Summary

IMPPAT Phytochemical identifier: IMPHY014740

Phytochemical name: methyl (1S,12S,14S,15Z)-15-ethylidene-13-(hydroxymethyl)-3,17-diazapentacyclo[12.3.1.02,10.04,9.012,17]octadeca-2(10),4,6,8-tetraene-13-carboxylate

Synonymous chemical names:
19(z)-akuammidine, 19-(z)-akuammidine

External chemical identifiers:
CID:44583830, ChEMBL:CHEMBL498115

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Chemical structure information

SMILES:
C/C=C/1CN2[C@H]3C[C@@H]1C([C@@H]2Cc1c3[nH]c2c1cccc2)(CO)C(=O)OC

InChI:
InChI=1S/C21H24N2O3/c1-3-12-10-23-17-9-15(12)21(11-24,20(25)26-2)18(23)8-14-13-6-4-5-7-16(13)22-19(14)17/h3-7,15,17-18,22,24H,8-11H2,1-2H3/b12-3+/t15-,17-,18-,21?/m0/s1

InChIKey:
RCEFXZXHYFOPIE-YCJKXZONSA-N

DeepSMILES:
C/C=CCN[C@H]C[C@@H]6C[C@@H]6Ccc8[nH]cc5cccc6)))))))))))CO))C=O)OC

Functional groups:
C/C=C(C)C, CN(C)C, CO, COC(C)=O, c[nH]c

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C=C1CN2C3Cc4c([nH]c5ccccc45)C2CC1C3

Scaffold Graph/Node level:
CC1CN2C3CC1CC2C1NC2CCCCC2C1C3

Scaffold Graph level:
CC1CC2C3CC1CC2C1CC2CCCCC2C1C3

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Alkaloids and derivatives

ClassyFire Class: Macroline alkaloids

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Tryptophan alkaloids

NP Classifier Class: Corynanthe type

NP-Likeness score: 2.102

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Chemical structure download