Summary

IMPPAT Phytochemical identifier: IMPHY010509

Phytochemical name: methyl (9S,12S,13Z,16S,17R,18S)-13-ethylidene-18-hydroxy-8-methyl-8,15-diazahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2,4,6-triene-17-carboxylate

Synonymous chemical names:
vincamajine

External chemical identifiers:
CID:101286292

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Chemical structure information

SMILES:
COC(=O)[C@@]12[C@@H]3CC4([C@@H]2O)c2ccccc2N([C@@H]4C2N3C/C(=CC)/[C@@H]1C2)C

InChI:
InChI=1S/C22H26N2O3/c1-4-12-11-24-16-9-14(12)22(20(26)27-3)17(24)10-21(19(22)25)13-7-5-6-8-15(13)23(2)18(16)21/h4-8,14,16-19,25H,9-11H2,1-3H3/b12-4+/t14-,16?,17-,18+,19-,21?,22+/m0/s1

InChIKey:
DOUQNGAJTIRQPP-IMDPRPAXSA-N

DeepSMILES:
COC=O)[C@][C@@H]CC[C@@H]5O))cccccc6N[C@@H]9CN%13C/C=CC))/[C@@H]%17C6)))))))C

Functional groups:
C/C=C(C)C, CN(C)C, CO, COC(C)=O, cN(C)C

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C=C1CN2C3CC45CC3C1CC2C4Nc1ccccc15

Scaffold Graph/Node level:
CC1CN2C3CC45CC3C1CC2C4NC1CCCCC15

Scaffold Graph level:
CC1CC2C3CC45CC3C1CC2C4CC1CCCCC15

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Alkaloids and derivatives

ClassyFire Class: Corynanthean-type alkaloids

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Tryptophan alkaloids

NP Classifier Class: Corynanthe type

NP-Likeness score: 2.284

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Chemical structure download