rdkit_chem 2025.09.3.12-arm64-darwin-23

data/lib/rdkit_chem.rb

@@ -0,0 +1,32 @@
+# frozen_string_literal: true
+
+require 'rdkit_chem/version'
+
+# Try to load the native extension from multiple possible locations:
+# 1. Pre-compiled gem: lib/rdkit_chem/<ruby_version>/RDKitChem.so
+# 2. Source-compiled gem: rdkit_chem/lib/RDKitChem.so (legacy location)
+
+def find_rdkit_native_extension
+  ruby_version = "#{RUBY_VERSION.split('.')[0..1].join('.')}.0"
+
+  # Location 1: Pre-compiled gem (platform-specific)
+  precompiled_path = File.expand_path("rdkit_chem/#{ruby_version}", __dir__)
+  if File.directory?(precompiled_path)
+    return precompiled_path
+  end
+
+  # Location 2: Source-compiled gem (legacy rdkit_chem/lib/)
+  source_compiled_path = File.expand_path('../rdkit_chem/lib', __dir__)
+  if File.exist?(File.join(source_compiled_path, 'RDKitChem.so')) ||
+     File.exist?(File.join(source_compiled_path, 'RDKitChem.bundle'))
+    return source_compiled_path
+  end
+
+  raise LoadError, "Cannot find RDKitChem native extension. " \
+                   "Searched in:\n  - #{precompiled_path}\n  - #{source_compiled_path}"
+end
+
+native_path = find_rdkit_native_extension
+$LOAD_PATH.unshift(native_path) unless $LOAD_PATH.include?(native_path)
+
+require 'RDKitChem'

data/test/test_rdkit_chem.rb

@@ -0,0 +1,99 @@
+require "test/unit"
+
+require "rdkit_chem"
+
+class RDKitTest < Test::Unit::TestCase
+  def test_mol_from_smiles
+    smiles = "CCO"  # ethanol
+    rw_mol = RDKitChem::RWMol.mol_from_smiles(smiles)
+    assert_not_nil(rw_mol)
+    assert_equal(3, rw_mol.get_num_atoms)
+  end
+
+  def test_mol_to_mol_block
+    smiles = "CCO"  # ethanol
+    rw_mol = RDKitChem::RWMol.mol_from_smiles(smiles)
+    mdl = rw_mol.mol_to_mol_block(true, -1, false)
+    assert_not_nil(mdl)
+    assert(mdl.include?("V2000") || mdl.include?("V3000"))
+  end
+
+  def test_mol_from_mol_block
+    smiles = "c1ccccc1" # benzene
+    rw_mol = RDKitChem::RWMol.mol_from_smiles(smiles)
+    mdl = rw_mol.mol_to_mol_block(true, -1, false)
+
+    # Round-trip: mol block back to molecule
+    mol_from_block = RDKitChem::RWMol.mol_from_mol_block(mdl)
+    assert_not_nil(mol_from_block)
+    assert_equal(6, mol_from_block.get_num_atoms)
+  end
+
+  def test_mol_to_smiles
+    smiles = "CCO"
+    rw_mol = RDKitChem::RWMol.mol_from_smiles(smiles)
+    output_smiles = RDKitChem.mol_to_smiles(rw_mol)
+    assert_not_nil(output_smiles)
+    assert_equal("CCO", output_smiles)
+  end
+
+  def test_sanitize_mol
+    smiles = "c1ccccc1" # benzene
+    rw_mol = RDKitChem::RWMol.mol_from_smiles(smiles)
+
+    # sanitize_mol returns an integer (0 for success usually, or bitmask of operations failed)
+    # It might return different things based on SWIG wrapping details observed in MolOps.i
+    # The SWIG wrapper returns the operation that failed (0 if all successful).
+    result = RDKitChem.sanitize_mol(rw_mol, RDKitChem::SANITIZE_ALL)
+    assert_equal(0, result, "sanitize_mol should return 0 (success)")
+
+    result = RDKitChem.sanitize_mol(rw_mol)
+    assert_equal(0, result, "sanitize_mol should return 0 (success)")
+  end
+
+  def test_cholesterol
+    # Cholesterol without chirality
+    smiles = "CC(C)CCCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C"
+    rw_mol = RDKitChem::RWMol.mol_from_smiles(smiles)
+    assert_not_nil(rw_mol)
+    assert_equal(28, rw_mol.get_num_atoms) # C27H46O has 28 heavy atoms (27 C + 1 O)
+  end
+
+  def test_conformer_ownership
+    # FIXME: This test causes a segfault (exit code 139) likely due to GC/double-free issues.
+    # Test that conformer ownership is properly transferred to the molecule.
+    # This verifies the DISOWN directive works - without it, Ruby GC and C++
+    # destructor both try to free the Conformer, causing a double-free segfault.
+    smiles = "CCO" # ethanol
+    rw_mol = RDKitChem::RWMol.mol_from_smiles(smiles)
+
+    # Create a conformer with 3D coordinates
+    conf = RDKitChem::Conformer.new(rw_mol.get_num_atoms)
+    conf.set_atom_pos(0, RDKitChem::Point3D.new(0.0, 0.0, 0.0))
+    conf.set_atom_pos(1, RDKitChem::Point3D.new(1.5, 0.0, 0.0))
+    conf.set_atom_pos(2, RDKitChem::Point3D.new(2.0, 1.0, 0.0))
+
+    # Add conformer to molecule (ownership transfers to C++)
+    conf_id = rw_mol.add_conf(conf, true)
+    assert(conf_id >= 0, "Conformer should be added successfully")
+
+    # Verify conformer was added
+    assert_equal(1, rw_mol.get_num_conformers)
+
+    # Access the conformer through the molecule
+    retrieved_conf = rw_mol.get_conformer(conf_id)
+    assert_not_nil(retrieved_conf)
+
+    # Verify coordinates
+    pos = retrieved_conf.get_atom_pos(0)
+    assert_in_delta(0.0, pos.x, 0.001)
+    assert_in_delta(0.0, pos.y, 0.001)
+    assert_in_delta(0.0, pos.z, 0.001)
+
+    # Force garbage collection to ensure no double-free occurs
+    GC.start
+
+    # The molecule should still be valid after GC
+    assert_equal(3, rw_mol.get_num_atoms)
+  end
+end

metadata

@@ -0,0 +1,378 @@
+--- !ruby/object:Gem::Specification
+name: rdkit_chem
+version: !ruby/object:Gem::Version
+  version: 2025.09.3.12
+platform: arm64-darwin-23
+authors:
+- An Nguyen
+autorequire:
+bindir: bin
+cert_chain: []
+date: 2026-01-22 00:00:00.000000000 Z
+dependencies:
+- !ruby/object:Gem::Dependency
+  name: rake
+  requirement: !ruby/object:Gem::Requirement
+    requirements:
+    - - "~>"
+      - !ruby/object:Gem::Version
+        version: '13.0'
+  type: :development
+  prerelease: false
+  version_requirements: !ruby/object:Gem::Requirement
+    requirements:
+    - - "~>"
+      - !ruby/object:Gem::Version
+        version: '13.0'
+- !ruby/object:Gem::Dependency
+  name: test-unit
+  requirement: !ruby/object:Gem::Requirement
+    requirements:
+    - - "~>"
+      - !ruby/object:Gem::Version
+        version: '3.0'
+  type: :development
+  prerelease: false
+  version_requirements: !ruby/object:Gem::Requirement
+    requirements:
+    - - "~>"
+      - !ruby/object:Gem::Version
+        version: '3.0'
+description: Ruby bindings for RDKit cheminformatics library
+email:
+- caman.nguyenthanh@gmail.com
+executables: []
+extensions: []
+extra_rdoc_files: []
+files:
+- CMakeLists.txt
+- Code/CMakeLists.txt
+- Code/RubyWrappers/Abbreviations.i
+- Code/RubyWrappers/AddHs.i
+- Code/RubyWrappers/Atom.i
+- Code/RubyWrappers/AtomIterators.i
+- Code/RubyWrappers/AtomPairs.i
+- Code/RubyWrappers/AvalonLib.i
+- Code/RubyWrappers/BitOps.i
+- Code/RubyWrappers/Bond.i
+- Code/RubyWrappers/BondIterators.i
+- Code/RubyWrappers/CMakeLists.txt
+- Code/RubyWrappers/Canon.i
+- Code/RubyWrappers/ChemDraw.i
+- Code/RubyWrappers/ChemReactions.i
+- Code/RubyWrappers/ChemTransforms.i
+- Code/RubyWrappers/Conformer.i
+- Code/RubyWrappers/Descriptors.i
+- Code/RubyWrappers/Dict.i
+- Code/RubyWrappers/DistGeom.i
+- Code/RubyWrappers/DiversityPick.h
+- Code/RubyWrappers/DiversityPick.i
+- Code/RubyWrappers/ErrorGenerator.i
+- Code/RubyWrappers/ExplicitBitVect.i
+- Code/RubyWrappers/FMCS.i
+- Code/RubyWrappers/FilterCatalog.i
+- Code/RubyWrappers/Fingerprints.i
+- Code/RubyWrappers/ForceField.i
+- Code/RubyWrappers/GeneralizedSubstruct.i
+- Code/RubyWrappers/GenericRDKitException.h
+- Code/RubyWrappers/Inchi.i
+- Code/RubyWrappers/MolBundle.i
+- Code/RubyWrappers/MolDraw2D.i
+- Code/RubyWrappers/MolEnumerator.i
+- Code/RubyWrappers/MolHash.i
+- Code/RubyWrappers/MolOps.i
+- Code/RubyWrappers/MolStandardize.i
+- Code/RubyWrappers/MolSupplier.i
+- Code/RubyWrappers/MolTransforms.i
+- Code/RubyWrappers/MolWriters.i
+- Code/RubyWrappers/MonomerInfo.i
+- Code/RubyWrappers/MorganFingerprints.h
+- Code/RubyWrappers/MorganFingerprints.i
+- Code/RubyWrappers/PeriodicTable.i
+- Code/RubyWrappers/Queries.i
+- Code/RubyWrappers/QueryAtom.i
+- Code/RubyWrappers/QueryBond.i
+- Code/RubyWrappers/QueryOps.i
+- Code/RubyWrappers/RDKitExceptions.i
+- Code/RubyWrappers/RDLogger.i
+- Code/RubyWrappers/RDProps.i
+- Code/RubyWrappers/RGroupDecomposition.i
+- Code/RubyWrappers/ROMol.i
+- Code/RubyWrappers/RWMol.i
+- Code/RubyWrappers/RascalMCES.i
+- Code/RubyWrappers/ReactionFingerprints.i
+- Code/RubyWrappers/RingInfo.i
+- Code/RubyWrappers/Rings.i
+- Code/RubyWrappers/SanitException.i
+- Code/RubyWrappers/ScaffoldNetwork.i
+- Code/RubyWrappers/SmartsWrite.i
+- Code/RubyWrappers/SmilesParse.i
+- Code/RubyWrappers/SmilesWrite.i
+- Code/RubyWrappers/StereoGroup.i
+- Code/RubyWrappers/Streams.i
+- Code/RubyWrappers/Subgraphs.i
+- Code/RubyWrappers/Subset.i
+- Code/RubyWrappers/SubstanceGroup.i
+- Code/RubyWrappers/SubstructLibrary.i
+- Code/RubyWrappers/TautomerQuery.i
+- Code/RubyWrappers/Trajectory.i
+- Code/RubyWrappers/boost_tuple.i
+- Code/RubyWrappers/extend_std_vector.i
+- Code/RubyWrappers/gmwrapper/CMakeLists.txt
+- Code/RubyWrappers/gmwrapper/GraphMolRuby.i
+- Code/RubyWrappers/gmwrapper/std_list.i
+- Code/RubyWrappers/point.i
+- Code/RubyWrappers/transforms.i
+- Code/RubyWrappers/types.i
+- README.md
+- Rakefile
+- ext/rdkit_chem/CMakeLists.txt
+- ext/rdkit_chem/Makefile
+- ext/rdkit_chem/extconf.rb
+- lib/rdkit_chem.rb
+- lib/rdkit_chem/3.1.0/RDKitChem.bundle
+- lib/rdkit_chem/3.1.0/libRDKitAbbreviations.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitAbbreviations.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitAbbreviations.dylib
+- lib/rdkit_chem/3.1.0/libRDKitAlignment.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitAlignment.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitAlignment.dylib
+- lib/rdkit_chem/3.1.0/libRDKitCIPLabeler.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitCIPLabeler.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitCIPLabeler.dylib
+- lib/rdkit_chem/3.1.0/libRDKitCatalogs.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitCatalogs.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitCatalogs.dylib
+- lib/rdkit_chem/3.1.0/libRDKitChemDraw.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitChemDraw.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitChemDraw.dylib
+- lib/rdkit_chem/3.1.0/libRDKitChemReactions.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitChemReactions.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitChemReactions.dylib
+- lib/rdkit_chem/3.1.0/libRDKitChemTransforms.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitChemTransforms.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitChemTransforms.dylib
+- lib/rdkit_chem/3.1.0/libRDKitChemicalFeatures.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitChemicalFeatures.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitChemicalFeatures.dylib
+- lib/rdkit_chem/3.1.0/libRDKitDataStructs.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitDataStructs.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitDataStructs.dylib
+- lib/rdkit_chem/3.1.0/libRDKitDepictor.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitDepictor.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitDepictor.dylib
+- lib/rdkit_chem/3.1.0/libRDKitDeprotect.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitDeprotect.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitDeprotect.dylib
+- lib/rdkit_chem/3.1.0/libRDKitDescriptors.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitDescriptors.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitDescriptors.dylib
+- lib/rdkit_chem/3.1.0/libRDKitDistGeomHelpers.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitDistGeomHelpers.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitDistGeomHelpers.dylib
+- lib/rdkit_chem/3.1.0/libRDKitDistGeometry.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitDistGeometry.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitDistGeometry.dylib
+- lib/rdkit_chem/3.1.0/libRDKitEigenSolvers.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitEigenSolvers.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitEigenSolvers.dylib
+- lib/rdkit_chem/3.1.0/libRDKitEnumerateStereoisomers.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitEnumerateStereoisomers.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitEnumerateStereoisomers.dylib
+- lib/rdkit_chem/3.1.0/libRDKitFMCS.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitFMCS.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitFMCS.dylib
+- lib/rdkit_chem/3.1.0/libRDKitFileParsers.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitFileParsers.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitFileParsers.dylib
+- lib/rdkit_chem/3.1.0/libRDKitFilterCatalog.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitFilterCatalog.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitFilterCatalog.dylib
+- lib/rdkit_chem/3.1.0/libRDKitFingerprints.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitFingerprints.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitFingerprints.dylib
+- lib/rdkit_chem/3.1.0/libRDKitForceField.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitForceField.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitForceField.dylib
+- lib/rdkit_chem/3.1.0/libRDKitForceFieldHelpers.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitForceFieldHelpers.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitForceFieldHelpers.dylib
+- lib/rdkit_chem/3.1.0/libRDKitFragCatalog.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitFragCatalog.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitFragCatalog.dylib
+- lib/rdkit_chem/3.1.0/libRDKitGeneralizedSubstruct.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitGeneralizedSubstruct.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitGeneralizedSubstruct.dylib
+- lib/rdkit_chem/3.1.0/libRDKitGenericGroups.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitGenericGroups.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitGenericGroups.dylib
+- lib/rdkit_chem/3.1.0/libRDKitGraphMol.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitGraphMol.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitGraphMol.dylib
+- lib/rdkit_chem/3.1.0/libRDKitInfoTheory.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitInfoTheory.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitInfoTheory.dylib
+- lib/rdkit_chem/3.1.0/libRDKitMMPA.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitMMPA.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitMMPA.dylib
+- lib/rdkit_chem/3.1.0/libRDKitMarvinParser.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitMarvinParser.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitMarvinParser.dylib
+- lib/rdkit_chem/3.1.0/libRDKitMolAlign.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitMolAlign.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitMolAlign.dylib
+- lib/rdkit_chem/3.1.0/libRDKitMolCatalog.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitMolCatalog.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitMolCatalog.dylib
+- lib/rdkit_chem/3.1.0/libRDKitMolChemicalFeatures.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitMolChemicalFeatures.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitMolChemicalFeatures.dylib
+- lib/rdkit_chem/3.1.0/libRDKitMolDraw2D.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitMolDraw2D.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitMolDraw2D.dylib
+- lib/rdkit_chem/3.1.0/libRDKitMolEnumerator.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitMolEnumerator.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitMolEnumerator.dylib
+- lib/rdkit_chem/3.1.0/libRDKitMolHash.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitMolHash.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitMolHash.dylib
+- lib/rdkit_chem/3.1.0/libRDKitMolInteractionFields.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitMolInteractionFields.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitMolInteractionFields.dylib
+- lib/rdkit_chem/3.1.0/libRDKitMolInterchange.1.dylib
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+- lib/rdkit_chem/3.1.0/libRDKitMolInterchange.dylib
+- lib/rdkit_chem/3.1.0/libRDKitMolProcessing.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitMolProcessing.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitMolProcessing.dylib
+- lib/rdkit_chem/3.1.0/libRDKitMolStandardize.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitMolStandardize.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitMolStandardize.dylib
+- lib/rdkit_chem/3.1.0/libRDKitMolTransforms.1.dylib
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+- lib/rdkit_chem/3.1.0/libRDKitMolTransforms.dylib
+- lib/rdkit_chem/3.1.0/libRDKitO3AAlign.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitO3AAlign.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitO3AAlign.dylib
+- lib/rdkit_chem/3.1.0/libRDKitOptimizer.1.dylib
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+- lib/rdkit_chem/3.1.0/libRDKitOptimizer.dylib
+- lib/rdkit_chem/3.1.0/libRDKitPartialCharges.1.dylib
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+- lib/rdkit_chem/3.1.0/libRDKitPartialCharges.dylib
+- lib/rdkit_chem/3.1.0/libRDKitPubChemShape.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitPubChemShape.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitPubChemShape.dylib
+- lib/rdkit_chem/3.1.0/libRDKitRDChemDrawLib.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitRDChemDrawLib.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitRDChemDrawLib.dylib
+- lib/rdkit_chem/3.1.0/libRDKitRDChemDrawReactionLib.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitRDChemDrawReactionLib.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitRDChemDrawReactionLib.dylib
+- lib/rdkit_chem/3.1.0/libRDKitRDGeneral.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitRDGeneral.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitRDGeneral.dylib
+- lib/rdkit_chem/3.1.0/libRDKitRDGeometryLib.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitRDGeometryLib.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitRDGeometryLib.dylib
+- lib/rdkit_chem/3.1.0/libRDKitRDStreams.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitRDStreams.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitRDStreams.dylib
+- lib/rdkit_chem/3.1.0/libRDKitRGroupDecomposition.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitRGroupDecomposition.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitRGroupDecomposition.dylib
+- lib/rdkit_chem/3.1.0/libRDKitRascalMCES.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitRascalMCES.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitRascalMCES.dylib
+- lib/rdkit_chem/3.1.0/libRDKitReducedGraphs.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitReducedGraphs.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitReducedGraphs.dylib
+- lib/rdkit_chem/3.1.0/libRDKitRingDecomposerLib.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitRingDecomposerLib.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitRingDecomposerLib.dylib
+- lib/rdkit_chem/3.1.0/libRDKitSLNParse.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitSLNParse.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitSLNParse.dylib
+- lib/rdkit_chem/3.1.0/libRDKitScaffoldNetwork.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitScaffoldNetwork.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitScaffoldNetwork.dylib
+- lib/rdkit_chem/3.1.0/libRDKitShapeHelpers.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitShapeHelpers.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitShapeHelpers.dylib
+- lib/rdkit_chem/3.1.0/libRDKitSimDivPickers.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitSimDivPickers.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitSimDivPickers.dylib
+- lib/rdkit_chem/3.1.0/libRDKitSmilesParse.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitSmilesParse.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitSmilesParse.dylib
+- lib/rdkit_chem/3.1.0/libRDKitSubgraphs.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitSubgraphs.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitSubgraphs.dylib
+- lib/rdkit_chem/3.1.0/libRDKitSubstructLibrary.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitSubstructLibrary.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitSubstructLibrary.dylib
+- lib/rdkit_chem/3.1.0/libRDKitSubstructMatch.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitSubstructMatch.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitSubstructMatch.dylib
+- lib/rdkit_chem/3.1.0/libRDKitSynthonSpaceSearch.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitSynthonSpaceSearch.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitSynthonSpaceSearch.dylib
+- lib/rdkit_chem/3.1.0/libRDKitTautomerQuery.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitTautomerQuery.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitTautomerQuery.dylib
+- lib/rdkit_chem/3.1.0/libRDKitTrajectory.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitTrajectory.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitTrajectory.dylib
+- lib/rdkit_chem/3.1.0/libRDKitcoordgen.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitcoordgen.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitcoordgen.dylib
+- lib/rdkit_chem/3.1.0/libRDKitga.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitga.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitga.dylib
+- lib/rdkit_chem/3.1.0/libRDKithc.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKithc.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKithc.dylib
+- lib/rdkit_chem/3.1.0/libRDKitmaeparser.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitmaeparser.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitmaeparser.dylib
+- lib/rdkit_chem/3.1.0/libRDKitpubchem_align3d.1.dylib
+- lib/rdkit_chem/3.1.0/libRDKitpubchem_align3d.2026.03.1pre.dylib
+- lib/rdkit_chem/3.1.0/libRDKitpubchem_align3d.dylib
+- lib/rdkit_chem/3.1.0/libboost_iostreams.dylib
+- lib/rdkit_chem/3.1.0/libboost_random.dylib
+- lib/rdkit_chem/3.1.0/libboost_regex.dylib
+- lib/rdkit_chem/3.1.0/libboost_serialization.dylib
+- lib/rdkit_chem/3.1.0/libfreetype.6.dylib
+- lib/rdkit_chem/3.1.0/libicudata.78.dylib
+- lib/rdkit_chem/3.1.0/libicui18n.78.dylib
+- lib/rdkit_chem/3.1.0/libicuuc.78.dylib
+- lib/rdkit_chem/3.1.0/liblzma.5.dylib
+- lib/rdkit_chem/3.1.0/libpng16.16.dylib
+- lib/rdkit_chem/3.1.0/libzstd.1.dylib
+- lib/rdkit_chem/version.rb
+- test/test_rdkit_chem.rb
+homepage: https://github.com/CamAnNguyen/rdkit-chem
+licenses:
+- BSD-3-Clause
+metadata: {}
+post_install_message:
+rdoc_options: []
+require_paths:
+- lib
+required_ruby_version: !ruby/object:Gem::Requirement
+  requirements:
+  - - ">="
+    - !ruby/object:Gem::Version
+      version: 2.7.0
+required_rubygems_version: !ruby/object:Gem::Requirement
+  requirements:
+  - - ">="
+    - !ruby/object:Gem::Version
+      version: '0'
+requirements: []
+rubygems_version: 3.3.27
+signing_key:
+specification_version: 4
+summary: Ruby gem for RDKit
+test_files:
+- test/test_rdkit_chem.rb