Summary

IMPPAT Phytochemical identifier: IMPPAT3_PHYID016069

Phytochemical name: (4aR,5aS,6R,8aS,13aS,15aS,15bR)-10,11-dimethoxy-6-oxido-4a,5,5a,7,8,13a,15,15a,15b,16-decahydro-2H-4,6-methanoindolo[3,2,1-ij]oxepino[2,3,4-de]pyrrolo[2,3-h]quinolin-6-ium-14-one

Synonymous chemical names:
brucine-n-oxide, brucine n-oxide, n-oxide of brucine

External chemical identifiers:
CID:CID_21123938, ZINC:ZINC000253687000, SureChEMBL:SCHEMBL15348565

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Chemical structure information

SMILES:
COc1cc2c(cc1OC)N1[C@@H]3[C@@]42CC[N@@+]2([C@H]4C[C@@H]4[C@H]3[C@H](CC1=O)OCC=C4C2)[O-]

InChI:
InChI=1S/C23H26N2O5/c1-28-16-8-14-15(9-17(16)29-2)24-20(26)10-18-21-13-7-19-23(14,22(21)24)4-5-25(19,27)11-12(13)3-6-30-18/h3,8-9,13,18-19,21-22H,4-7,10-11H2,1-2H3/t13-,18-,19-,21-,22-,23+,25+/m0/s1

InChIKey:
HHHQMKWPZAYIAE-WAIXHZNCSA-N

DeepSMILES:
COcccccc6OC))))N[C@@H][C@]5CC[N@@+][C@H]5C[C@@H][C@H]9[C@H]CC%13=O)))OCC=C7C%11))))))))))[O-]

Functional groups:
cOC, cN(C)C(=O)C, C[N@@+]([O-])(C)C, COC, CC=C(C)C

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1CC2OCC=C3C[NH+]4CCC56c7ccccc7N1C5C2C3CC46

Scaffold Graph/Node level:
OC1CC2OCCC3CN4CCC56C7CCCCC7N1C5C2C3CC46

Scaffold Graph level:
CC1CC2CCCC3CC4CCC56C4CC3C2C5C1C1CCCCC16

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Alkaloids and derivatives

ClassyFire Class: Strychnos alkaloids

NP-Likeness score: 2.949

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Chemical structure download