Summary

IMPPAT Phytochemical identifier: IMPHY006775

Phytochemical name: (1S,10R,12S,15S,16R,17S)-15-ethenyl-13-methyl-19-oxa-3,13-diazahexacyclo[14.3.1.02,10.04,9.010,15.012,17]icosa-2,4,6,8-tetraene

Synonymous chemical names:
(+) koumine, (+)-koumine, (+)koumine, koumine

External chemical identifiers:
CID:131954646

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Chemical structure information

SMILES:
C=C[C@]12CN(C)[C@@H]3[C@@H]4[C@H]1C[C@@H](C1=Nc5c([C@@]21C3)cccc5)OC4

InChI:
InChI=1S/C20H22N2O/c1-3-19-11-22(2)16-9-20(19)13-6-4-5-7-15(13)21-18(20)17-8-14(19)12(16)10-23-17/h3-7,12,14,16-17H,1,8-11H2,2H3/t12-,14+,16-,17-,19-,20+/m0/s1

InChIKey:
VTLYEMHGPMGUOT-KPVUZNDZSA-N

DeepSMILES:
C=C[C@]CNC)[C@@H][C@@H][C@H]6C[C@@H]C=Ncc[C@@]%135C%11))cccc6))))))))OC6

Functional groups:
C=CC, CN(C)C, COC, cN=C(C)C

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
c1ccc2c(c1)N=C1C3CC4C(CO3)C3CC12C4CN3

Scaffold Graph/Node level:
C1CCC2C(C1)NC1C3CC4C(CO3)C3CC21C4CN3

Scaffold Graph level:
C1CCC2C(C1)CC1C3CCC4C5CCC(C4C3)C21C5

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Organoheterocyclic compounds

ClassyFire Class: Indoles and derivatives

ClassyFire Subclass: Indoles

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Tryptophan alkaloids

NP Classifier Class: Corynanthe type

NP-Likeness score: 2.565

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Chemical structure download