Summary

IMPPAT Phytochemical identifier: IMPHY006756

Phytochemical name: (1R,13S,14Z,19S,21S)-14-(2-hydroxyethylidene)-4,5-dimethoxy-8,16-diazahexacyclo[11.5.2.11,8.02,7.016,19.012,21]henicosa-2,4,6,11-tetraen-9-one

Synonymous chemical names:
isobrucine

External chemical identifiers:
CID:101532796

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Chemical structure information

SMILES:
OC/C=C/1CN2CC[C@@]34[C@@H]2C[C@@H]1C1=CCC(=O)N([C@H]31)c1c4cc(c(c1)OC)OC

InChI:
InChI=1S/C23H26N2O4/c1-28-18-10-16-17(11-19(18)29-2)25-21(27)4-3-14-15-9-20-23(16,22(14)25)6-7-24(20)12-13(15)5-8-26/h3,5,10-11,15,20,22,26H,4,6-9,12H2,1-2H3/b13-5+/t15-,20-,22-,23+/m0/s1

InChIKey:
XTGYWZXUYFAABL-LFKRQCONSA-N

DeepSMILES:
OC/C=CCNCC[C@@][C@@H]5C[C@@H]9C=CCC=O)N[C@H]%106)cc%11cccc6)OC)))OC

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

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C=C1CN2CCC34c5ccccc5N5C(=O)CC=C(C1CC23)C54

Scaffold Graph/Node level:
CC1CN2CCC34C5CCCCC5N5C(O)CCC(C1CC23)C54

Scaffold Graph level:
CC1CC2CCC34C2CC1C1CCC(C)C(C2CCCCC23)C14

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Alkaloids and derivatives

ClassyFire Class: Strychnos alkaloids

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Tryptophan alkaloids

NP Classifier Class: Aspidosperma-Iboga hybrid type (Vinca alkaloids), Strychnos type

NP-Likeness score: 2.621

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Chemical structure download