Summary

IMPPAT Phytochemical identifier: IMPPAT3_PHYID009210

Phytochemical name: Cocaine

Synonymous chemical names:
beta-cocaine, cocaine, corine

External chemical identifiers:
CID:CID_446220, ChEMBL:CHEMBL370805, ChEBI:CHEBI:27958, ZINC:ZINC000003875336, FDASRS:I5Y540LHVR, SureChEMBL:SCHEMBL21930

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Chemical structure information

SMILES:
COC(=O)[C@H]1[C@H](C[C@H]2N([C@@H]1CC2)C)OC(=O)c1ccccc1

InChI:
InChI=1S/C17H21NO4/c1-18-12-8-9-13(18)15(17(20)21-2)14(10-12)22-16(19)11-6-4-3-5-7-11/h3-7,12-15H,8-10H2,1-2H3/t12-,13+,14-,15+/m0/s1

InChIKey:
ZPUCINDJVBIVPJ-LJISPDSOSA-N

DeepSMILES:
COC=O)[C@H][C@H]C[C@H]N[C@@H]6CC5)))C))))OC=O)cccccc6

Functional groups:
COC(C)=O, CN(C)C, cC(=O)OC

Link to spectral information:
MSBNK-JEOL_Ltd-JEL00039, MSBNK-Eawag-EA281714, MSBNK-Eawag-EA281706, MSBNK-Eawag-EA281712, MSBNK-Eawag-EA281711, MSBNK-Eawag-EA281710, MSBNK-Eawag-EA281709, MSBNK-Eawag-EA281708, MSBNK-Eawag-EA281707, MSBNK-Eawag-EA281713, MSBNK-Eawag-EA281705, MSBNK-Eawag-EA281703, MSBNK-Athens_Univ-AU161901, MSBNK-Athens_Univ-AU161902, MSBNK-Athens_Univ-AU161903, MSBNK-Eawag-EA281704, MSBNK-Athens_Univ-AU161905, MSBNK-Eawag-EA281701, MSBNK-Eawag-EA281702, MSBNK-Athens_Univ-AU161904

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C(OC1CC2CCC(C1)N2)c1ccccc1

Scaffold Graph/Node level:
OC(OC1CC2CCC(C1)N2)C1CCCCC1

Scaffold Graph level:
CC(CC1CC2CCC(C2)C1)C1CCCCC1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Benzenoids

ClassyFire Class: Benzene and substituted derivatives

ClassyFire Subclass: Benzoic acids and derivatives

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Ornithine alkaloids

NP Classifier Class: Tropane alkaloids

NP-Likeness score: 0.928

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Chemical structure download