Summary

IMPPAT Phytochemical identifier: IMPHY011952

Phytochemical name: 19-epi-Ajmalicine

Synonymous chemical names:
19-epiajmalicine

External chemical identifiers:
CID:179460, ChEMBL:CHEMBL2079609, ChEBI:801, ZINC:ZINC000053147421, SureChEMBL:SCHEMBL17088321, MolPort-035-705-640

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Chemical structure information

SMILES:
COC(=O)C1=CO[C@@H]([C@@H]2[C@@H]1C[C@@H]1N(C2)CCc2c1[nH]c1c2cccc1)C

InChI:
InChI=1S/C21H24N2O3/c1-12-16-10-23-8-7-14-13-5-3-4-6-18(13)22-20(14)19(23)9-15(16)17(11-26-12)21(24)25-2/h3-6,11-12,15-16,19,22H,7-10H2,1-2H3/t12-,15+,16-,19+/m1/s1

InChIKey:
GRTOGORTSDXSFK-XIEZEKGWSA-N

DeepSMILES:
COC=O)C=CO[C@@H][C@@H][C@@H]6C[C@@H]NC6)CCcc6[nH]cc5cccc6))))))))))))))))C

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

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C1=CC2CC3c4[nH]c5ccccc5c4CCN3CC2CO1

Scaffold Graph/Node level:
C1CCC2C(C1)NC1C2CCN2CC3COCCC3CC12

Scaffold Graph level:
C1CCC2CC3C(CCC4C5CCCCC5CC34)CC2C1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Alkaloids and derivatives

ClassyFire Class: Yohimbine alkaloids

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Tryptophan alkaloids

NP Classifier Class: Corynanthe type, Yohimbine-like alkaloids

NP-Likeness score: 1.406

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Chemical structure download