Summary

IMPPAT Phytochemical identifier: IMPHY002112

Phytochemical name: Voacamine

Synonymous chemical names:
voacamine

External chemical identifiers:
CID:11953931

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Chemical structure information

SMILES:
COC(=O)C1[C@H]2C[C@H](c3cc4[nH]c5c(c4cc3OC)CCN3[C@@H]4[C@]5(C[C@H](C[C@@H]4CC)C3)C(=O)OC)c3c(C[C@H]1N(C/C/2=C/C)C)c1ccccc1[nH]3

InChI:
InChI=1S/C43H52N4O5/c1-7-24-15-23-20-43(42(49)52-6)39-27(13-14-47(21-23)40(24)43)29-19-36(50-4)30(17-34(29)45-39)31-16-28-25(8-2)22-46(3)35(37(28)41(48)51-5)18-32-26-11-9-10-12-33(26)44-38(31)32/h8-12,17,19,23-24,28,31,35,37,40,44-45H,7,13-16,18,20-22H2,1-6H3/b25-8-/t23-,24-,28-,31+,35+,37?,40-,43+/m0/s1

InChIKey:
VCMIRXRRQJNZJT-XRMSBCOFSA-N

DeepSMILES:
COC=O)C[C@H]C[C@H]ccc[nH]ccc5cc9OC)))))CCN[C@@H][C@]7C[C@H]C[C@@H]6CC))))C6)))C=O)OC))))))))))))))ccC[C@H]8NC/C/%10=C/C))))C))))cccccc6[nH]9

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

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C=C1CNC2Cc3c([nH]c4ccccc34)C(c3ccc4c5c([nH]c4c3)C3CC4CCC3N(CC5)C4)CC1C2

Scaffold Graph/Node level:
CC1CNC2CC1CC(C1CCC3C(C1)NC1C3CCN3CC4CCC3C1C4)C1NC3CCCCC3C1C2

Scaffold Graph level:
CC1CCC2CC1CC(C1CCC3C(C1)CC1C3CCC3CC4CCC3C1C4)C1CC3CCCCC3C1C2

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Alkaloids and derivatives

ClassyFire Class: Ibogan-type alkaloids

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Tryptophan alkaloids

NP Classifier Class: Iboga type

NP-Likeness score: 1.671

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Chemical structure download