Summary

IMPPAT Phytochemical identifier: IMPHY009493

Phytochemical name: [(1R,10S,12R,13E,16S,17S,18R)-13-ethylidene-8,15-diazahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2,4,6,8-tetraen-18-yl] acetate

Synonymous chemical names:
vinorine

External chemical identifiers:
CID:124389565, ZINC:ZINC000030727486

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Chemical structure information

SMILES:
C/C=C1/CN2[C@@H]3[C@@H]4[C@H]1C[C@H]2C1=Nc2c([C@]1([C@@H]4OC(=O)C)C3)cccc2

InChI:
InChI=1S/C21H22N2O2/c1-3-12-10-23-16-8-13(12)18-17(23)9-21(20(18)25-11(2)24)14-6-4-5-7-15(14)22-19(16)21/h3-7,13,16-18,20H,8-10H2,1-2H3/b12-3-/t13-,16-,17-,18-,20+,21+/m0/s1

InChIKey:
CLDVMRAEPFQOSD-PCTANZRLSA-N

DeepSMILES:
C/C=C/CN[C@@H][C@@H][C@H]/6C[C@H]6C=Ncc[C@]5[C@@H]%10OC=O)C))))C%11))cccc6

Functional groups:
C/C=C(/C)C, CC(=O)OC, CN(C)C, cN=C(C)C

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C=C1CN2C3CC1C1CC4(CC12)C3=Nc1ccccc14

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: Ajmaline-sarpagine alkaloids

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Tryptophan alkaloids

NP Classifier Class: Corynanthe type

NP-Likeness score: 2.672

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Chemical structure download