, D411, D416
+
+import copy
+import ipaddress
+import json
+import logging
+import uuid
+from contextlib import suppress
+from dataclasses import dataclass
+from datetime import datetime, timedelta, timezone
+from enum import Enum
+from typing import FrozenSet, List, MutableMapping, Optional, Tuple, Union
+
+import pydantic
+from cryptography import x509
+from cryptography.exceptions import InvalidSignature
+from cryptography.hazmat.primitives import hashes, serialization
+from cryptography.hazmat.primitives.asymmetric import rsa
+from cryptography.x509.oid import ExtensionOID, NameOID
+from ops import BoundEvent, CharmBase, CharmEvents, Secret, SecretExpiredEvent, SecretRemoveEvent
+from ops.framework import EventBase, EventSource, Handle, Object
+from ops.jujuversion import JujuVersion
+from ops.model import Application, ModelError, Relation, SecretNotFoundError, Unit
+
+# The unique Charmhub library identifier, never change it
+LIBID = "afd8c2bccf834997afce12c2706d2ede"
+
+# Increment this major API version when introducing breaking changes
+LIBAPI = 4
+
+# Increment this PATCH version before using `charmcraft publish-lib` or reset
+# to 0 if you are raising the major API version
+LIBPATCH = 22
+
+PYDEPS = [
+    "cryptography>=43.0.0",
+    "pydantic",
+]
+IS_PYDANTIC_V1 = int(pydantic.version.VERSION.split(".")[0]) < 2
+
+logger = logging.getLogger(__name__)
+
+
+class TLSCertificatesError(Exception):
+    """Base class for custom errors raised by this library."""
+
+
+class DataValidationError(TLSCertificatesError):
+    """Raised when data validation fails."""
+
+
+class _DatabagModel(pydantic.BaseModel):
+    """Base databag model.
+
+    Supports both pydantic v1 and v2.
+    """
+
+    if IS_PYDANTIC_V1:
+
+        class Config:
+            """Pydantic config."""
+
+            # ignore any extra fields in the databag
+            extra = "ignore"
+            """Ignore any extra fields in the databag."""
+            allow_population_by_field_name = True
+            """Allow instantiating this class by field name (instead of forcing alias)."""
+
+        _NEST_UNDER = None
+
+    model_config = pydantic.ConfigDict(
+        # tolerate additional keys in databag
+        extra="ignore",
+        # Allow instantiating this class by field name (instead of forcing alias).
+        populate_by_name=True,
+        # Custom config key: whether to nest the whole datastructure (as json)
+        # under a field or spread it out at the toplevel.
+        _NEST_UNDER=None,
+    )  # type: ignore
+    """Pydantic config."""
+
+    @classmethod
+    def load(cls, databag: MutableMapping):
+        """Load this model from a Juju databag."""
+        if IS_PYDANTIC_V1:
+            return cls._load_v1(databag)
+        nest_under = cls.model_config.get("_NEST_UNDER")
+        if nest_under:
+            return cls.model_validate(json.loads(databag[nest_under]))
+
+        try:
+            data = {
+                k: json.loads(v)
+                for k, v in databag.items()
+                # Don't attempt to parse model-external values
+                if k in {(f.alias or n) for n, f in cls.model_fields.items()}
+            }
+        except json.JSONDecodeError as e:
+            msg = f"invalid databag contents: expecting json. {databag}"
+            logger.error(msg)
+            raise DataValidationError(msg) from e
+
+        try:
+            return cls.model_validate_json(json.dumps(data))
+        except pydantic.ValidationError as e:
+            msg = f"failed to validate databag: {databag}"
+            logger.debug(msg, exc_info=True)
+            raise DataValidationError(msg) from e
+
+    @classmethod
+    def _load_v1(cls, databag: MutableMapping):
+        """Load implementation for pydantic v1."""
+        if cls._NEST_UNDER:
+            return cls.parse_obj(json.loads(databag[cls._NEST_UNDER]))
+
+        try:
+            data = {
+                k: json.loads(v)
+                for k, v in databag.items()
+                # Don't attempt to parse model-external values
+                if k in {f.alias for f in cls.__fields__.values()}
+            }
+        except json.JSONDecodeError as e:
+            msg = f"invalid databag contents: expecting json. {databag}"
+            logger.error(msg)
+            raise DataValidationError(msg) from e
+
+        try:
+            return cls.parse_raw(json.dumps(data))  # type: ignore
+        except pydantic.ValidationError as e:
+            msg = f"failed to validate databag: {databag}"
+            logger.debug(msg, exc_info=True)
+            raise DataValidationError(msg) from e
+
+    def dump(self, databag: Optional[MutableMapping] = None, clear: bool = True):
+        """Write the contents of this model to Juju databag.
+
+        Args:
+            databag: The databag to write to.
+            clear: Whether to clear the databag before writing.
+
+        Returns:
+            MutableMapping: The databag.
+        """
+        if IS_PYDANTIC_V1:
+            return self._dump_v1(databag, clear)
+        if clear and databag:
+            databag.clear()
+
+        if databag is None:
+            databag = {}
+        nest_under = self.model_config.get("_NEST_UNDER")
+        if nest_under:
+            databag[nest_under] = self.model_dump_json(
+                by_alias=True,
+                # skip keys whose values are default
+                exclude_defaults=True,
+            )
+            return databag
+
+        dct = self.model_dump(mode="json", by_alias=True, exclude_defaults=True)
+        databag.update({k: json.dumps(v) for k, v in dct.items()})
+        return databag
+
+    def _dump_v1(self, databag: Optional[MutableMapping] = None, clear: bool = True):
+        """Dump implementation for pydantic v1."""
+        if clear and databag:
+            databag.clear()
+
+        if databag is None:
+            databag = {}
+
+        if self._NEST_UNDER:
+            databag[self._NEST_UNDER] = self.json(by_alias=True, exclude_defaults=True)
+            return databag
+
+        dct = json.loads(self.json(by_alias=True, exclude_defaults=True))
+        databag.update({k: json.dumps(v) for k, v in dct.items()})
+
+        return databag
+
+
+class _Certificate(pydantic.BaseModel):
+    """Certificate model."""
+
+    ca: str
+    certificate_signing_request: str
+    certificate: str
+    chain: Optional[List[str]] = None
+    revoked: Optional[bool] = None
+
+    def to_provider_certificate(self, relation_id: int) -> "ProviderCertificate":
+        """Convert to a ProviderCertificate."""
+        return ProviderCertificate(
+            relation_id=relation_id,
+            certificate=Certificate.from_string(self.certificate),
+            certificate_signing_request=CertificateSigningRequest.from_string(
+                self.certificate_signing_request
+            ),
+            ca=Certificate.from_string(self.ca),
+            chain=[Certificate.from_string(certificate) for certificate in self.chain]
+            if self.chain
+            else [],
+            revoked=self.revoked,
+        )
+
+
+class _CertificateSigningRequest(pydantic.BaseModel):
+    """Certificate signing request model."""
+
+    certificate_signing_request: str
+    ca: Optional[bool]
+
+
+class _ProviderApplicationData(_DatabagModel):
+    """Provider application data model."""
+
+    certificates: List[_Certificate] = []
+
+
+class _RequirerData(_DatabagModel):
+    """Requirer data model.
+
+    The same model is used for the unit and application data.
+    """
+
+    certificate_signing_requests: List[_CertificateSigningRequest] = []
+
+
+class Mode(Enum):
+    """Enum representing the mode of the certificate request.
+
+    UNIT (default): Request a certificate for the unit.
+        Each unit will manage its private key,
+        certificate signing request and certificate.
+    APP: Request a certificate for the application.
+        Only the leader unit will manage the private key, certificate signing request
+        and certificate.
+    """
+
+    UNIT = 1
+    APP = 2
+
+
+@dataclass(frozen=True)
+class PrivateKey:
+    """This class represents a private key."""
+
+    raw: str
+
+    def __str__(self):
+        """Return the private key as a string."""
+        return self.raw
+
+    @classmethod
+    def from_string(cls, private_key: str) -> "PrivateKey":
+        """Create a PrivateKey object from a private key."""
+        return cls(raw=private_key.strip())
+
+    def is_valid(self) -> bool:
+        """Validate that the private key is PEM-formatted, RSA, and at least 2048 bits."""
+        try:
+            key = serialization.load_pem_private_key(
+                self.raw.encode(),
+                password=None,
+            )
+
+            if not isinstance(key, rsa.RSAPrivateKey):
+                logger.warning("Private key is not an RSA key")
+                return False
+
+            if key.key_size < 2048:
+                logger.warning("RSA key size is less than 2048 bits")
+                return False
+
+            return True
+        except ValueError:
+            logger.warning("Invalid private key format")
+            return False
+
+
+@dataclass(frozen=True)
+class Certificate:
+    """This class represents a certificate."""
+
+    raw: str
+    common_name: str
+    expiry_time: datetime
+    validity_start_time: datetime
+    is_ca: bool = False
+    sans_dns: Optional[FrozenSet[str]] = frozenset()
+    sans_ip: Optional[FrozenSet[str]] = frozenset()
+    sans_oid: Optional[FrozenSet[str]] = frozenset()
+    email_address: Optional[str] = None
+    organization: Optional[str] = None
+    organizational_unit: Optional[str] = None
+    country_name: Optional[str] = None
+    state_or_province_name: Optional[str] = None
+    locality_name: Optional[str] = None
+
+    def __str__(self) -> str:
+        """Return the certificate as a string."""
+        return self.raw
+
+    @classmethod
+    def from_string(cls, certificate: str) -> "Certificate":
+        """Create a Certificate object from a certificate."""
+        try:
+            certificate_object = x509.load_pem_x509_certificate(data=certificate.encode())
+        except ValueError as e:
+            logger.error("Could not load certificate: %s", e)
+            raise TLSCertificatesError("Could not load certificate")
+
+        common_name = certificate_object.subject.get_attributes_for_oid(NameOID.COMMON_NAME)
+        country_name = certificate_object.subject.get_attributes_for_oid(NameOID.COUNTRY_NAME)
+        state_or_province_name = certificate_object.subject.get_attributes_for_oid(
+            NameOID.STATE_OR_PROVINCE_NAME
+        )
+        locality_name = certificate_object.subject.get_attributes_for_oid(NameOID.LOCALITY_NAME)
+        organization_name = certificate_object.subject.get_attributes_for_oid(
+            NameOID.ORGANIZATION_NAME
+        )
+        organizational_unit = certificate_object.subject.get_attributes_for_oid(
+            NameOID.ORGANIZATIONAL_UNIT_NAME
+        )
+        email_address = certificate_object.subject.get_attributes_for_oid(NameOID.EMAIL_ADDRESS)
+        sans_dns: List[str] = []
+        sans_ip: List[str] = []
+        sans_oid: List[str] = []
+        try:
+            sans = certificate_object.extensions.get_extension_for_class(
+                x509.SubjectAlternativeName
+            ).value
+            for san in sans:
+                if isinstance(san, x509.DNSName):
+                    sans_dns.append(san.value)
+                if isinstance(san, x509.IPAddress):
+                    sans_ip.append(str(san.value))
+                if isinstance(san, x509.RegisteredID):
+                    sans_oid.append(str(san.value))
+        except x509.ExtensionNotFound:
+            logger.debug("No SANs found in certificate")
+            sans_dns = []
+            sans_ip = []
+            sans_oid = []
+        expiry_time = certificate_object.not_valid_after_utc
+        validity_start_time = certificate_object.not_valid_before_utc
+        is_ca = False
+        try:
+            is_ca = certificate_object.extensions.get_extension_for_oid(
+                ExtensionOID.BASIC_CONSTRAINTS
+            ).value.ca  # type: ignore[reportAttributeAccessIssue]
+        except x509.ExtensionNotFound:
+            pass
+
+        return cls(
+            raw=certificate.strip(),
+            common_name=str(common_name[0].value),
+            is_ca=is_ca,
+            country_name=str(country_name[0].value) if country_name else None,
+            state_or_province_name=str(state_or_province_name[0].value)
+            if state_or_province_name
+            else None,
+            locality_name=str(locality_name[0].value) if locality_name else None,
+            organization=str(organization_name[0].value) if organization_name else None,
+            organizational_unit=str(organizational_unit[0].value) if organizational_unit else None,
+            email_address=str(email_address[0].value) if email_address else None,
+            sans_dns=frozenset(sans_dns),
+            sans_ip=frozenset(sans_ip),
+            sans_oid=frozenset(sans_oid),
+            expiry_time=expiry_time,
+            validity_start_time=validity_start_time,
+        )
+
+    def matches_private_key(self, private_key: PrivateKey) -> bool:
+        """Check if this certificate matches a given private key.
+
+        Args:
+            private_key (PrivateKey): The private key to validate against.
+
+        Returns:
+            bool: True if the certificate matches the private key, False otherwise.
+        """
+        try:
+            cert_object = x509.load_pem_x509_certificate(self.raw.encode())
+            key_object = serialization.load_pem_private_key(
+                private_key.raw.encode(), password=None
+            )
+
+            cert_public_key = cert_object.public_key()
+            key_public_key = key_object.public_key()
+
+            if not isinstance(cert_public_key, rsa.RSAPublicKey):
+                logger.warning("Certificate does not use RSA public key")
+                return False
+
+            if not isinstance(key_public_key, rsa.RSAPublicKey):
+                logger.warning("Private key is not an RSA key")
+                return False
+
+            return cert_public_key.public_numbers() == key_public_key.public_numbers()
+        except Exception as e:
+            logger.warning("Failed to validate certificate and private key match: %s", e)
+            return False
+
+
+@dataclass(frozen=True)
+class CertificateSigningRequest:
+    """This class represents a certificate signing request."""
+
+    raw: str
+    common_name: str
+    sans_dns: Optional[FrozenSet[str]] = None
+    sans_ip: Optional[FrozenSet[str]] = None
+    sans_oid: Optional[FrozenSet[str]] = None
+    email_address: Optional[str] = None
+    organization: Optional[str] = None
+    organizational_unit: Optional[str] = None
+    country_name: Optional[str] = None
+    state_or_province_name: Optional[str] = None
+    locality_name: Optional[str] = None
+    has_unique_identifier: bool = False
+
+    def __eq__(self, other: object) -> bool:
+        """Check if two CertificateSigningRequest objects are equal."""
+        if not isinstance(other, CertificateSigningRequest):
+            return NotImplemented
+        return self.raw.strip() == other.raw.strip()
+
+    def __str__(self) -> str:
+        """Return the CSR as a string."""
+        return self.raw
+
+    @classmethod
+    def from_string(cls, csr: str) -> "CertificateSigningRequest":
+        """Create a CertificateSigningRequest object from a CSR."""
+        try:
+            csr_object = x509.load_pem_x509_csr(csr.encode())
+        except ValueError as e:
+            logger.error("Could not load CSR: %s", e)
+            raise TLSCertificatesError("Could not load CSR")
+        common_name = csr_object.subject.get_attributes_for_oid(NameOID.COMMON_NAME)
+        country_name = csr_object.subject.get_attributes_for_oid(NameOID.COUNTRY_NAME)
+        state_or_province_name = csr_object.subject.get_attributes_for_oid(
+            NameOID.STATE_OR_PROVINCE_NAME
+        )
+        locality_name = csr_object.subject.get_attributes_for_oid(NameOID.LOCALITY_NAME)
+        organization_name = csr_object.subject.get_attributes_for_oid(NameOID.ORGANIZATION_NAME)
+        organizational_unit = csr_object.subject.get_attributes_for_oid(
+            NameOID.ORGANIZATIONAL_UNIT_NAME
+        )
+        email_address = csr_object.subject.get_attributes_for_oid(NameOID.EMAIL_ADDRESS)
+        unique_identifier = csr_object.subject.get_attributes_for_oid(
+            NameOID.X500_UNIQUE_IDENTIFIER
+        )
+        try:
+            sans = csr_object.extensions.get_extension_for_class(x509.SubjectAlternativeName).value
+            sans_dns = frozenset(sans.get_values_for_type(x509.DNSName))
+            sans_ip = frozenset([str(san) for san in sans.get_values_for_type(x509.IPAddress)])
+            sans_oid = frozenset(
+                [san.dotted_string for san in sans.get_values_for_type(x509.RegisteredID)]
+            )
+        except x509.ExtensionNotFound:
+            sans = frozenset()
+            sans_dns = frozenset()
+            sans_ip = frozenset()
+            sans_oid = frozenset()
+        return cls(
+            raw=csr.strip(),
+            common_name=str(common_name[0].value),
+            country_name=str(country_name[0].value) if country_name else None,
+            state_or_province_name=str(state_or_province_name[0].value)
+            if state_or_province_name
+            else None,
+            locality_name=str(locality_name[0].value) if locality_name else None,
+            organization=str(organization_name[0].value) if organization_name else None,
+            organizational_unit=str(organizational_unit[0].value) if organizational_unit else None,
+            email_address=str(email_address[0].value) if email_address else None,
+            sans_dns=sans_dns,
+            sans_ip=sans_ip,
+            sans_oid=sans_oid,
+            has_unique_identifier=bool(unique_identifier),
+        )
+
+    def matches_private_key(self, key: PrivateKey) -> bool:
+        """Check if a CSR matches a private key.
+
+        This function only works with RSA keys.
+
+        Args:
+            key (PrivateKey): Private key
+        Returns:
+            bool: True/False depending on whether the CSR matches the private key.
+        """
+        try:
+            csr_object = x509.load_pem_x509_csr(self.raw.encode("utf-8"))
+            key_object = serialization.load_pem_private_key(
+                data=key.raw.encode("utf-8"), password=None
+            )
+            key_object_public_key = key_object.public_key()
+            csr_object_public_key = csr_object.public_key()
+            if not isinstance(key_object_public_key, rsa.RSAPublicKey):
+                logger.warning("Key is not an RSA key")
+                return False
+            if not isinstance(csr_object_public_key, rsa.RSAPublicKey):
+                logger.warning("CSR is not an RSA key")
+                return False
+            if (
+                csr_object_public_key.public_numbers().n
+                != key_object_public_key.public_numbers().n
+            ):
+                logger.warning("Public key numbers between CSR and key do not match")
+                return False
+        except ValueError:
+            logger.warning("Could not load certificate or CSR.")
+            return False
+        return True
+
+    def matches_certificate(self, certificate: Certificate) -> bool:
+        """Check if a CSR matches a certificate.
+
+        Args:
+            certificate (Certificate): Certificate
+        Returns:
+            bool: True/False depending on whether the CSR matches the certificate.
+        """
+        csr_object = x509.load_pem_x509_csr(self.raw.encode("utf-8"))
+        cert_object = x509.load_pem_x509_certificate(certificate.raw.encode("utf-8"))
+        return csr_object.public_key() == cert_object.public_key()
+
+    def get_sha256_hex(self) -> str:
+        """Calculate the hash of the provided data and return the hexadecimal representation."""
+        digest = hashes.Hash(hashes.SHA256())
+        digest.update(self.raw.encode())
+        return digest.finalize().hex()
+
+
+@dataclass(frozen=True)
+class CertificateRequestAttributes:
+    """A representation of the certificate request attributes.
+
+    This class should be used inside the requirer charm to specify the requested
+    attributes for the certificate.
+    """
+
+    common_name: str
+    sans_dns: Optional[FrozenSet[str]] = frozenset()
+    sans_ip: Optional[FrozenSet[str]] = frozenset()
+    sans_oid: Optional[FrozenSet[str]] = frozenset()
+    email_address: Optional[str] = None
+    organization: Optional[str] = None
+    organizational_unit: Optional[str] = None
+    country_name: Optional[str] = None
+    state_or_province_name: Optional[str] = None
+    locality_name: Optional[str] = None
+    is_ca: bool = False
+    add_unique_id_to_subject_name: bool = True
+
+    def is_valid(self) -> bool:
+        """Check whether the certificate request is valid."""
+        if not self.common_name:
+            return False
+        return True
+
+    def generate_csr(
+        self,
+        private_key: PrivateKey,
+    ) -> CertificateSigningRequest:
+        """Generate a CSR using private key and subject.
+
+        Args:
+            private_key (PrivateKey): Private key
+
+        Returns:
+            CertificateSigningRequest: CSR
+        """
+        return generate_csr(
+            private_key=private_key,
+            common_name=self.common_name,
+            sans_dns=self.sans_dns,
+            sans_ip=self.sans_ip,
+            sans_oid=self.sans_oid,
+            email_address=self.email_address,
+            organization=self.organization,
+            organizational_unit=self.organizational_unit,
+            country_name=self.country_name,
+            state_or_province_name=self.state_or_province_name,
+            locality_name=self.locality_name,
+            add_unique_id_to_subject_name=self.add_unique_id_to_subject_name,
+        )
+
+    @classmethod
+    def from_csr(cls, csr: CertificateSigningRequest, is_ca: bool):
+        """Create a CertificateRequestAttributes object from a CSR."""
+        return cls(
+            common_name=csr.common_name,
+            sans_dns=csr.sans_dns,
+            sans_ip=csr.sans_ip,
+            sans_oid=csr.sans_oid,
+            email_address=csr.email_address,
+            organization=csr.organization,
+            organizational_unit=csr.organizational_unit,
+            country_name=csr.country_name,
+            state_or_province_name=csr.state_or_province_name,
+            locality_name=csr.locality_name,
+            is_ca=is_ca,
+            add_unique_id_to_subject_name=csr.has_unique_identifier,
+        )
+
+
+@dataclass(frozen=True)
+class ProviderCertificate:
+    """This class represents a certificate provided by the TLS provider."""
+
+    relation_id: int
+    certificate: Certificate
+    certificate_signing_request: CertificateSigningRequest
+    ca: Certificate
+    chain: List[Certificate]
+    revoked: Optional[bool] = None
+
+    def to_json(self) -> str:
+        """Return the object as a JSON string.
+
+        Returns:
+            str: JSON representation of the object
+        """
+        return json.dumps(
+            {
+                "csr": str(self.certificate_signing_request),
+                "certificate": str(self.certificate),
+                "ca": str(self.ca),
+                "chain": [str(cert) for cert in self.chain],
+                "revoked": self.revoked,
+            }
+        )
+
+
+@dataclass(frozen=True)
+class RequirerCertificateRequest:
+    """This class represents a certificate signing request requested by a specific TLS requirer."""
+
+    relation_id: int
+    certificate_signing_request: CertificateSigningRequest
+    is_ca: bool
+
+
+class CertificateAvailableEvent(EventBase):
+    """Charm Event triggered when a TLS certificate is available."""
+
+    def __init__(
+        self,
+        handle: Handle,
+        certificate: Certificate,
+        certificate_signing_request: CertificateSigningRequest,
+        ca: Certificate,
+        chain: List[Certificate],
+    ):
+        super().__init__(handle)
+        self.certificate = certificate
+        self.certificate_signing_request = certificate_signing_request
+        self.ca = ca
+        self.chain = chain
+
+    def snapshot(self) -> dict:
+        """Return snapshot."""
+        return {
+            "certificate": str(self.certificate),
+            "certificate_signing_request": str(self.certificate_signing_request),
+            "ca": str(self.ca),
+            "chain": json.dumps([str(certificate) for certificate in self.chain]),
+        }
+
+    def restore(self, snapshot: dict):
+        """Restore snapshot."""
+        self.certificate = Certificate.from_string(snapshot["certificate"])
+        self.certificate_signing_request = CertificateSigningRequest.from_string(
+            snapshot["certificate_signing_request"]
+        )
+        self.ca = Certificate.from_string(snapshot["ca"])
+        chain_strs = json.loads(snapshot["chain"])
+        self.chain = [Certificate.from_string(chain_str) for chain_str in chain_strs]
+
+    def chain_as_pem(self) -> str:
+        """Return full certificate chain as a PEM string."""
+        return "\n\n".join([str(cert) for cert in self.chain])
+
+
+def generate_private_key(
+    key_size: int = 2048,
+    public_exponent: int = 65537,
+) -> PrivateKey:
+    """Generate a private key with the RSA algorithm.
+
+    Args:
+        key_size (int): Key size in bits, must be at least 2048 bits
+        public_exponent: Public exponent.
+
+    Returns:
+        PrivateKey: Private Key
+    """
+    if key_size < 2048:
+        raise ValueError("Key size must be at least 2048 bits for RSA security")
+    private_key = rsa.generate_private_key(
+        public_exponent=public_exponent,
+        key_size=key_size,
+    )
+    key_bytes = private_key.private_bytes(
+        encoding=serialization.Encoding.PEM,
+        format=serialization.PrivateFormat.TraditionalOpenSSL,
+        encryption_algorithm=serialization.NoEncryption(),
+    )
+    return PrivateKey.from_string(key_bytes.decode())
+
+
+def calculate_relative_datetime(target_time: datetime, fraction: float) -> datetime:
+    """Calculate a datetime that is a given percentage from now to a target time.
+
+    Args:
+        target_time (datetime): The future datetime to interpolate towards.
+        fraction (float): Fraction of the interval from now to target_time (0.0-1.0).
+            1.0 means return target_time,
+            0.9 means return the time after 90% of the interval has passed,
+            and 0.0 means return now.
+    """
+    if fraction <= 0.0 or fraction > 1.0:
+        raise ValueError("Invalid fraction. Must be between 0.0 and 1.0")
+    now = datetime.now(timezone.utc)
+    time_until_target = target_time - now
+    return now + time_until_target * fraction
+
+
+def chain_has_valid_order(chain: List[str]) -> bool:
+    """Check if the chain has a valid order.
+
+    Validates that each certificate in the chain is properly signed by the next certificate.
+    The chain should be ordered from leaf to root, where each certificate is signed by
+    the next one in the chain.
+
+    Args:
+        chain (List[str]): List of certificates in PEM format, ordered from leaf to root
+
+    Returns:
+        bool: True if the chain has a valid order, False otherwise.
+    """
+    if len(chain) < 2:
+        return True
+
+    try:
+        for i in range(len(chain) - 1):
+            cert = x509.load_pem_x509_certificate(chain[i].encode())
+            issuer = x509.load_pem_x509_certificate(chain[i + 1].encode())
+            cert.verify_directly_issued_by(issuer)
+        return True
+    except (ValueError, TypeError, InvalidSignature):
+        return False
+
+
+def generate_csr(  # noqa: C901
+    private_key: PrivateKey,
+    common_name: str,
+    sans_dns: Optional[FrozenSet[str]] = frozenset(),
+    sans_ip: Optional[FrozenSet[str]] = frozenset(),
+    sans_oid: Optional[FrozenSet[str]] = frozenset(),
+    organization: Optional[str] = None,
+    organizational_unit: Optional[str] = None,
+    email_address: Optional[str] = None,
+    country_name: Optional[str] = None,
+    locality_name: Optional[str] = None,
+    state_or_province_name: Optional[str] = None,
+    add_unique_id_to_subject_name: bool = True,
+) -> CertificateSigningRequest:
+    """Generate a CSR using private key and subject.
+
+    Args:
+        private_key (PrivateKey): Private key
+        common_name (str): Common name
+        sans_dns (FrozenSet[str]): DNS Subject Alternative Names
+        sans_ip (FrozenSet[str]): IP Subject Alternative Names
+        sans_oid (FrozenSet[str]): OID Subject Alternative Names
+        organization (Optional[str]): Organization name
+        organizational_unit (Optional[str]): Organizational unit name
+        email_address (Optional[str]): Email address
+        country_name (Optional[str]): Country name
+        state_or_province_name (Optional[str]): State or province name
+        locality_name (Optional[str]): Locality name
+        add_unique_id_to_subject_name (bool): Whether a unique ID must be added to the CSR's
+            subject name. Always leave to "True" when the CSR is used to request certificates
+            using the tls-certificates relation.
+
+    Returns:
+        CertificateSigningRequest: CSR
+    """
+    signing_key = serialization.load_pem_private_key(str(private_key).encode(), password=None)
+    subject_name = [x509.NameAttribute(x509.NameOID.COMMON_NAME, common_name)]
+    if add_unique_id_to_subject_name:
+        unique_identifier = uuid.uuid4()
+        subject_name.append(
+            x509.NameAttribute(x509.NameOID.X500_UNIQUE_IDENTIFIER, str(unique_identifier))
+        )
+    if organization:
+        subject_name.append(x509.NameAttribute(x509.NameOID.ORGANIZATION_NAME, organization))
+    if organizational_unit:
+        subject_name.append(
+            x509.NameAttribute(x509.NameOID.ORGANIZATIONAL_UNIT_NAME, organizational_unit)
+        )
+    if email_address:
+        subject_name.append(x509.NameAttribute(x509.NameOID.EMAIL_ADDRESS, email_address))
+    if country_name:
+        subject_name.append(x509.NameAttribute(x509.NameOID.COUNTRY_NAME, country_name))
+    if state_or_province_name:
+        subject_name.append(
+            x509.NameAttribute(x509.NameOID.STATE_OR_PROVINCE_NAME, state_or_province_name)
+        )
+    if locality_name:
+        subject_name.append(x509.NameAttribute(x509.NameOID.LOCALITY_NAME, locality_name))
+    csr = x509.CertificateSigningRequestBuilder(subject_name=x509.Name(subject_name))
+
+    _sans: List[x509.GeneralName] = []
+    if sans_oid:
+        _sans.extend([x509.RegisteredID(x509.ObjectIdentifier(san)) for san in sans_oid])
+    if sans_ip:
+        _sans.extend([x509.IPAddress(ipaddress.ip_address(san)) for san in sans_ip])
+    if sans_dns:
+        _sans.extend([x509.DNSName(san) for san in sans_dns])
+    if _sans:
+        csr = csr.add_extension(x509.SubjectAlternativeName(set(_sans)), critical=False)
+    signed_certificate = csr.sign(signing_key, hashes.SHA256())  # type: ignore[arg-type]
+    csr_str = signed_certificate.public_bytes(serialization.Encoding.PEM).decode()
+    return CertificateSigningRequest.from_string(csr_str)
+
+
+def generate_ca(
+    private_key: PrivateKey,
+    validity: timedelta,
+    common_name: str,
+    sans_dns: Optional[FrozenSet[str]] = frozenset(),
+    sans_ip: Optional[FrozenSet[str]] = frozenset(),
+    sans_oid: Optional[FrozenSet[str]] = frozenset(),
+    organization: Optional[str] = None,
+    organizational_unit: Optional[str] = None,
+    email_address: Optional[str] = None,
+    country_name: Optional[str] = None,
+    state_or_province_name: Optional[str] = None,
+    locality_name: Optional[str] = None,
+) -> Certificate:
+    """Generate a self signed CA Certificate.
+
+    Args:
+        private_key (PrivateKey): Private key
+        validity (timedelta): Certificate validity time
+        common_name (str): Common Name that can be an IP or a Full Qualified Domain Name (FQDN).
+        sans_dns (FrozenSet[str]): DNS Subject Alternative Names
+        sans_ip (FrozenSet[str]): IP Subject Alternative Names
+        sans_oid (FrozenSet[str]): OID Subject Alternative Names
+        organization (Optional[str]): Organization name
+        organizational_unit (Optional[str]): Organizational unit name
+        email_address (Optional[str]): Email address
+        country_name (str): Certificate Issuing country
+        state_or_province_name (str): Certificate Issuing state or province
+        locality_name (str): Certificate Issuing locality
+
+    Returns:
+        Certificate: CA Certificate.
+    """
+    private_key_object = serialization.load_pem_private_key(
+        str(private_key).encode(), password=None
+    )
+    assert isinstance(private_key_object, rsa.RSAPrivateKey)
+    subject_name = [x509.NameAttribute(x509.NameOID.COMMON_NAME, common_name)]
+    if organization:
+        subject_name.append(x509.NameAttribute(x509.NameOID.ORGANIZATION_NAME, organization))
+    if organizational_unit:
+        subject_name.append(
+            x509.NameAttribute(x509.NameOID.ORGANIZATIONAL_UNIT_NAME, organizational_unit)
+        )
+    if email_address:
+        subject_name.append(x509.NameAttribute(x509.NameOID.EMAIL_ADDRESS, email_address))
+    if country_name:
+        subject_name.append(x509.NameAttribute(x509.NameOID.COUNTRY_NAME, country_name))
+    if state_or_province_name:
+        subject_name.append(
+            x509.NameAttribute(x509.NameOID.STATE_OR_PROVINCE_NAME, state_or_province_name)
+        )
+    if locality_name:
+        subject_name.append(x509.NameAttribute(x509.NameOID.LOCALITY_NAME, locality_name))
+
+    subject_identifier_object = x509.SubjectKeyIdentifier.from_public_key(
+        private_key_object.public_key()
+    )
+    subject_identifier = key_identifier = subject_identifier_object.public_bytes()
+    key_usage = x509.KeyUsage(
+        digital_signature=True,
+        key_encipherment=True,
+        key_cert_sign=True,
+        key_agreement=False,
+        content_commitment=False,
+        data_encipherment=False,
+        crl_sign=False,
+        encipher_only=False,
+        decipher_only=False,
+    )
+
+    builder = (
+        x509.CertificateBuilder()
+        .subject_name(x509.Name(subject_name))
+        .issuer_name(x509.Name(subject_name))
+        .public_key(private_key_object.public_key())
+        .serial_number(x509.random_serial_number())
+        .not_valid_before(datetime.now(timezone.utc))
+        .not_valid_after(datetime.now(timezone.utc) + validity)
+        .add_extension(x509.SubjectKeyIdentifier(digest=subject_identifier), critical=False)
+        .add_extension(
+            x509.AuthorityKeyIdentifier(
+                key_identifier=key_identifier,
+                authority_cert_issuer=None,
+                authority_cert_serial_number=None,
+            ),
+            critical=False,
+        )
+        .add_extension(key_usage, critical=True)
+        .add_extension(
+            x509.BasicConstraints(ca=True, path_length=None),
+            critical=True,
+        )
+    )
+    san_extension = _san_extension(
+        email_address=email_address,
+        sans_dns=sans_dns,
+        sans_ip=sans_ip,
+        sans_oid=sans_oid,
+    )
+    if san_extension:
+        builder = builder.add_extension(san_extension, critical=False)
+    cert = builder.sign(private_key_object, hashes.SHA256())  # type: ignore[arg-type]
+    ca_cert_str = cert.public_bytes(serialization.Encoding.PEM).decode().strip()
+    return Certificate.from_string(ca_cert_str)
+
+
+def _san_extension(
+    email_address: Optional[str] = None,
+    sans_dns: Optional[FrozenSet[str]] = frozenset(),
+    sans_ip: Optional[FrozenSet[str]] = frozenset(),
+    sans_oid: Optional[FrozenSet[str]] = frozenset(),
+) -> Optional[x509.SubjectAlternativeName]:
+    sans: List[x509.GeneralName] = []
+    if email_address:
+        # If an e-mail address was provided, it should always be in the SAN
+        sans.append(x509.RFC822Name(email_address))
+    if sans_dns:
+        sans.extend([x509.DNSName(san) for san in sans_dns])
+    if sans_ip:
+        sans.extend([x509.IPAddress(ipaddress.ip_address(san)) for san in sans_ip])
+    if sans_oid:
+        sans.extend([x509.RegisteredID(x509.ObjectIdentifier(san)) for san in sans_oid])
+    if not sans:
+        return None
+    return x509.SubjectAlternativeName(sans)
+
+
+def generate_certificate(
+    csr: CertificateSigningRequest,
+    ca: Certificate,
+    ca_private_key: PrivateKey,
+    validity: timedelta,
+    is_ca: bool = False,
+) -> Certificate:
+    """Generate a TLS certificate based on a CSR.
+
+    Args:
+        csr (CertificateSigningRequest): CSR
+        ca (Certificate): CA Certificate
+        ca_private_key (PrivateKey): CA private key
+        validity (timedelta): Certificate validity time
+        is_ca (bool): Whether the certificate is a CA certificate
+
+    Returns:
+        Certificate: Certificate
+    """
+    csr_object = x509.load_pem_x509_csr(str(csr).encode())
+    subject = csr_object.subject
+    ca_pem = x509.load_pem_x509_certificate(str(ca).encode())
+    issuer = ca_pem.issuer
+    private_key = serialization.load_pem_private_key(str(ca_private_key).encode(), password=None)
+
+    certificate_builder = (
+        x509.CertificateBuilder()
+        .subject_name(subject)
+        .issuer_name(issuer)
+        .public_key(csr_object.public_key())
+        .serial_number(x509.random_serial_number())
+        .not_valid_before(datetime.now(timezone.utc))
+        .not_valid_after(datetime.now(timezone.utc) + validity)
+    )
+    extensions = _generate_certificate_request_extensions(
+        authority_key_identifier=ca_pem.extensions.get_extension_for_class(
+            x509.SubjectKeyIdentifier
+        ).value.key_identifier,
+        csr=csr_object,
+        is_ca=is_ca,
+    )
+    for extension in extensions:
+        try:
+            certificate_builder = certificate_builder.add_extension(
+                extval=extension.value,
+                critical=extension.critical,
+            )
+        except ValueError as e:
+            logger.warning("Failed to add extension %s: %s", extension.oid, e)
+
+    cert = certificate_builder.sign(private_key, hashes.SHA256())  # type: ignore[arg-type]
+    cert_bytes = cert.public_bytes(serialization.Encoding.PEM)
+    return Certificate.from_string(cert_bytes.decode().strip())
+
+
+def _generate_certificate_request_extensions(
+    authority_key_identifier: bytes,
+    csr: x509.CertificateSigningRequest,
+    is_ca: bool,
+) -> List[x509.Extension]:
+    """Generate a list of certificate extensions from a CSR and other known information.
+
+    Args:
+        authority_key_identifier (bytes): Authority key identifier
+        csr (x509.CertificateSigningRequest): CSR
+        is_ca (bool): Whether the certificate is a CA certificate
+
+    Returns:
+        List[x509.Extension]: List of extensions
+    """
+    cert_extensions_list: List[x509.Extension] = [
+        x509.Extension(
+            oid=ExtensionOID.AUTHORITY_KEY_IDENTIFIER,
+            value=x509.AuthorityKeyIdentifier(
+                key_identifier=authority_key_identifier,
+                authority_cert_issuer=None,
+                authority_cert_serial_number=None,
+            ),
+            critical=False,
+        ),
+        x509.Extension(
+            oid=ExtensionOID.SUBJECT_KEY_IDENTIFIER,
+            value=x509.SubjectKeyIdentifier.from_public_key(csr.public_key()),
+            critical=False,
+        ),
+        x509.Extension(
+            oid=ExtensionOID.BASIC_CONSTRAINTS,
+            critical=True,
+            value=x509.BasicConstraints(ca=is_ca, path_length=None),
+        ),
+    ]
+    if sans := _generate_subject_alternative_name_extension(csr):
+        cert_extensions_list.append(sans)
+
+    if is_ca:
+        cert_extensions_list.append(
+            x509.Extension(
+                ExtensionOID.KEY_USAGE,
+                critical=True,
+                value=x509.KeyUsage(
+                    digital_signature=False,
+                    content_commitment=False,
+                    key_encipherment=False,
+                    data_encipherment=False,
+                    key_agreement=False,
+                    key_cert_sign=True,
+                    crl_sign=True,
+                    encipher_only=False,
+                    decipher_only=False,
+                ),
+            )
+        )
+
+    existing_oids = {ext.oid for ext in cert_extensions_list}
+    for extension in csr.extensions:
+        if extension.oid == ExtensionOID.SUBJECT_ALTERNATIVE_NAME:
+            continue
+        if extension.oid in existing_oids:
+            logger.warning("Extension %s is managed by the TLS provider, ignoring.", extension.oid)
+            continue
+        cert_extensions_list.append(extension)
+
+    return cert_extensions_list
+
+
+def _generate_subject_alternative_name_extension(
+    csr: x509.CertificateSigningRequest,
+) -> Optional[x509.Extension]:
+    sans: List[x509.GeneralName] = []
+    try:
+        loaded_san_ext = csr.extensions.get_extension_for_class(x509.SubjectAlternativeName)
+        sans.extend(
+            [x509.DNSName(name) for name in loaded_san_ext.value.get_values_for_type(x509.DNSName)]
+        )
+        sans.extend(
+            [x509.IPAddress(ip) for ip in loaded_san_ext.value.get_values_for_type(x509.IPAddress)]
+        )
+        sans.extend(
+            [
+                x509.RegisteredID(oid)
+                for oid in loaded_san_ext.value.get_values_for_type(x509.RegisteredID)
+            ]
+        )
+        sans.extend(
+            [
+                x509.RFC822Name(name)
+                for name in loaded_san_ext.value.get_values_for_type(x509.RFC822Name)
+            ]
+        )
+    except x509.ExtensionNotFound:
+        pass
+    # If email is present in the CSR Subject, make sure it is also in the SANS
+    # to conform to RFC 5280.
+    email = csr.subject.get_attributes_for_oid(NameOID.EMAIL_ADDRESS)
+    if email:
+        email_rfc822 = x509.RFC822Name(str(email[0].value))
+        if email_rfc822 not in sans:
+            sans.append(email_rfc822)
+
+    return (
+        x509.Extension(
+            oid=ExtensionOID.SUBJECT_ALTERNATIVE_NAME,
+            critical=False,
+            value=x509.SubjectAlternativeName(sans),
+        )
+        if sans
+        else None
+    )
+
+
+class CertificatesRequirerCharmEvents(CharmEvents):
+    """List of events that the TLS Certificates requirer charm can leverage."""
+
+    certificate_available = EventSource(CertificateAvailableEvent)
+
+
+class TLSCertificatesRequiresV4(Object):
+    """A class to manage the TLS certificates interface for a unit or app."""
+
+    on = CertificatesRequirerCharmEvents()  # type: ignore[reportAssignmentType]
+
+    def __init__(
+        self,
+        charm: CharmBase,
+        relationship_name: str,
+        certificate_requests: List[CertificateRequestAttributes],
+        mode: Mode = Mode.UNIT,
+        refresh_events: List[BoundEvent] = [],
+        private_key: Optional[PrivateKey] = None,
+        renewal_relative_time: float = 0.9,
+    ):
+        """Create a new instance of the TLSCertificatesRequiresV4 class.
+
+        Args:
+            charm (CharmBase): The charm instance to relate to.
+            relationship_name (str): The name of the relation that provides the certificates.
+            certificate_requests (List[CertificateRequestAttributes]):
+                A list with the attributes of the certificate requests.
+            mode (Mode): Whether to use unit or app certificates mode. Default is Mode.UNIT.
+                In UNIT mode the requirer will place the csr in the unit relation data.
+                Each unit will manage its private key,
+                certificate signing request and certificate.
+                UNIT mode is for use cases where each unit has its own identity.
+                If you don't know which mode to use, you likely need UNIT.
+                In APP mode the leader unit will place the csr in the app relation databag.
+                APP mode is for use cases where the underlying application needs the certificate
+                for example using it as an intermediate CA to sign other certificates.
+                The certificate can only be accessed by the leader unit.
+            refresh_events (List[BoundEvent]): A list of events to trigger a refresh of
+              the certificates.
+            private_key (Optional[PrivateKey]): The private key to use for the certificates.
+                If provided, it will be used instead of generating a new one.
+                If the key is not valid an exception will be raised.
+                Using this parameter is discouraged,
+                having to pass around private keys manually can be a security concern.
+                Allowing the library to generate and manage the key is the more secure approach.
+            renewal_relative_time (float): The time to renew the certificate relative to its
+                expiry.
+                Default is 0.9, meaning 90% of the validity period.
+                The minimum value is 0.5, meaning 50% of the validity period.
+                If an invalid value is provided, an exception will be raised.
+        """
+        super().__init__(charm, relationship_name)
+        if not JujuVersion.from_environ().has_secrets:
+            logger.warning("This version of the TLS library requires Juju secrets (Juju >= 3.0)")
+        if not self._mode_is_valid(mode):
+            raise TLSCertificatesError("Invalid mode. Must be Mode.UNIT or Mode.APP")
+        for certificate_request in certificate_requests:
+            if not certificate_request.is_valid():
+                raise TLSCertificatesError("Invalid certificate request")
+        self.charm = charm
+        self.relationship_name = relationship_name
+        self.certificate_requests = certificate_requests
+        self.mode = mode
+        if private_key and not private_key.is_valid():
+            raise TLSCertificatesError("Invalid private key")
+        if renewal_relative_time <= 0.5 or renewal_relative_time > 1.0:
+            raise TLSCertificatesError(
+                "Invalid renewal relative time. Must be between 0.0 and 1.0"
+            )
+        self._private_key = private_key
+        self.renewal_relative_time = renewal_relative_time
+        self.framework.observe(charm.on[relationship_name].relation_created, self._configure)
+        self.framework.observe(charm.on[relationship_name].relation_changed, self._configure)
+        self.framework.observe(charm.on.secret_expired, self._on_secret_expired)
+        self.framework.observe(charm.on.secret_remove, self._on_secret_remove)
+        for event in refresh_events:
+            self.framework.observe(event, self._configure)
+
+    def _configure(self, _: Optional[EventBase] = None):
+        """Handle TLS Certificates Relation Data.
+
+        This method is called during any TLS relation event.
+        It will generate a private key if it doesn't exist yet.
+        It will send certificate requests if they haven't been sent yet.
+        It will find available certificates and emit events.
+        """
+        if not self._tls_relation_created():
+            logger.debug("TLS relation not created yet.")
+            return
+        self._ensure_private_key()
+        self._cleanup_certificate_requests()
+        self._send_certificate_requests()
+        self._find_available_certificates()
+
+    def _mode_is_valid(self, mode: Mode) -> bool:
+        return mode in [Mode.UNIT, Mode.APP]
+
+    def _validate_secret_exists(self, secret: Secret) -> None:
+        secret.get_info()  # Will raise `SecretNotFoundError` if the secret does not exist
+
+    def _on_secret_remove(self, event: SecretRemoveEvent) -> None:
+        """Handle Secret Removed Event."""
+        try:
+            # Ensure the secret exists before trying to remove it, otherwise
+            # the unit could be stuck in an error state. See the docstring of
+            # `remove_revision` and the below issue for more information.
+            # https://github.com/juju/juju/issues/19036
+            self._validate_secret_exists(event.secret)
+            event.secret.remove_revision(event.revision)
+        except SecretNotFoundError:
+            logger.warning(
+                "No such secret %s, nothing to remove",
+                event.secret.label or event.secret.id,
+            )
+            return
+
+    def _on_secret_expired(self, event: SecretExpiredEvent) -> None:
+        """Handle Secret Expired Event.
+
+        Renews certificate requests and removes the expired secret.
+        """
+        if not event.secret.label or not event.secret.label.startswith(f"{LIBID}-certificate"):
+            return
+        try:
+            csr_str = event.secret.get_content(refresh=True)["csr"]
+        except ModelError:
+            logger.error("Failed to get CSR from secret - Skipping")
+            return
+        csr = CertificateSigningRequest.from_string(csr_str)
+        self._renew_certificate_request(csr)
+        event.secret.remove_all_revisions()
+
+    def sync(self) -> None:
+        """Sync TLS Certificates Relation Data.
+
+        This method allows the requirer to sync the TLS certificates relation data
+        without waiting for the refresh events to be triggered.
+        """
+        self._configure()
+
+    def renew_certificate(self, certificate: ProviderCertificate) -> None:
+        """Request the renewal of the provided certificate."""
+        certificate_signing_request = certificate.certificate_signing_request
+        secret_label = self._get_csr_secret_label(certificate_signing_request)
+        try:
+            secret = self.model.get_secret(label=secret_label)
+        except SecretNotFoundError:
+            logger.warning("No matching secret found - Skipping renewal")
+            return
+        current_csr = secret.get_content(refresh=True).get("csr", "")
+        if current_csr != str(certificate_signing_request):
+            logger.warning("No matching CSR found - Skipping renewal")
+            return
+        self._renew_certificate_request(certificate_signing_request)
+        secret.remove_all_revisions()
+
+    def _renew_certificate_request(self, csr: CertificateSigningRequest):
+        """Remove existing CSR from relation data and create a new one."""
+        self._remove_requirer_csr_from_relation_data(csr)
+        self._send_certificate_requests()
+        logger.info("Renewed certificate request")
+
+    def _remove_requirer_csr_from_relation_data(self, csr: CertificateSigningRequest) -> None:
+        relation = self.model.get_relation(self.relationship_name)
+        if not relation:
+            logger.debug("No relation: %s", self.relationship_name)
+            return
+        if not self.get_csrs_from_requirer_relation_data():
+            logger.info("No CSRs in relation data - Doing nothing")
+            return
+        app_or_unit = self._get_app_or_unit()
+        try:
+            requirer_relation_data = _RequirerData.load(relation.data[app_or_unit])
+        except DataValidationError:
+            logger.warning("Invalid relation data - Skipping removal of CSR")
+            return
+        new_relation_data = copy.deepcopy(requirer_relation_data.certificate_signing_requests)
+        for requirer_csr in new_relation_data:
+            if requirer_csr.certificate_signing_request.strip() == str(csr).strip():
+                new_relation_data.remove(requirer_csr)
+        try:
+            _RequirerData(certificate_signing_requests=new_relation_data).dump(
+                relation.data[app_or_unit]
+            )
+            logger.info("Removed CSR from relation data")
+        except ModelError:
+            logger.warning("Failed to update relation data")
+
+    def _get_app_or_unit(self) -> Union[Application, Unit]:
+        """Return the unit or app object based on the mode."""
+        if self.mode == Mode.UNIT:
+            return self.model.unit
+        elif self.mode == Mode.APP:
+            return self.model.app
+        raise TLSCertificatesError("Invalid mode")
+
+    @property
+    def private_key(self) -> Optional[PrivateKey]:
+        """Return the private key."""
+        if self._private_key:
+            return self._private_key
+        if not self._private_key_generated():
+            return None
+        secret = self.charm.model.get_secret(label=self._get_private_key_secret_label())
+        private_key = secret.get_content(refresh=True)["private-key"]
+        return PrivateKey.from_string(private_key)
+
+    def _ensure_private_key(self) -> None:
+        """Make sure there is a private key to be used.
+
+        It will make sure there is a private key passed by the charm using the private_key
+        parameter or generate a new one otherwise.
+        """
+        # Remove the generated private key
+        # if one has been passed by the charm using the private_key parameter
+        if self._private_key:
+            self._remove_private_key_secret()
+            return
+        if self._private_key_generated():
+            logger.debug("Private key already generated")
+            return
+        self._generate_private_key()
+
+    def regenerate_private_key(self) -> None:
+        """Regenerate the private key.
+
+        Generate a new private key, remove old certificate requests and send new ones.
+
+        Raises:
+            TLSCertificatesError: If the private key is passed by the charm using the
+                private_key parameter.
+        """
+        if self._private_key:
+            raise TLSCertificatesError(
+                "Private key is passed by the charm through the private_key parameter, "
+                "this function can't be used"
+            )
+        if not self._private_key_generated():
+            logger.warning("No private key to regenerate")
+            return
+        self._generate_private_key()
+        self._cleanup_certificate_requests()
+        self._send_certificate_requests()
+
+    def _generate_private_key(self) -> None:
+        """Generate a new private key and store it in a secret.
+
+        This is the case when the private key used is generated by the library.
+            and not passed by the charm using the private_key parameter.
+        """
+        self._store_private_key_in_secret(generate_private_key())
+        logger.info("Private key generated")
+
+    def _private_key_generated(self) -> bool:
+        """Check if a private key is stored in a secret.
+
+        This is the case when the private key used is generated by the library.
+        This should not exist when the private key used
+            is passed by the charm using the private_key parameter.
+        """
+        try:
+            secret = self.charm.model.get_secret(label=self._get_private_key_secret_label())
+            secret.get_content(refresh=True)
+            return True
+        except SecretNotFoundError:
+            return False
+
+    def _store_private_key_in_secret(self, private_key: PrivateKey) -> None:
+        try:
+            secret = self.charm.model.get_secret(label=self._get_private_key_secret_label())
+            secret.set_content({"private-key": str(private_key)})
+            secret.get_content(refresh=True)
+        except SecretNotFoundError:
+            self.charm.unit.add_secret(
+                content={"private-key": str(private_key)},
+                label=self._get_private_key_secret_label(),
+            )
+
+    def _remove_private_key_secret(self) -> None:
+        """Remove the private key secret."""
+        try:
+            secret = self.charm.model.get_secret(label=self._get_private_key_secret_label())
+            secret.remove_all_revisions()
+        except SecretNotFoundError:
+            logger.warning("Private key secret not found, nothing to remove")
+
+    def _csr_matches_certificate_request(
+        self, certificate_signing_request: CertificateSigningRequest, is_ca: bool
+    ) -> bool:
+        for certificate_request in self.certificate_requests:
+            if certificate_request == CertificateRequestAttributes.from_csr(
+                certificate_signing_request,
+                is_ca,
+            ):
+                return True
+        return False
+
+    def _certificate_requested(self, certificate_request: CertificateRequestAttributes) -> bool:
+        if not self.private_key:
+            return False
+        csr = self._certificate_requested_for_attributes(certificate_request)
+        if not csr:
+            return False
+        if not csr.certificate_signing_request.matches_private_key(key=self.private_key):
+            return False
+        return True
+
+    def _certificate_requested_for_attributes(
+        self,
+        certificate_request: CertificateRequestAttributes,
+    ) -> Optional[RequirerCertificateRequest]:
+        for requirer_csr in self.get_csrs_from_requirer_relation_data():
+            if certificate_request == CertificateRequestAttributes.from_csr(
+                requirer_csr.certificate_signing_request,
+                requirer_csr.is_ca,
+            ):
+                return requirer_csr
+        return None
+
+    def get_csrs_from_requirer_relation_data(self) -> List[RequirerCertificateRequest]:
+        """Return list of requirer's CSRs from relation data."""
+        if self.mode == Mode.APP and not self.model.unit.is_leader():
+            logger.debug("Not a leader unit - Skipping")
+            return []
+        relation = self.model.get_relation(self.relationship_name)
+        if not relation:
+            logger.debug("No relation: %s", self.relationship_name)
+            return []
+        app_or_unit = self._get_app_or_unit()
+        try:
+            requirer_relation_data = _RequirerData.load(relation.data[app_or_unit])
+        except DataValidationError:
+            logger.warning("Invalid relation data")
+            return []
+        requirer_csrs = []
+        for csr in requirer_relation_data.certificate_signing_requests:
+            requirer_csrs.append(
+                RequirerCertificateRequest(
+                    relation_id=relation.id,
+                    certificate_signing_request=CertificateSigningRequest.from_string(
+                        csr.certificate_signing_request
+                    ),
+                    is_ca=csr.ca if csr.ca else False,
+                )
+            )
+        return requirer_csrs
+
+    def get_provider_certificates(self) -> List[ProviderCertificate]:
+        """Return list of certificates from the provider's relation data."""
+        return self._load_provider_certificates()
+
+    def _load_provider_certificates(self) -> List[ProviderCertificate]:
+        relation = self.model.get_relation(self.relationship_name)
+        if not relation:
+            logger.debug("No relation: %s", self.relationship_name)
+            return []
+        if not relation.app:
+            logger.debug("No remote app in relation: %s", self.relationship_name)
+            return []
+        try:
+            provider_relation_data = _ProviderApplicationData.load(relation.data[relation.app])
+        except DataValidationError:
+            logger.warning("Invalid relation data")
+            return []
+        return [
+            certificate.to_provider_certificate(relation_id=relation.id)
+            for certificate in provider_relation_data.certificates
+        ]
+
+    def _request_certificate(self, csr: CertificateSigningRequest, is_ca: bool) -> None:
+        """Add CSR to relation data."""
+        if self.mode == Mode.APP and not self.model.unit.is_leader():
+            logger.debug("Not a leader unit - Skipping")
+            return
+        relation = self.model.get_relation(self.relationship_name)
+        if not relation:
+            logger.debug("No relation: %s", self.relationship_name)
+            return
+        new_csr = _CertificateSigningRequest(
+            certificate_signing_request=str(csr).strip(), ca=is_ca
+        )
+        app_or_unit = self._get_app_or_unit()
+        try:
+            requirer_relation_data = _RequirerData.load(relation.data[app_or_unit])
+        except DataValidationError:
+            requirer_relation_data = _RequirerData(
+                certificate_signing_requests=[],
+            )
+        new_relation_data = copy.deepcopy(requirer_relation_data.certificate_signing_requests)
+        new_relation_data.append(new_csr)
+        try:
+            _RequirerData(certificate_signing_requests=new_relation_data).dump(
+                relation.data[app_or_unit]
+            )
+            logger.info("Certificate signing request added to relation data.")
+        except ModelError:
+            logger.warning("Failed to update relation data")
+
+    def _send_certificate_requests(self):
+        if not self.private_key:
+            logger.debug("Private key not generated yet.")
+            return
+        for certificate_request in self.certificate_requests:
+            if not self._certificate_requested(certificate_request):
+                csr = certificate_request.generate_csr(
+                    private_key=self.private_key,
+                )
+                if not csr:
+                    logger.warning("Failed to generate CSR")
+                    continue
+                self._request_certificate(csr=csr, is_ca=certificate_request.is_ca)
+
+    def get_assigned_certificate(
+        self, certificate_request: CertificateRequestAttributes
+    ) -> Tuple[Optional[ProviderCertificate], Optional[PrivateKey]]:
+        """Get the certificate that was assigned to the given certificate request."""
+        for requirer_csr in self.get_csrs_from_requirer_relation_data():
+            if certificate_request == CertificateRequestAttributes.from_csr(
+                requirer_csr.certificate_signing_request,
+                requirer_csr.is_ca,
+            ):
+                return self._find_certificate_in_relation_data(requirer_csr), self.private_key
+        return None, None
+
+    def get_assigned_certificates(
+        self,
+    ) -> Tuple[List[ProviderCertificate], Optional[PrivateKey]]:
+        """Get a list of certificates that were assigned to this or app."""
+        assigned_certificates = []
+        for requirer_csr in self.get_csrs_from_requirer_relation_data():
+            if cert := self._find_certificate_in_relation_data(requirer_csr):
+                assigned_certificates.append(cert)
+        return assigned_certificates, self.private_key
+
+    def _find_certificate_in_relation_data(
+        self, csr: RequirerCertificateRequest
+    ) -> Optional[ProviderCertificate]:
+        """Return the certificate that matches the given CSR, validated against the private key."""
+        if not self.private_key:
+            return None
+        for provider_certificate in self.get_provider_certificates():
+            if provider_certificate.certificate_signing_request == csr.certificate_signing_request:
+                if provider_certificate.certificate.is_ca and not csr.is_ca:
+                    logger.warning("Non CA certificate requested, got a CA certificate, ignoring")
+                    continue
+                elif not provider_certificate.certificate.is_ca and csr.is_ca:
+                    logger.warning("CA certificate requested, got a non CA certificate, ignoring")
+                    continue
+                if not provider_certificate.certificate.matches_private_key(self.private_key):
+                    logger.warning(
+                        "Certificate does not match the private key. Ignoring invalid certificate."
+                    )
+                    continue
+                return provider_certificate
+        return None
+
+    def _find_available_certificates(self):
+        """Find available certificates and emit events.
+
+        This method will find certificates that are available for the requirer's CSRs.
+        If a certificate is found, it will be set as a secret and an event will be emitted.
+        If a certificate is revoked, the secret will be removed and an event will be emitted.
+        """
+        requirer_csrs = self.get_csrs_from_requirer_relation_data()
+        csrs = [csr.certificate_signing_request for csr in requirer_csrs]
+        provider_certificates = self.get_provider_certificates()
+        for provider_certificate in provider_certificates:
+            if provider_certificate.certificate_signing_request in csrs:
+                secret_label = self._get_csr_secret_label(
+                    provider_certificate.certificate_signing_request
+                )
+                if provider_certificate.revoked:
+                    with suppress(SecretNotFoundError):
+                        logger.debug(
+                            "Removing secret with label %s",
+                            secret_label,
+                        )
+                        secret = self.model.get_secret(label=secret_label)
+                        secret.remove_all_revisions()
+                else:
+                    if not self._csr_matches_certificate_request(
+                        certificate_signing_request=provider_certificate.certificate_signing_request,
+                        is_ca=provider_certificate.certificate.is_ca,
+                    ):
+                        logger.debug("Certificate requested for different attributes - Skipping")
+                        continue
+                    try:
+                        secret = self.model.get_secret(label=secret_label)
+                        logger.debug("Setting secret with label %s", secret_label)
+                        # Juju < 3.6 will create a new revision even if the content is the same
+                        if secret.get_content(refresh=True).get("certificate", "") == str(
+                            provider_certificate.certificate
+                        ):
+                            logger.debug(
+                                "Secret %s with correct certificate already exists", secret_label
+                            )
+                            continue
+                        secret.set_content(
+                            content={
+                                "certificate": str(provider_certificate.certificate),
+                                "csr": str(provider_certificate.certificate_signing_request),
+                            }
+                        )
+                        secret.set_info(
+                            expire=calculate_relative_datetime(
+                                target_time=provider_certificate.certificate.expiry_time,
+                                fraction=self.renewal_relative_time,
+                            ),
+                        )
+                        secret.get_content(refresh=True)
+                    except SecretNotFoundError:
+                        logger.debug("Creating new secret with label %s", secret_label)
+                        secret = self.charm.unit.add_secret(
+                            content={
+                                "certificate": str(provider_certificate.certificate),
+                                "csr": str(provider_certificate.certificate_signing_request),
+                            },
+                            label=secret_label,
+                            expire=calculate_relative_datetime(
+                                target_time=provider_certificate.certificate.expiry_time,
+                                fraction=self.renewal_relative_time,
+                            ),
+                        )
+                    self.on.certificate_available.emit(
+                        certificate_signing_request=provider_certificate.certificate_signing_request,
+                        certificate=provider_certificate.certificate,
+                        ca=provider_certificate.ca,
+                        chain=provider_certificate.chain,
+                    )
+
+    def _cleanup_certificate_requests(self):
+        """Clean up certificate requests.
+
+        Remove any certificate requests that falls into one of the following categories:
+        - The CSR attributes do not match any of the certificate requests defined in
+        the charm's certificate_requests attribute.
+        - The CSR public key does not match the private key.
+        """
+        for requirer_csr in self.get_csrs_from_requirer_relation_data():
+            if not self._csr_matches_certificate_request(
+                certificate_signing_request=requirer_csr.certificate_signing_request,
+                is_ca=requirer_csr.is_ca,
+            ):
+                self._remove_requirer_csr_from_relation_data(
+                    requirer_csr.certificate_signing_request
+                )
+                logger.info(
+                    "Removed CSR from relation data because it did not match any certificate request"  # noqa: E501
+                )
+            elif (
+                self.private_key
+                and not requirer_csr.certificate_signing_request.matches_private_key(
+                    self.private_key
+                )
+            ):
+                self._remove_requirer_csr_from_relation_data(
+                    requirer_csr.certificate_signing_request
+                )
+                logger.info(
+                    "Removed CSR from relation data because it did not match the private key"  # noqa: E501
+                )
+
+    def _tls_relation_created(self) -> bool:
+        relation = self.model.get_relation(self.relationship_name)
+        if not relation:
+            return False
+        return True
+
+    def _get_private_key_secret_label(self) -> str:
+        if self.mode == Mode.UNIT:
+            return f"{LIBID}-private-key-{self._get_unit_number()}-{self.relationship_name}"
+        elif self.mode == Mode.APP:
+            return f"{LIBID}-private-key-{self.relationship_name}"
+        else:
+            raise TLSCertificatesError("Invalid mode. Must be Mode.UNIT or Mode.APP.")
+
+    def _get_csr_secret_label(self, csr: CertificateSigningRequest) -> str:
+        csr_in_sha256_hex = csr.get_sha256_hex()
+        if self.mode == Mode.UNIT:
+            return f"{LIBID}-certificate-{self._get_unit_number()}-{csr_in_sha256_hex}"
+        elif self.mode == Mode.APP:
+            return f"{LIBID}-certificate-{csr_in_sha256_hex}"
+        else:
+            raise TLSCertificatesError("Invalid mode. Must be Mode.UNIT or Mode.APP.")
+
+    def _get_unit_number(self) -> str:
+        return self.model.unit.name.split("/")[1]
+
+
+class TLSCertificatesProvidesV4(Object):
+    """TLS certificates provider class to be instantiated by TLS certificates providers."""
+
+    def __init__(self, charm: CharmBase, relationship_name: str):
+        super().__init__(charm, relationship_name)
+        self.framework.observe(charm.on[relationship_name].relation_joined, self._configure)
+        self.framework.observe(charm.on[relationship_name].relation_changed, self._configure)
+        self.framework.observe(charm.on.update_status, self._configure)
+        self.charm = charm
+        self.relationship_name = relationship_name
+
+    def _configure(self, _: EventBase) -> None:
+        """Handle update status and tls relation changed events.
+
+        This is a common hook triggered on a regular basis.
+
+        Revoke certificates for which no csr exists
+        """
+        if not self.model.unit.is_leader():
+            return
+        self._remove_certificates_for_which_no_csr_exists()
+
+    def _remove_certificates_for_which_no_csr_exists(self) -> None:
+        provider_certificates = self.get_provider_certificates()
+        requirer_csrs = [
+            request.certificate_signing_request for request in self.get_certificate_requests()
+        ]
+        for provider_certificate in provider_certificates:
+            if provider_certificate.certificate_signing_request not in requirer_csrs:
+                tls_relation = self._get_tls_relations(
+                    relation_id=provider_certificate.relation_id
+                )
+                self._remove_provider_certificate(
+                    certificate=provider_certificate.certificate,
+                    relation=tls_relation[0],
+                )
+
+    def _get_tls_relations(self, relation_id: Optional[int] = None) -> List[Relation]:
+        return (
+            [
+                relation
+                for relation in self.model.relations[self.relationship_name]
+                if relation.id == relation_id
+            ]
+            if relation_id is not None
+            else self.model.relations.get(self.relationship_name, [])
+        )
+
+    def get_certificate_requests(
+        self, relation_id: Optional[int] = None
+    ) -> List[RequirerCertificateRequest]:
+        """Load certificate requests from the relation data."""
+        relations = self._get_tls_relations(relation_id)
+        requirer_csrs: List[RequirerCertificateRequest] = []
+        for relation in relations:
+            for unit in relation.units:
+                requirer_csrs.extend(self._load_requirer_databag(relation, unit))
+            requirer_csrs.extend(self._load_requirer_databag(relation, relation.app))
+        return requirer_csrs
+
+    def _load_requirer_databag(
+        self, relation: Relation, unit_or_app: Union[Application, Unit]
+    ) -> List[RequirerCertificateRequest]:
+        try:
+            requirer_relation_data = _RequirerData.load(relation.data.get(unit_or_app, {}))
+        except DataValidationError:
+            logger.debug("Invalid requirer relation data for %s", unit_or_app.name)
+            return []
+        return [
+            RequirerCertificateRequest(
+                relation_id=relation.id,
+                certificate_signing_request=CertificateSigningRequest.from_string(
+                    csr.certificate_signing_request
+                ),
+                is_ca=csr.ca if csr.ca else False,
+            )
+            for csr in requirer_relation_data.certificate_signing_requests
+        ]
+
+    def _add_provider_certificate(
+        self,
+        relation: Relation,
+        provider_certificate: ProviderCertificate,
+    ) -> None:
+        chain = [str(certificate) for certificate in provider_certificate.chain]
+        if chain[0] != str(provider_certificate.certificate):
+            logger.warning(
+                "The order of the chain from the TLS Certificates Provider is incorrect. "
+                "The leaf certificate should be the first element of the chain."
+            )
+        elif not chain_has_valid_order(chain):
+            logger.warning(
+                "The order of the chain from the TLS Certificates Provider is partially incorrect."
+            )
+        new_certificate = _Certificate(
+            certificate=str(provider_certificate.certificate),
+            certificate_signing_request=str(provider_certificate.certificate_signing_request),
+            ca=str(provider_certificate.ca),
+            chain=chain,
+        )
+        provider_certificates = self._load_provider_certificates(relation)
+        if new_certificate in provider_certificates:
+            logger.info("Certificate already in relation data - Doing nothing")
+            return
+        provider_certificates.append(new_certificate)
+        self._dump_provider_certificates(relation=relation, certificates=provider_certificates)
+
+    def _load_provider_certificates(self, relation: Relation) -> List[_Certificate]:
+        try:
+            provider_relation_data = _ProviderApplicationData.load(relation.data[self.charm.app])
+        except DataValidationError:
+            logger.debug("Invalid provider relation data")
+            return []
+        return copy.deepcopy(provider_relation_data.certificates)
+
+    def _dump_provider_certificates(self, relation: Relation, certificates: List[_Certificate]):
+        try:
+            _ProviderApplicationData(certificates=certificates).dump(relation.data[self.model.app])
+            logger.info("Certificate relation data updated")
+        except ModelError:
+            logger.warning("Failed to update relation data")
+
+    def _remove_provider_certificate(
+        self,
+        relation: Relation,
+        certificate: Optional[Certificate] = None,
+        certificate_signing_request: Optional[CertificateSigningRequest] = None,
+    ) -> None:
+        """Remove certificate based on certificate or certificate signing request."""
+        provider_certificates = self._load_provider_certificates(relation)
+        for provider_certificate in provider_certificates:
+            if certificate and provider_certificate.certificate == str(certificate):
+                provider_certificates.remove(provider_certificate)
+            if (
+                certificate_signing_request
+                and provider_certificate.certificate_signing_request
+                == str(certificate_signing_request)
+            ):
+                provider_certificates.remove(provider_certificate)
+        self._dump_provider_certificates(relation=relation, certificates=provider_certificates)
+
+    def revoke_all_certificates(self) -> None:
+        """Revoke all certificates of this provider.
+
+        This method is meant to be used when the Root CA has changed.
+        """
+        if not self.model.unit.is_leader():
+            logger.warning("Unit is not a leader - will not set relation data")
+            return
+        relations = self._get_tls_relations()
+        for relation in relations:
+            provider_certificates = self._load_provider_certificates(relation)
+            for certificate in provider_certificates:
+                certificate.revoked = True
+            self._dump_provider_certificates(relation=relation, certificates=provider_certificates)
+
+    def set_relation_certificate(
+        self,
+        provider_certificate: ProviderCertificate,
+    ) -> None:
+        """Add certificates to relation data.
+
+        Args:
+            provider_certificate (ProviderCertificate): ProviderCertificate object
+
+        Returns:
+            None
+        """
+        if not self.model.unit.is_leader():
+            logger.warning("Unit is not a leader - will not set relation data")
+            return
+        certificates_relation = self.model.get_relation(
+            relation_name=self.relationship_name, relation_id=provider_certificate.relation_id
+        )
+        if not certificates_relation:
+            raise TLSCertificatesError(f"Relation {self.relationship_name} does not exist")
+        self._remove_provider_certificate(
+            relation=certificates_relation,
+            certificate_signing_request=provider_certificate.certificate_signing_request,
+        )
+        self._add_provider_certificate(
+            relation=certificates_relation,
+            provider_certificate=provider_certificate,
+        )
+
+    def get_issued_certificates(
+        self, relation_id: Optional[int] = None
+    ) -> List[ProviderCertificate]:
+        """Return a List of issued (non revoked) certificates.
+
+        Returns:
+            List: List of ProviderCertificate objects
+        """
+        if not self.model.unit.is_leader():
+            logger.warning("Unit is not a leader - will not read relation data")
+            return []
+        provider_certificates = self.get_provider_certificates(relation_id=relation_id)
+        return [certificate for certificate in provider_certificates if not certificate.revoked]
+
+    def get_provider_certificates(
+        self, relation_id: Optional[int] = None
+    ) -> List[ProviderCertificate]:
+        """Return a List of issued certificates."""
+        certificates: List[ProviderCertificate] = []
+        relations = self._get_tls_relations(relation_id)
+        for relation in relations:
+            if not relation.app:
+                logger.warning("Relation %s does not have an application", relation.id)
+                continue
+            for certificate in self._load_provider_certificates(relation):
+                certificates.append(certificate.to_provider_certificate(relation_id=relation.id))
+        return certificates
+
+    def get_unsolicited_certificates(
+        self, relation_id: Optional[int] = None
+    ) -> List[ProviderCertificate]:
+        """Return provider certificates for which no certificate requests exists.
+
+        Those certificates should be revoked.
+        """
+        unsolicited_certificates: List[ProviderCertificate] = []
+        provider_certificates = self.get_provider_certificates(relation_id=relation_id)
+        requirer_csrs = self.get_certificate_requests(relation_id=relation_id)
+        list_of_csrs = [csr.certificate_signing_request for csr in requirer_csrs]
+        for certificate in provider_certificates:
+            if certificate.certificate_signing_request not in list_of_csrs:
+                unsolicited_certificates.append(certificate)
+        return unsolicited_certificates
+
+    def get_outstanding_certificate_requests(
+        self, relation_id: Optional[int] = None
+    ) -> List[RequirerCertificateRequest]:
+        """Return CSR's for which no certificate has been issued.
+
+        Args:
+            relation_id (int): Relation id
+
+        Returns:
+            list: List of RequirerCertificateRequest objects.
+        """
+        requirer_csrs = self.get_certificate_requests(relation_id=relation_id)
+        outstanding_csrs: List[RequirerCertificateRequest] = []
+        for relation_csr in requirer_csrs:
+            if not self._certificate_issued_for_csr(
+                csr=relation_csr.certificate_signing_request,
+                relation_id=relation_id,
+            ):
+                outstanding_csrs.append(relation_csr)
+        return outstanding_csrs
+
+    def _certificate_issued_for_csr(
+        self, csr: CertificateSigningRequest, relation_id: Optional[int]
+    ) -> bool:
+        """Check whether a certificate has been issued for a given CSR."""
+        issued_certificates_per_csr = self.get_issued_certificates(relation_id=relation_id)
+        for issued_certificate in issued_certificates_per_csr:
+            if issued_certificate.certificate_signing_request == csr:
+                return csr.matches_certificate(issued_certificate.certificate)
+        return False