Summary

IMPPAT Phytochemical identifier: IMPHY002140

Phytochemical name: 1-[(12S,13R,14R,19R,21S)-14-hydroxy-15-oxa-1,11-diazahexacyclo[16.3.1.04,12.04,21.05,10.013,19]docosa-5,7,9,17-tetraen-11-yl]ethanone

Synonymous chemical names:
diaboline

External chemical identifiers:
CID:101667973

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Chemical structure information

SMILES:
O[C@@H]1OCC=C2[C@H]3[C@@H]1[C@@H]1N(C(=O)C)c4c(C51[C@H](C3)N(C2)CC5)cccc4

InChI:
InChI=1S/C21H24N2O3/c1-12(24)23-16-5-3-2-4-15(16)21-7-8-22-11-13-6-9-26-20(25)18(19(21)23)14(13)10-17(21)22/h2-6,14,17-20,25H,7-11H2,1H3/t14-,17-,18+,19-,20+,21?/m0/s1

InChIKey:
QSDMAJZSSDNJPO-BEADDXDSSA-N

DeepSMILES:
O[C@@H]OCC=C[C@H][C@@H]7[C@@H]NC=O)C))ccC5[C@H]C9)NC%11)CC5)))))cccc6

Functional groups:
CC=C(C)C, CN(C)C, CO[C@H](C)O, cN(C)C(C)=O

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C1=C2CN3CCC45c6ccccc6NC4C(COC1)C2CC35

Scaffold Graph/Node level:
C1CCC2C(C1)NC1C3COCCC4CN5CCC21C5CC43

Scaffold Graph level:
C1CCC2C3CC4C(CCC45C4CCCCC4CC25)CC3C1

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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: Corynanthe type, Strychnos type

NP-Likeness score: 2.525

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Chemical structure download