Summary

IMPPAT Phytochemical identifier: IMPHY000218

Phytochemical name: (1S,16S,19R,21S)-8,16,20,20-tetramethyl-15-oxa-4-azahexacyclo[14.4.1.02,14.03,11.05,10.019,21]henicosa-2(14),3(11),5(10),6,8,12-hexaene

Synonymous chemical names:
bicyclomahanimbicine

External chemical identifiers:
CID:102235879, ZINC:ZINC000206058617

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Chemical structure information

SMILES:
Cc1ccc2c(c1)c1ccc3c(c1[nH]2)[C@H]1[C@H]2[C@](O3)(C)CC[C@H]2C1(C)C

InChI:
InChI=1S/C23H25NO/c1-12-5-7-16-14(11-12)13-6-8-17-18(21(13)24-16)20-19-15(22(20,2)3)9-10-23(19,4)25-17/h5-8,11,15,19-20,24H,9-10H2,1-4H3/t15-,19+,20+,23+/m1/s1

InChIKey:
YNDNDGLKKJXJED-IVYXGSQZSA-N

DeepSMILES:
Ccccccc6)cccccc6[nH]9))[C@H][C@H][C@]O6)C)CC[C@H]5C7C)C

Functional groups:
cOC, c[nH]c

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
c1ccc2c(c1)[nH]c1c3c(ccc12)OC1CCC2CC3C21

Scaffold Graph/Node level:
C1CCC2C(C1)NC1C2CCC2OC3CCC4CC(C43)C21

Scaffold Graph level:
C1CCC2C(C1)CC1C2CCC2CC3CCC4CC(C34)C21

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Organoheterocyclic compounds

ClassyFire Class: Indoles and derivatives

ClassyFire Subclass: Carbazoles

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Tryptophan alkaloids

NP Classifier Class: Carbazole alkaloids

NP-Likeness score: 1.579

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Chemical structure download