Summary

IMPPAT Phytochemical identifier: IMPHY002297

Phytochemical name: (1R,11R,12R,13R,14Z,19S,21S)-11-hydroxy-14-(2-hydroxyethylidene)-8,16-diazahexacyclo[11.5.2.11,8.02,7.016,19.012,21]henicosa-2,4,6-trien-9-one

Synonymous chemical names:
protostrychnine

External chemical identifiers:
CID:101282059

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Chemical structure information

SMILES:
OC/C=C/1CN2CC[C@@]34[C@@H]2C[C@@H]1[C@H]1[C@H](O)CC(=O)N([C@H]31)c1c4cccc1

InChI:
InChI=1S/C21H24N2O3/c24-8-5-12-11-22-7-6-21-14-3-1-2-4-15(14)23-18(26)10-16(25)19(20(21)23)13(12)9-17(21)22/h1-5,13,16-17,19-20,24-25H,6-11H2/b12-5+/t13-,16+,17-,19-,20-,21+/m0/s1

InChIKey:
UBCAPJGELHAUQV-XIQBLHLHSA-N

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

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

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C=C1CN2CCC34c5ccccc5N5C(=O)CCC(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: Strychnos type

NP-Likeness score: 2.766

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Chemical structure download