[
  {
    "reaction": "Carboxylic acid deprotonation",
    "smirks": "[C:1](=O)[OH:2]>>[C:1](=O)[O-:2]",
    "smiles": "CC(=O)O",
    "sci_form": {
      "success": false,
      "error": "module 'sci_form' has no attribute 'apply_smirks'"
    },
    "rdkit": {
      "success": true,
      "n_products": 1,
      "products": [
        "CC(=O)[O-]"
      ],
      "error": null
    },
    "openbabel": {
      "success": null,
      "error": "OpenBabel not installed"
    }
  },
  {
    "reaction": "Carboxylic acid deprotonation",
    "smirks": "[C:1](=O)[OH:2]>>[C:1](=O)[O-:2]",
    "smiles": "C(=O)O",
    "sci_form": {
      "success": false,
      "error": "module 'sci_form' has no attribute 'apply_smirks'"
    },
    "rdkit": {
      "success": true,
      "n_products": 1,
      "products": [
        "O=C[O-]"
      ],
      "error": null
    },
    "openbabel": {
      "success": null,
      "error": "OpenBabel not installed"
    }
  },
  {
    "reaction": "Carboxylic acid deprotonation",
    "smirks": "[C:1](=O)[OH:2]>>[C:1](=O)[O-:2]",
    "smiles": "CC(C)C(=O)O",
    "sci_form": {
      "success": false,
      "error": "module 'sci_form' has no attribute 'apply_smirks'"
    },
    "rdkit": {
      "success": true,
      "n_products": 1,
      "products": [
        "CC(C)C(=O)[O-]"
      ],
      "error": null
    },
    "openbabel": {
      "success": null,
      "error": "OpenBabel not installed"
    }
  },
  {
    "reaction": "Alcohol deprotonation",
    "smirks": "[C:1][OH:2]>>[C:1][O-:2]",
    "smiles": "CCO",
    "sci_form": {
      "success": false,
      "error": "module 'sci_form' has no attribute 'apply_smirks'"
    },
    "rdkit": {
      "success": true,
      "n_products": 1,
      "products": [
        "CC[O-]"
      ],
      "error": null
    },
    "openbabel": {
      "success": null,
      "error": "OpenBabel not installed"
    }
  },
  {
    "reaction": "Alcohol deprotonation",
    "smirks": "[C:1][OH:2]>>[C:1][O-:2]",
    "smiles": "CC(C)O",
    "sci_form": {
      "success": false,
      "error": "module 'sci_form' has no attribute 'apply_smirks'"
    },
    "rdkit": {
      "success": true,
      "n_products": 1,
      "products": [
        "CC(C)[O-]"
      ],
      "error": null
    },
    "openbabel": {
      "success": null,
      "error": "OpenBabel not installed"
    }
  },
  {
    "reaction": "Alcohol deprotonation",
    "smirks": "[C:1][OH:2]>>[C:1][O-:2]",
    "smiles": "c1ccccc1O",
    "sci_form": {
      "success": false,
      "error": "module 'sci_form' has no attribute 'apply_smirks'"
    },
    "rdkit": {
      "success": false,
      "n_products": 0,
      "error": "No products"
    },
    "openbabel": {
      "success": null,
      "error": "OpenBabel not installed"
    }
  },
  {
    "reaction": "Amine protonation",
    "smirks": "[N:1]>>[N:1+]",
    "smiles": "CCN",
    "sci_form": {
      "success": false,
      "error": "module 'sci_form' has no attribute 'apply_smirks'"
    },
    "rdkit": {
      "success": false,
      "error": "ChemicalReactionParserException: Problems constructing product from SMARTS: [N:1+]"
    },
    "openbabel": {
      "success": null,
      "error": "OpenBabel not installed"
    }
  },
  {
    "reaction": "Amine protonation",
    "smirks": "[N:1]>>[N:1+]",
    "smiles": "c1cccnc1",
    "sci_form": {
      "success": false,
      "error": "module 'sci_form' has no attribute 'apply_smirks'"
    },
    "rdkit": {
      "success": false,
      "error": "ChemicalReactionParserException: Problems constructing product from SMARTS: [N:1+]"
    },
    "openbabel": {
      "success": null,
      "error": "OpenBabel not installed"
    }
  },
  {
    "reaction": "Amine protonation",
    "smirks": "[N:1]>>[N:1+]",
    "smiles": "NCCN",
    "sci_form": {
      "success": false,
      "error": "module 'sci_form' has no attribute 'apply_smirks'"
    },
    "rdkit": {
      "success": false,
      "error": "ChemicalReactionParserException: Problems constructing product from SMARTS: [N:1+]"
    },
    "openbabel": {
      "success": null,
      "error": "OpenBabel not installed"
    }
  },
  {
    "reaction": "Ketone to alcohol reduction",
    "smirks": "[C:1]=[O:2]>>[C:1][OH:2]",
    "smiles": "CC(=O)C",
    "sci_form": {
      "success": false,
      "error": "module 'sci_form' has no attribute 'apply_smirks'"
    },
    "rdkit": {
      "success": true,
      "n_products": 1,
      "products": [
        "CC(C)O"
      ],
      "error": null
    },
    "openbabel": {
      "success": null,
      "error": "OpenBabel not installed"
    }
  },
  {
    "reaction": "Ketone to alcohol reduction",
    "smirks": "[C:1]=[O:2]>>[C:1][OH:2]",
    "smiles": "c1ccc(C(=O)C)cc1",
    "sci_form": {
      "success": false,
      "error": "module 'sci_form' has no attribute 'apply_smirks'"
    },
    "rdkit": {
      "success": true,
      "n_products": 1,
      "products": [
        "CC(O)c1ccccc1"
      ],
      "error": null
    },
    "openbabel": {
      "success": null,
      "error": "OpenBabel not installed"
    }
  },
  {
    "reaction": "Aldehyde to alcohol reduction",
    "smirks": "[C:1][C:2]([H:3])=[O:4]>>[C:1][C:2]([H:3])[OH:4]",
    "smiles": "CC=O",
    "sci_form": {
      "success": false,
      "error": "module 'sci_form' has no attribute 'apply_smirks'"
    },
    "rdkit": {
      "success": false,
      "n_products": 0,
      "error": "No products"
    },
    "openbabel": {
      "success": null,
      "error": "OpenBabel not installed"
    }
  },
  {
    "reaction": "Aldehyde to alcohol reduction",
    "smirks": "[C:1][C:2]([H:3])=[O:4]>>[C:1][C:2]([H:3])[OH:4]",
    "smiles": "c1ccccc1C=O",
    "sci_form": {
      "success": false,
      "error": "module 'sci_form' has no attribute 'apply_smirks'"
    },
    "rdkit": {
      "success": false,
      "n_products": 0,
      "error": "No products"
    },
    "openbabel": {
      "success": null,
      "error": "OpenBabel not installed"
    }
  },
  {
    "reaction": "Alcohol to ketone oxidation",
    "smirks": "[C:1][C:2]([OH:3])[H:4]>>[C:1][C:2](=[O:3])",
    "smiles": "CC(O)C",
    "sci_form": {
      "success": false,
      "error": "module 'sci_form' has no attribute 'apply_smirks'"
    },
    "rdkit": {
      "success": false,
      "n_products": 0,
      "error": "No products"
    },
    "openbabel": {
      "success": null,
      "error": "OpenBabel not installed"
    }
  },
  {
    "reaction": "Alcohol to ketone oxidation",
    "smirks": "[C:1][C:2]([OH:3])[H:4]>>[C:1][C:2](=[O:3])",
    "smiles": "c1ccccc1C(O)C",
    "sci_form": {
      "success": false,
      "error": "module 'sci_form' has no attribute 'apply_smirks'"
    },
    "rdkit": {
      "success": false,
      "n_products": 0,
      "error": "No products"
    },
    "openbabel": {
      "success": null,
      "error": "OpenBabel not installed"
    }
  },
  {
    "reaction": "Aromatic halogenation",
    "smirks": "[c:1][H:2]>>[c:1][Cl:2]",
    "smiles": "c1ccccc1",
    "sci_form": {
      "success": false,
      "error": "module 'sci_form' has no attribute 'apply_smirks'"
    },
    "rdkit": {
      "success": false,
      "n_products": 0,
      "error": "No products"
    },
    "openbabel": {
      "success": null,
      "error": "OpenBabel not installed"
    }
  },
  {
    "reaction": "Aromatic halogenation",
    "smirks": "[c:1][H:2]>>[c:1][Cl:2]",
    "smiles": "c1ccncc1",
    "sci_form": {
      "success": false,
      "error": "module 'sci_form' has no attribute 'apply_smirks'"
    },
    "rdkit": {
      "success": false,
      "n_products": 0,
      "error": "No products"
    },
    "openbabel": {
      "success": null,
      "error": "OpenBabel not installed"
    }
  },
  {
    "reaction": "Aromatic nitration",
    "smirks": "[c:1][H:2]>>[c:1][N+:2](=[O:3])[O-:4]",
    "smiles": "c1ccccc1",
    "sci_form": {
      "success": false,
      "error": "module 'sci_form' has no attribute 'apply_smirks'"
    },
    "rdkit": {
      "success": false,
      "n_products": 0,
      "error": "No products"
    },
    "openbabel": {
      "success": null,
      "error": "OpenBabel not installed"
    }
  },
  {
    "reaction": "Aromatic nitration",
    "smirks": "[c:1][H:2]>>[c:1][N+:2](=[O:3])[O-:4]",
    "smiles": "c1ccc(C)cc1",
    "sci_form": {
      "success": false,
      "error": "module 'sci_form' has no attribute 'apply_smirks'"
    },
    "rdkit": {
      "success": false,
      "n_products": 0,
      "error": "No products"
    },
    "openbabel": {
      "success": null,
      "error": "OpenBabel not installed"
    }
  },
  {
    "reaction": "Ester hydrolysis",
    "smirks": "[C:1](=[O:2])[O:3][C:4]>>[C:1](=[O:2])[OH:3]",
    "smiles": "CC(=O)OCC",
    "sci_form": {
      "success": false,
      "error": "module 'sci_form' has no attribute 'apply_smirks'"
    },
    "rdkit": {
      "success": true,
      "n_products": 1,
      "products": [
        "CC(=O)O"
      ],
      "error": null
    },
    "openbabel": {
      "success": null,
      "error": "OpenBabel not installed"
    }
  },
  {
    "reaction": "Ester hydrolysis",
    "smirks": "[C:1](=[O:2])[O:3][C:4]>>[C:1](=[O:2])[OH:3]",
    "smiles": "c1ccccc1C(=O)OC",
    "sci_form": {
      "success": false,
      "error": "module 'sci_form' has no attribute 'apply_smirks'"
    },
    "rdkit": {
      "success": true,
      "n_products": 1,
      "products": [
        "O=C(O)c1ccccc1"
      ],
      "error": null
    },
    "openbabel": {
      "success": null,
      "error": "OpenBabel not installed"
    }
  },
  {
    "reaction": "Amide hydrolysis",
    "smirks": "[C:1](=[O:2])[N:3]>>[C:1](=[O:2])[OH:3]",
    "smiles": "CC(=O)NC",
    "sci_form": {
      "success": false,
      "error": "module 'sci_form' has no attribute 'apply_smirks'"
    },
    "rdkit": {
      "success": true,
      "n_products": 1,
      "products": [
        "C[OH]C(C)=O"
      ],
      "error": null
    },
    "openbabel": {
      "success": null,
      "error": "OpenBabel not installed"
    }
  },
  {
    "reaction": "Amide hydrolysis",
    "smirks": "[C:1](=[O:2])[N:3]>>[C:1](=[O:2])[OH:3]",
    "smiles": "c1ccccc1C(=O)NC",
    "sci_form": {
      "success": false,
      "error": "module 'sci_form' has no attribute 'apply_smirks'"
    },
    "rdkit": {
      "success": true,
      "n_products": 1,
      "products": [
        "C[OH]C(=O)c1ccccc1"
      ],
      "error": null
    },
    "openbabel": {
      "success": null,
      "error": "OpenBabel not installed"
    }
  }
]