{"atc_classifications": ["A10BB01"], "availability_type": 1, "biotherapeutic": null, "black_box_warning": 0, "chemical_probe": 1, "chirality": 2, "cross_references": [{"xref_id": "human/EPAR/amglidia", "xref_name": "amglidia", "xref_src": "EMA"}, {"xref_id": "glyburide", "xref_name": "glyburide", "xref_src": "DailyMed"}], "dosed_ingredient": true, "first_approval": 1984, "first_in_class": 0, "helm_notation": null, "inorganic_flag": 0, "max_phase": "4.0", "molecule_chembl_id": "CHEMBL472", "molecule_hierarchy": {"active_chembl_id": "CHEMBL472", "molecule_chembl_id": "CHEMBL472", "parent_chembl_id": "CHEMBL472"}, "molecule_properties": {"alogp": "3.64", "aromatic_rings": 2, "full_molformula": "C23H28ClN3O5S", "full_mwt": "494.01", "hba": 5, "hbd": 3, "heavy_atoms": 33, "mw_freebase": "494.01", "np_likeness_score": "-1.21", "num_ro5_violations": 0, "psa": "113.60", "qed_weighted": "0.52", "ro3_pass": "N", "rtb": 8}, "molecule_structures": {"canonical_smiles": "COc1ccc(Cl)cc1C(=O)NCCc1ccc(S(=O)(=O)NC(=O)NC2CCCCC2)cc1", "molfile": "\n     RDKit          2D\n\n 33 35  0  0  0  0  0  0  0  0999 V2000\n    4.9417   -5.9500    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0\n    5.5542   -6.3000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0\n    0.0417   -7.3833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n    6.1667   -5.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n    0.6542   -7.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n    4.3292   -6.3083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n    5.2917   -5.3292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0\n    4.5792   -5.3292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0\n    0.0417   -8.0958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n    6.7833   -6.2958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0\n   -0.5708   -7.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n    6.1625   -5.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0\n    0.6500   -6.3167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0\n    1.2667   -7.3792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0\n    3.7083   -5.9542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n    4.3292   -7.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n   -0.5708   -8.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n   -1.1833   -7.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n   -1.1833   -8.0958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n    3.1000   -6.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n    3.7167   -7.3708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n    3.1083   -7.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n   -1.7958   -7.0292    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0\n    7.3958   -5.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n    0.6583   -8.4500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0\n    1.8792   -7.0208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n    2.4958   -7.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n    0.6583   -9.1583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n    8.0083   -6.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n    7.3875   -5.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n    8.0000   -4.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n    8.6167   -5.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n    8.6167   -5.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n  2  1  1  0\n  3  5  1  0\n  4  2  1  0\n  5 14  1  0\n  6  1  1  0\n  7  1  2  0\n  8  1  2  0\n  9  3  1  0\n 10  4  1  0\n 11  3  2  0\n 12  4  2  0\n 13  5  2  0\n 14 26  1  0\n 15  6  1  0\n 16  6  2  0\n 17  9  2  0\n 18 11  1  0\n 19 18  2  0\n 20 15  2  0\n 21 16  1  0\n 22 20  1  0\n 23 18  1  0\n 24 10  1  0\n 25  9  1  0\n 26 27  1  0\n 27 22  1  0\n 28 25  1  0\n 29 24  1  0\n 30 24  1  0\n 31 30  1  0\n 32 29  1  0\n 33 31  1  0\n 21 22  2  0\n 33 32  1  0\n 17 19  1  0\nM  END\n> <chembl_id>\nCHEMBL472\n\n> <chembl_pref_name>\nGLYBURIDE", "standard_inchi": "InChI=1S/C23H28ClN3O5S/c1-32-21-12-9-17(24)15-20(21)22(28)25-14-13-16-7-10-19(11-8-16)33(30,31)27-23(29)26-18-5-3-2-4-6-18/h7-12,15,18H,2-6,13-14H2,1H3,(H,25,28)(H2,26,27,29)", "standard_inchi_key": "ZNNLBTZKUZBEKO-UHFFFAOYSA-N"}, "molecule_synonyms": [{"molecule_synonym": "AMGLIDIA", "syn_type": "PND", "synonyms": "Amglidia"}, {"molecule_synonym": "Amglidia", "syn_type": "TRADE_NAME", "synonyms": "AMGLIDIA"}, {"molecule_synonym": "CALABREN", "syn_type": "PND", "synonyms": "Calabren"}, {"molecule_synonym": "Calabren", "syn_type": "TRADE_NAME", "synonyms": "CALABREN"}, {"molecule_synonym": "CIRARA", "syn_type": "PND", "synonyms": "Cirara"}, {"molecule_synonym": "Cirara", "syn_type": "OTHER", "synonyms": "CIRARA"}, {"molecule_synonym": "DAONIL", "syn_type": "PND", "synonyms": "Daonil"}, {"molecule_synonym": "Daonil", "syn_type": "TRADE_NAME", "synonyms": "DAONIL"}, {"molecule_synonym": "DIABETA", "syn_type": "PND", "synonyms": "Diabeta"}, {"molecule_synonym": "Diabeta", "syn_type": "TRADE_NAME", "synonyms": "DIABETA"}, {"molecule_synonym": "DIABETAMIDE 2.5", "syn_type": "PND", "synonyms": "Diabetamide 2.5"}, {"molecule_synonym": "Diabetamide 2.5", "syn_type": "TRADE_NAME", "synonyms": "DIABETAMIDE 2.5"}, {"molecule_synonym": "DIABETAMIDE 5", "syn_type": "PND", "synonyms": "Diabetamide 5"}, {"molecule_synonym": "Diabetamide 5", "syn_type": "TRADE_NAME", "synonyms": "DIABETAMIDE 5"}, {"molecule_synonym": "EUGLUCON", "syn_type": "PND", "synonyms": "Euglucon"}, {"molecule_synonym": "Euglucon", "syn_type": "TRADE_NAME", "synonyms": "EUGLUCON"}, {"molecule_synonym": "GLIBENCLAMIDA", "syn_type": "PND", "synonyms": "Glibenclamida"}, {"molecule_synonym": "Glibenclamida", "syn_type": "INN_SPANISH", "synonyms": "GLIBENCLAMIDA"}, {"molecule_synonym": "GLIBENCLAMIDE", "syn_type": "PND", "synonyms": "Glibenclamide"}, {"molecule_synonym": "Glibenclamide", "syn_type": "ATC", "synonyms": "GLIBENCLAMIDE"}, {"molecule_synonym": "Glibenclamide", "syn_type": "BAN", "synonyms": "GLIBENCLAMIDE"}, {"molecule_synonym": "Glibenclamide", "syn_type": "BNF", "synonyms": "GLIBENCLAMIDE"}, {"molecule_synonym": "Glibenclamide", "syn_type": "DCF", "synonyms": "GLIBENCLAMIDE"}, {"molecule_synonym": "Glibenclamide", "syn_type": "EMA", "synonyms": "GLIBENCLAMIDE"}, {"molecule_synonym": "Glibenclamide", "syn_type": "INN", "synonyms": "GLIBENCLAMIDE"}, {"molecule_synonym": "Glibenclamide", "syn_type": "JAN", "synonyms": "GLIBENCLAMIDE"}, {"molecule_synonym": "Glibenclamide", "syn_type": "OTHER", "synonyms": "GLIBENCLAMIDE"}, {"molecule_synonym": "GLIBENCLAMIDUM", "syn_type": "PND", "synonyms": "Glibenclamidum"}, {"molecule_synonym": "Glibenclamidum", "syn_type": "OTHER", "synonyms": "GLIBENCLAMIDUM"}, {"molecule_synonym": "GLIKEN", "syn_type": "PND", "synonyms": "Gliken"}, {"molecule_synonym": "Gliken", "syn_type": "TRADE_NAME", "synonyms": "GLIKEN"}, {"molecule_synonym": "GLYBENCLAMIDE", "syn_type": "PND", "synonyms": "Glybenclamide"}, {"molecule_synonym": "Glybenclamide", "syn_type": "OTHER", "synonyms": "GLYBENCLAMIDE"}, {"molecule_synonym": "Glyburide", "syn_type": "EMA", "synonyms": "GLYBURIDE"}, {"molecule_synonym": "Glyburide", "syn_type": "FDA", "synonyms": "GLYBURIDE"}, {"molecule_synonym": "Glyburide", "syn_type": "MERCK_INDEX", "synonyms": "GLYBURIDE"}, {"molecule_synonym": "Glyburide", "syn_type": "OTHER", "synonyms": "GLYBURIDE"}, {"molecule_synonym": "GLYBURIDE", "syn_type": "PND", "synonyms": "GLYBURIDE"}, {"molecule_synonym": "Glyburide", "syn_type": "TRADE_NAME", "synonyms": "GLYBURIDE"}, {"molecule_synonym": "Glyburide", "syn_type": "USAN", "synonyms": "GLYBURIDE"}, {"molecule_synonym": "Glyburide", "syn_type": "USP", "synonyms": "GLYBURIDE"}, {"molecule_synonym": "GLYBURIDE10238-21-8", "syn_type": "PND", "synonyms": "Glyburide10238-21-8"}, {"molecule_synonym": "GLYBURIDE COMPONENT OF GLUCOVANCE", "syn_type": "PND", "synonyms": "Glyburide component of glucovance"}, {"molecule_synonym": "Glyburide component of glucovance", "syn_type": "TRADE_NAME", "synonyms": "GLYBURIDE COMPONENT OF GLUCOVANCE"}, {"molecule_synonym": "GLYBURIDE (GLIBENCLAMIDE)", "syn_type": "PND", "synonyms": "Glyburide (Glibenclamide)"}, {"molecule_synonym": "GLYBURIDE (MICRONIZED)", "syn_type": "PND", "synonyms": "Glyburide (micronized)"}, {"molecule_synonym": "Glyburide (micronized)", "syn_type": "TRADE_NAME", "synonyms": "GLYBURIDE (MICRONIZED)"}, {"molecule_synonym": "GLYNASE", "syn_type": "PND", "synonyms": "Glynase"}, {"molecule_synonym": "Glynase", "syn_type": "TRADE_NAME", "synonyms": "GLYNASE"}, {"molecule_synonym": "HB 419", "syn_type": "PND", "synonyms": "HB 419"}, {"molecule_synonym": "HB 419", "syn_type": "RESEARCH_CODE", "synonyms": "HB 419"}, {"molecule_synonym": "HB-419", "syn_type": "PND", "synonyms": "HB-419"}, {"molecule_synonym": "HB-419", "syn_type": "RESEARCH_CODE", "synonyms": "HB-419"}, {"molecule_synonym": "LEDERGLIB", "syn_type": "PND", "synonyms": "Lederglib"}, {"molecule_synonym": "Lederglib", "syn_type": "TRADE_NAME", "synonyms": "LEDERGLIB"}, {"molecule_synonym": "LIBANIL", "syn_type": "PND", "synonyms": "Libanil"}, {"molecule_synonym": "Libanil", "syn_type": "TRADE_NAME", "synonyms": "LIBANIL"}, {"molecule_synonym": "MALIX", "syn_type": "PND", "synonyms": "Malix"}, {"molecule_synonym": "Malix", "syn_type": "TRADE_NAME", "synonyms": "MALIX"}, {"molecule_synonym": "MICRONASE", "syn_type": "PND", "synonyms": "Micronase"}, {"molecule_synonym": "Micronase", "syn_type": "TRADE_NAME", "synonyms": "MICRONASE"}, {"molecule_synonym": "NSC-759618", "syn_type": "PND", "synonyms": "NSC-759618"}, {"molecule_synonym": "NSC-759618", "syn_type": "RESEARCH_CODE", "synonyms": "NSC-759618"}, {"molecule_synonym": "SEMI-DAONIL", "syn_type": "PND", "synonyms": "Semi-daonil"}, {"molecule_synonym": "Semi-daonil", "syn_type": "TRADE_NAME", "synonyms": "SEMI-DAONIL"}, {"molecule_synonym": "U-26,45", "syn_type": "PND", "synonyms": "U-26,45"}, {"molecule_synonym": "U-26,45", "syn_type": "RESEARCH_CODE", "synonyms": "U-26,45"}, {"molecule_synonym": "U-26,452", "syn_type": "PND", "synonyms": "U-26,452"}, {"molecule_synonym": "U-26,452", "syn_type": "RESEARCH_CODE", "synonyms": "U-26,452"}, {"molecule_synonym": "U-26452", "syn_type": "PND", "synonyms": "U-26452"}, {"molecule_synonym": "U-26452", "syn_type": "RESEARCH_CODE", "synonyms": "U-26452"}], "molecule_type": "Small molecule", "natural_product": 1, "oral": true, "orphan": 1, "parenteral": false, "polymer_flag": 0, "pref_name": "GLYBURIDE", "prodrug": 0, "structure_type": "MOL", "therapeutic_flag": true, "topical": false, "usan_stem": null, "usan_stem_definition": null, "usan_substem": null, "usan_year": 1969, "veterinary": 0, "withdrawn_flag": false}