chython 2.4__cp312-cp312-win_amd64.whl

chython/reactor/reactions/__init__.py

@@ -0,0 +1,157 @@
+# -*- coding: utf-8 -*-
+#
+#  Copyright 2022-2024 Ramil Nugmanov <nougmanoff@protonmail.com>
+#  Copyright 2023 Timur Gimadiev <timur.gimadiev@gmail.com>
+#  This file is part of chython.
+#
+#  chython is free software; you can redistribute it and/or modify
+#  it under the terms of the GNU Lesser General Public License as published by
+#  the Free Software Foundation; either version 3 of the License, or
+#  (at your option) any later version.
+#
+#  This program is distributed in the hope that it will be useful,
+#  but WITHOUT ANY WARRANTY; without even the implied warranty of
+#  MERCHANTABILITY or FITNESS FOR A PARTICULAR PURPOSE. See the
+#  GNU Lesser General Public License for more details.
+#
+#  You should have received a copy of the GNU Lesser General Public License
+#  along with this program; if not, see <https://www.gnu.org/licenses/>.
+#
+from collections import deque
+from itertools import product
+from typing import Iterator, Optional, List
+from ._amidation import template as amidation_template
+from ._amine_isocyanate import template as amine_isocyanate_template
+from ._buchwald_hartwig import template as buchwald_hartwig_template
+from ._esterification import template as esterification_template
+from ._macmillan import template as macmillan_template
+from ._reductive_amination import template as reductive_amination_template
+from ._sonogashira import template as songashira_template
+from ._sulfonamidation import template as sulfonamidation_template
+from ._suzuki_miyaura import template as suzuki_miyaura_template
+from ..reactor import Reactor, fix_mapping_overlap
+from ... import smarts, ReactionContainer, MoleculeContainer
+
+"""
+Predefined reactors for common reactions.
+"""
+
+
+#################
+# Magic Factory #
+#################
+
+__all__ = ['PreparedReactor', 'prepare_reactor']
+__all__.extend(k[:-9] for k, v in globals().items() if k.endswith('_template') and isinstance(v, dict) and v)
+_cache = {}
+
+
+class PreparedReactor:
+    """
+    Prepared reactors with predefined sets of templates.
+    """
+    def __init__(self, rules, name):
+        self.name = name
+        self.rules = rules
+
+        self.rxn_ms = []
+        self.rxn_os = []
+        self.alerts = []
+
+        self.global_alerts = [smarts(x) for x in rules['alerts']]
+
+        for c in rules['templates']:
+            alerts = [smarts(x) for x in c['alerts']]
+            p = smarts(c['product'])
+            for rs in product(*([smarts(x) for x in c[x]] for x in 'ABCD' if x in c)):
+                self.rxn_ms.append(Reactor(rs, [p], one_shot=False, automorphism_filter=False))  # noqa
+                self.rxn_os.append(Reactor(rs, [p], one_shot=True, automorphism_filter=False))  # noqa
+                self.alerts.append(alerts)
+
+    def __repr__(self):
+        return f'{__name__}.{self.name}'
+
+    def __str__(self):
+        return f'Reactor<{self.rules["name"]}>'
+
+    def __call__(self, *molecules: MoleculeContainer, one_shot=True, check_alerts: bool = True,
+          excess: Optional[List[int]] = None) -> Iterator[ReactionContainer]:
+        """
+        :param molecules: Reactants molecules.
+        :param one_shot: Generate only single stage products. Otherwise, all possible combinations, including products.
+        :param check_alerts: Check structural alerts of reactants.
+        :param excess: Molecules indices which can be involved in multistep synthesis. All by default.
+        """
+        if not molecules:
+            raise ValueError('empty molecule list')
+        if check_alerts and any(a < m for a, m in product(self.global_alerts, molecules)):
+            return
+
+        molecules = fix_mapping_overlap(molecules)
+        seen = set()
+        if one_shot:
+            for rx, al in zip(self.rxn_os, self.alerts):
+                if check_alerts and any(a < m for a, m in product(al, molecules)):
+                    continue
+                for r in rx(*molecules):
+                    if str(r) in seen:
+                        continue
+                    seen.add(str(r))
+                    yield r
+            return
+
+        excess = molecules if excess is None else [molecules[x] for x in excess]
+        stack = deque([])
+        for i, (rx, al) in enumerate(zip(self.rxn_ms, self.alerts)):
+            if check_alerts and any(a < m for a, m in product(al, molecules)):
+                continue
+            x = self.rxn_ms.copy()
+            del x[i]
+            stack.appendleft((rx, molecules, x))
+
+        while stack:
+            rx, rct, nxt_rxn = stack.pop()
+            for r in rx(*rct):
+                if str(r) in seen:
+                    continue
+                seen.add(str(r))
+
+                r = ReactionContainer([x.copy() for x in molecules], r.products)
+                yield r
+
+                x = excess.copy()
+                for p in reversed(r.products):
+                    x.insert(0, p.copy())
+                x = fix_mapping_overlap(x)
+                if excess is not molecules:
+                    # expected that product can react with all excess molecules simultaneously.
+                    # e.g. multicomponent reaction (Ugi)
+                    for m, nrx in enumerate(nxt_rxn):
+                        z = nxt_rxn.copy()
+                        del z[m]
+                        stack.append((nrx, x.copy(), z))
+                else:  # drop one of the reactants
+                    for n in range(len(r.products), len(x)):
+                        y = x.copy()
+                        del y[n]
+                        for m, nrx in enumerate(nxt_rxn):
+                            z = nxt_rxn.copy()
+                            del z[m]
+                            stack.append((nrx, y, z))
+
+
+prepare_reactor = PreparedReactor  # backward compatibility
+
+
+def __getattr__(name):
+    try:
+        return _cache[name]
+    except KeyError:
+        if name in __all__:
+            _cache[name] = t = PreparedReactor(globals()[f'{name}_template'], name)
+            return t
+        raise AttributeError
+
+
+def __dir__():
+    return __all__

chython/reactor/reactions/_amidation.py

@@ -0,0 +1,58 @@
+# -*- coding: utf-8 -*-
+#
+#  Copyright 2022-2024 Ramil Nugmanov <nougmanoff@protonmail.com>
+#  Copyright 2023 Timur Gimadiev <timur.gimadiev@gmail.com>
+#  This file is part of chython.
+#
+#  chython is free software; you can redistribute it and/or modify
+#  it under the terms of the GNU Lesser General Public License as published by
+#  the Free Software Foundation; either version 3 of the License, or
+#  (at your option) any later version.
+#
+#  This program is distributed in the hope that it will be useful,
+#  but WITHOUT ANY WARRANTY; without even the implied warranty of
+#  MERCHANTABILITY or FITNESS FOR A PARTICULAR PURPOSE. See the
+#  GNU Lesser General Public License for more details.
+#
+#  You should have received a copy of the GNU Lesser General Public License
+#  along with this program; if not, see <https://www.gnu.org/licenses/>.
+#
+
+
+template = {
+    'name': 'Amidation Reaction',
+    'description': 'Amides formation from acids and amines',
+    'templates': [
+        {
+            'A': [
+                # [H,R]COOH
+                '[O;x0;z2;M]=[C;x2:1][O;D1:2]'
+            ],
+            'B': [
+                # Ar-NH2
+                '[N;D1;x0;z1:3][C;a;M]',
+                # Alk-NH2
+                '[N;D1;x0;z1:3][C;z1;x1;M]',
+                # Ar-NH-Ar
+                '[N;D2;x0;z1:3]([C;a;M])[C;a;M]',
+                # Alk-NH-Ar
+                '[N;D2;x0;z1:3]([C;a;M])[C;z1;x1;M]',
+                # Alk2NH
+                '[N;D2;x0;z1:3]([C;z1;x1;M])[C;z1;x1;M]',
+                # N1COCCC1
+                '[N;D2;x0;z1;r5,r6,r7,r8:3]([C;z1;x2;M]-;@[O;M])[C;z1;x1;M]',
+                # CNO[R,H]
+                '[N;D2;x1;z1:3]([O;x1;z1;M])[C;z1;x1;M]',
+                # C[NH]NAc
+                '[N;D2;x1;z1:3]([N;D2;z1;x1;M][C;x2;z2;M]=[O;M])[C;z1;x1;M]'
+            ],
+            'product': '[A:1]-[A:3]',
+            'alerts': [],
+            'ufe': {
+                'A': 2,  # use existing terminal atom
+                'B': '[A:3][At;M]'  # add temporary terminal atom
+            }
+        }
+    ],
+    'alerts': ['[O;D1;x0;z1][C;z1;x1]', '[O;D1;z1][C,N;a]']  # global untolerant groups
+}

chython/reactor/reactions/_amine_isocyanate.py

@@ -0,0 +1,52 @@
+# -*- coding: utf-8 -*-
+#
+#  Copyright 2022-2024 Ramil Nugmanov <nougmanoff@protonmail.com>
+#  Copyright 2023 Timur Gimadiev <timur.gimadiev@gmail.com>
+#  This file is part of chython.
+#
+#  chython is free software; you can redistribute it and/or modify
+#  it under the terms of the GNU Lesser General Public License as published by
+#  the Free Software Foundation; either version 3 of the License, or
+#  (at your option) any later version.
+#
+#  This program is distributed in the hope that it will be useful,
+#  but WITHOUT ANY WARRANTY; without even the implied warranty of
+#  MERCHANTABILITY or FITNESS FOR A PARTICULAR PURPOSE. See the
+#  GNU Lesser General Public License for more details.
+#
+#  You should have received a copy of the GNU Lesser General Public License
+#  along with this program; if not, see <https://www.gnu.org/licenses/>.
+#
+
+
+template = {
+    'name': 'Amine with isocyanate reaction',
+    'description': 'Amine with isocyanate reaction, C-N coupling reaction',
+    'templates': [
+        {
+            'A': [
+                # RN=C=O
+                '[C;D2;x2;z3:2](=[O;M])=[N;D2;x0;z2:1]'
+            ],
+            'B': [
+                # Ar-NH2
+                '[N;D1;x0;z1:3][C;a;M]',
+                # Alk-NH2
+                '[N;D1;x0;z1:3][C;z1;x1;M]',
+                # Ar-NH-Ar
+                '[N;D2;x0;z1:3]([C;a;M])[C;a;M]',
+                # Alk-NH-Ar
+                '[N;D2;x0;z1:3]([C;a;M])[C;z1;x1;M]',
+                # Alk2NH
+                '[N;D2;x0;z1:3]([C;z1;x1;M])[C;z1;x1;M]'
+            ],
+            'product': '[A:1][A:2]-[A:3]',
+            'alerts': [],
+            'ufe': {
+                'A': '[A:1][A:2][At;M]',
+                'B': '[A:3][At;M]'
+            }
+        }
+    ],
+    'alerts': []
+}

chython/reactor/reactions/_buchwald_hartwig.py

@@ -0,0 +1,50 @@
+# -*- coding: utf-8 -*-
+#
+#  Copyright 2022-2024 Ramil Nugmanov <nougmanoff@protonmail.com>
+#  Copyright 2023 Timur Gimadiev <timur.gimadiev@gmail.com>
+#  This file is part of chython.
+#
+#  chython is free software; you can redistribute it and/or modify
+#  it under the terms of the GNU Lesser General Public License as published by
+#  the Free Software Foundation; either version 3 of the License, or
+#  (at your option) any later version.
+#
+#  This program is distributed in the hope that it will be useful,
+#  but WITHOUT ANY WARRANTY; without even the implied warranty of
+#  MERCHANTABILITY or FITNESS FOR A PARTICULAR PURPOSE. See the
+#  GNU Lesser General Public License for more details.
+#
+#  You should have received a copy of the GNU Lesser General Public License
+#  along with this program; if not, see <https://www.gnu.org/licenses/>.
+#
+
+
+template = {
+    'name': 'Buchwald-Hartwig reaction',
+    'description': 'Buchwald-Hartwig amination reaction, C-N coupling reaction',
+    'templates': [
+        {
+            'A': [
+                # Hal-Ar
+                '[Cl,Br,I;D1:1]-[C;a:2]'
+            ],
+            'B': [
+                # Ar-NH2
+                '[N;D1;x0;z1:3][C;a;M]',
+                # Alk-NH2
+                '[N;D1;x0;z1:3][C;z1;x1;M]',
+                # Alk-NH-Ar
+                '[N;D2;x0;z1:3]([C;a;M])[C;z1;x1;M]',
+                # Alk2NH
+                '[N;D2;x0;z1:3]([C;z1;x1;M])[C;z1;x1;M]'
+            ],
+            'product': '[A:2]-[A:3]',
+            'alerts': [],
+            'ufe': {
+                'A': 1,
+                'B': '[A:3][At;M]'
+            }
+        }
+    ],
+    'alerts': []
+}

chython/reactor/reactions/_esterification.py

@@ -0,0 +1,49 @@
+# -*- coding: utf-8 -*-
+#
+#  Copyright 2022-2024 Ramil Nugmanov <nougmanoff@protonmail.com>
+#  Copyright 2023 Timur Gimadiev <timur.gimadiev@gmail.com>
+#  This file is part of chython.
+#
+#  chython is free software; you can redistribute it and/or modify
+#  it under the terms of the GNU Lesser General Public License as published by
+#  the Free Software Foundation; either version 3 of the License, or
+#  (at your option) any later version.
+#
+#  This program is distributed in the hope that it will be useful,
+#  but WITHOUT ANY WARRANTY; without even the implied warranty of
+#  MERCHANTABILITY or FITNESS FOR A PARTICULAR PURPOSE. See the
+#  GNU Lesser General Public License for more details.
+#
+#  You should have received a copy of the GNU Lesser General Public License
+#  along with this program; if not, see <https://www.gnu.org/licenses/>.
+#
+
+
+template = {
+    'name': 'Fischer esterification',
+    'description': 'Esters formation from alcohols and acids',
+    'templates': [
+        # reactants sets fully mixable
+        {
+            'A': [
+                # C(=O)O
+                '[O;D1;x0;z1:2]-[C;x2;z2:1]=[O;M]',
+            ],
+            'B': [
+                # CO
+                '[O;D1;x0;z1:3]-[C;x1;z1;M]'
+            ],
+            'product': '[A:1]-[A:3]',
+            # condition-specific untolerant groups
+            'alerts': [
+                '[S;D1;x0;z1][C;x1;z1]',  # thiol
+                '[O,S;D1;z1][A;a]'  # [thia]phenol
+            ],
+            'ufe': {
+                'A': 2,
+                'B': '[A:3][At;M]'
+            }
+        }
+    ],
+    'alerts': []  # global untolerant groups
+}

chython/reactor/reactions/_macmillan.py

@@ -0,0 +1,43 @@
+# -*- coding: utf-8 -*-
+#
+#  Copyright 2024 Ramil Nugmanov <nougmanoff@protonmail.com>
+#  This file is part of chython.
+#
+#  chython is free software; you can redistribute it and/or modify
+#  it under the terms of the GNU Lesser General Public License as published by
+#  the Free Software Foundation; either version 3 of the License, or
+#  (at your option) any later version.
+#
+#  This program is distributed in the hope that it will be useful,
+#  but WITHOUT ANY WARRANTY; without even the implied warranty of
+#  MERCHANTABILITY or FITNESS FOR A PARTICULAR PURPOSE. See the
+#  GNU Lesser General Public License for more details.
+#
+#  You should have received a copy of the GNU Lesser General Public License
+#  along with this program; if not, see <https://www.gnu.org/licenses/>.
+#
+
+
+template = {
+    'name': 'Macmillan',
+    'description': 'Deoxygenative C-C coupling reaction',
+    'templates': [
+        {
+            'A': [
+                # Hal-Ar
+                '[Cl,Br,I;D1:1]-[C;a:2]'
+            ],
+            'B': [
+                # CO
+                '[O;D1;x0;z1:3]-[C;x1;z1:4]'
+            ],
+            'product': '[A:2]-[A:4]',
+            'alerts': [],
+            'ufe': {
+                'A': 1,
+                'B': 3
+            }
+        }
+    ],
+    'alerts': []
+}

chython/reactor/reactions/_reductive_amination.py

@@ -0,0 +1,50 @@
+# -*- coding: utf-8 -*-
+#
+#  Copyright 2022-2024 Ramil Nugmanov <nougmanoff@protonmail.com>
+#  Copyright 2023 Timur Gimadiev <timur.gimadiev@gmail.com>
+#  This file is part of chython.
+#
+#  chython is free software; you can redistribute it and/or modify
+#  it under the terms of the GNU Lesser General Public License as published by
+#  the Free Software Foundation; either version 3 of the License, or
+#  (at your option) any later version.
+#
+#  This program is distributed in the hope that it will be useful,
+#  but WITHOUT ANY WARRANTY; without even the implied warranty of
+#  MERCHANTABILITY or FITNESS FOR A PARTICULAR PURPOSE. See the
+#  GNU Lesser General Public License for more details.
+#
+#  You should have received a copy of the GNU Lesser General Public License
+#  along with this program; if not, see <https://www.gnu.org/licenses/>.
+#
+
+
+template = {
+    'name': 'Amine carbonyl reductive amination reaction',
+    'description': 'Amines formation from carbonyls and amines',
+    'templates': [
+        {
+            'A': [
+                # O=CR2
+                '[O;x0;z2:2]=[C;x1:1]'
+            ],
+            'B': [
+                # Ar-NH2
+                '[N;D1;x0;z1:3][C;a;M]',
+                # Alk-NH2
+                '[N;D1;x0;z1:3][C;z1;x1;M]',
+                # Alk-NH-Ar
+                '[N;D2;x0;z1:3]([C;a;M])[C;z1;x1;M]',
+                # Alk2NH
+                '[N;D2;x0;z1:3]([C;z1;x1;M])[C;z1;x1;M]'
+            ],
+            'product': '[A:1]-[A:3]',
+            'alerts': [],
+            'ufe': {
+                'A': 2,
+                'B': '[A:3][At;M]'
+            }
+        }
+    ],
+    'alerts': []
+}

chython/reactor/reactions/_sonogashira.py

@@ -0,0 +1,49 @@
+# -*- coding: utf-8 -*-
+#
+#  Copyright 2022-2024 Ramil Nugmanov <nougmanoff@protonmail.com>
+#  Copyright 2023 Timur Gimadiev <timur.gimadiev@gmail.com>
+#  This file is part of chython.
+#
+#  chython is free software; you can redistribute it and/or modify
+#  it under the terms of the GNU Lesser General Public License as published by
+#  the Free Software Foundation; either version 3 of the License, or
+#  (at your option) any later version.
+#
+#  This program is distributed in the hope that it will be useful,
+#  but WITHOUT ANY WARRANTY; without even the implied warranty of
+#  MERCHANTABILITY or FITNESS FOR A PARTICULAR PURPOSE. See the
+#  GNU Lesser General Public License for more details.
+#
+#  You should have received a copy of the GNU Lesser General Public License
+#  along with this program; if not, see <https://www.gnu.org/licenses/>.
+#
+
+
+template = {
+    'name': 'Sonogashira reaction',
+    'description': 'Sonogashira reaction, C-C coupling reaction. It employs a palladium catalyst as well as copper'
+                   'co-catalyst',
+    'templates': [
+        {
+            'A': [
+                # HC#C-R
+                '[C;D1;x0;z3:1]#[C;D2;x0;M]'
+            ],
+            'B': [
+                # Ar-Hal
+                '[Cl,Br,I;D1:3]-[C;a:2]',
+                # C=C-Hal
+                '[Cl,Br,I;D1:3]-[C;x1;z2:2]=[C;x0;z2;M]',
+                # R-C(=O)-Hal
+                '[Cl,Br,I;D1:3]-[C;x2;z2:2]=[O;M]'
+            ],
+            'product': '[A:1]-[A:2]',
+            'alerts': [],
+            'ufe': {
+                'A': '[A:1][At;M]',
+                'B': 3
+            }
+        }
+    ],
+    'alerts': []
+}

chython/reactor/reactions/_sulfonamidation.py

@@ -0,0 +1,52 @@
+# -*- coding: utf-8 -*-
+#
+#  Copyright 2022-2024 Ramil Nugmanov <nougmanoff@protonmail.com>
+#  Copyright 2023 Timur Gimadiev <timur.gimadiev@gmail.com>
+#  This file is part of chython.
+#
+#  chython is free software; you can redistribute it and/or modify
+#  it under the terms of the GNU Lesser General Public License as published by
+#  the Free Software Foundation; either version 3 of the License, or
+#  (at your option) any later version.
+#
+#  This program is distributed in the hope that it will be useful,
+#  but WITHOUT ANY WARRANTY; without even the implied warranty of
+#  MERCHANTABILITY or FITNESS FOR A PARTICULAR PURPOSE. See the
+#  GNU Lesser General Public License for more details.
+#
+#  You should have received a copy of the GNU Lesser General Public License
+#  along with this program; if not, see <https://www.gnu.org/licenses/>.
+#
+
+
+template = {
+    'name': 'Sulfoamination reaction',
+    'description': 'Sulfoamination reaction, S-N coupling reaction',
+    'templates': [
+        {
+            'A': [
+                # RS(=O)(=O)X
+                '[S;D4;x3;z3:1]([O,F,Cl,Br,I;D1:2])(=[O;M])(=[O;M])[C;M]'
+            ],
+            'B': [
+                # Ar-NH2
+                '[N;D1;x0;z1:3][C;a;M]',
+                # Alk-NH2
+                '[N;D1;x0;z1:3][C;z1;x1;M]',
+                # Ar-NH-Ar
+                '[N;D2;x0;z1:3]([C;a;M])[C;a;M]',
+                # Alk-NH-Ar
+                '[N;D2;x0;z1:3]([C;a;M])[C;z1;x1;M]',
+                # Alk2NH
+                '[N;D2;x0;z1:3]([C;z1;x1;M])[C;z1;x1;M]'
+            ],
+            'product': '[A:1]-[A:3]',
+            'alerts': [],
+            'ufe': {
+                'A': 2,
+                'B': '[A:3][At;M]'
+            }
+        },
+    ],
+    'alerts': []
+}

chython/reactor/reactions/_suzuki_miyaura.py

@@ -0,0 +1,88 @@
+# -*- coding: utf-8 -*-
+#
+#  Copyright 2022-2024 Ramil Nugmanov <nougmanoff@protonmail.com>
+#  Copyright 2023 Timur Gimadiev <timur.gimadiev@gmail.com>
+#  This file is part of chython.
+#
+#  chython is free software; you can redistribute it and/or modify
+#  it under the terms of the GNU Lesser General Public License as published by
+#  the Free Software Foundation; either version 3 of the License, or
+#  (at your option) any later version.
+#
+#  This program is distributed in the hope that it will be useful,
+#  but WITHOUT ANY WARRANTY; without even the implied warranty of
+#  MERCHANTABILITY or FITNESS FOR A PARTICULAR PURPOSE. See the
+#  GNU Lesser General Public License for more details.
+#
+#  You should have received a copy of the GNU Lesser General Public License
+#  along with this program; if not, see <https://www.gnu.org/licenses/>.
+#
+
+
+template = {
+    'name': 'Suzuki-Miyaura reaction',
+    'description': 'Suzuki-Miyaura C-C coupling reaction',
+    'templates': [
+        {
+            'A': [
+                # X-Ar
+                '[Cl,Br,I;D1:1]-[C;a:2]'
+            ],
+            'B': [
+                # Ar-B
+                '[B;D3;x2;z1:4]([O:5])([O:6])-[C;a:3]',
+                # C=C-B, [N,O]C=C-B, C=C([N,O])-B
+                '[B;D3;x2;z1:4]([O:5])([O:6])-[C;x1,x2;z2:3]=[C;x0,x1;z2;M]',
+                # B-C#C
+                '[B;D3;x2;z1:4]([O:5])([O:6])-[C;D2;x1;z3:3]',
+                # B-C(alk)
+                '[B;D3;x2;z1:4]([O:5])([O:6])-[C;x1,x2;z1:3]'
+            ],
+            'product': '[A:2]-[A:3]',
+            'alerts': [],
+            'ufe': {
+                'A': 1,
+                'B': '[A:3][At;M]'
+            }
+        },
+        {
+            'A': [
+                # X-C=C
+                '[Cl,Br,I;D1:1]-[C;x1,x2;z2:2]=[C;x0,x1;z2;M]'
+            ],
+            'B': [
+                # Ar-B
+                '[B;D3;x2;z1:4]([O:5])([O:6])-[C;a:3]',
+                # C=C-B, [N,O]C=C-B, C=C([N,O])-B
+                '[B;D3;x2;z1:4]([O:5])([O:6])-[C;x1,x2;z2:3]=[C;x0,x1;z2;M]',
+                # B-C(alk)
+                '[B;D3;x2;z1:4]([O:5])([O:6])-[C;x1,x2;z1:3]'
+            ],
+            'product': '[A:2]-[A:3]',
+            'alerts': [],
+            'ufe': {
+                'A': 1,
+                'B': '[A:3][At;M]'
+            }
+        },
+        {
+            'A': [
+                # X-C(alk)
+                '[Cl,Br;D1:1]-[C;x1,x2;z1:2]'
+            ],
+            'B': [
+                # Ar-B
+                '[B;D3;x2;z1:4]([O:5])([O:6])-[C;a:3]',
+                # C=C-B, [N,O]C=C-B, C=C([N,O])-B
+                '[B;D3;x2;z1:4]([O:5])([O:6])-[C;x1,x2;z2:3]=[C;x0,x1;z2;M]'
+            ],
+            'product': '[A:2]-[A:3]',
+            'alerts': [],
+            'ufe': {
+                'A': 1,
+                'B': '[A:3][At;M]'
+            }
+        }
+    ],
+    'alerts': []
+}