Summary

IMPPAT Phytochemical identifier: IMPHY006701

Phytochemical name: Gelsemine

Synonymous chemical names:
gelsemine

External chemical identifiers:
CID:5390854, ChEMBL:CHEMBL521561, ZINC:ZINC000000033878, FDASRS:5Y13A78Z72, MolPort-006-069-179

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Chemical structure information

SMILES:
C=C[C@]12CN([C@H]3[C@@H]2[C@]2([C@H]4C[C@@H]1[C@@H]3CO4)C(=O)Nc1c2cccc1)C

InChI:
InChI=1S/C20H22N2O2/c1-3-19-10-22(2)16-11-9-24-15(8-13(11)19)20(17(16)19)12-6-4-5-7-14(12)21-18(20)23/h3-7,11,13,15-17H,1,8-10H2,2H3,(H,21,23)/t11-,13+,15+,16+,17-,19-,20-/m0/s1

InChIKey:
NFYYATWFXNPTRM-QJICHLCESA-N

DeepSMILES:
C=C[C@@]CN[C@H][C@@H]5[C@][C@H]C[C@@H]9[C@@H]7CO6))))))C=O)Ncc5cccc6)))))))))))C

Functional groups:
C=CC, CN(C)C, COC, cNC(C)=O

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1Nc2ccccc2C12C1CC3C(CO1)C1NCC3C12

Scaffold Graph/Node level:
OC1NC2CCCCC2C12C1CC3C(CO1)C1NCC3C12

Scaffold Graph level:
CC1CC2CCCCC2C12C1CCC3C(C1)C1CCC3C12

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Alkaloids and derivatives

ClassyFire Class: Gelsemium alkaloids

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Tryptophan alkaloids

NP Classifier Class: Corynanthe type

NP-Likeness score: 2.46

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Chemical structure download