Summary

IMPPAT Phytochemical identifier: IMPHY006697

Phytochemical name: (1S)-7-hydroxy-21-methyl-3,13,21-triazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4(9),5,7,15,17,19-heptaen-14-one

Synonymous chemical names:
evodiamine, hydroxy, hydroxyevodiamine

External chemical identifiers:
CID:71307457, ZINC:ZINC000087493235

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Chemical structure information

SMILES:
Oc1ccc2c(c1)c1CCN3[C@@H](c1[nH]2)N(C)c1c(C3=O)cccc1

InChI:
InChI=1S/C19H17N3O2/c1-21-16-5-3-2-4-13(16)19(24)22-9-8-12-14-10-11(23)6-7-15(14)20-17(12)18(21)22/h2-7,10,18,20,23H,8-9H2,1H3/t18-/m0/s1

InChIKey:
XYSMNZWLVJYABK-SFHVURJKSA-N

DeepSMILES:
Occcccc6)cCCN[C@@H]c6[nH]9))NC)ccC6=O))cccc6

Functional groups:
cO, c[C@H]1N(C)ccC(=O)N1C, c[nH]c

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1c2ccccc2NC2c3[nH]c4ccccc4c3CCN12

Scaffold Graph/Node level:
OC1C2CCCCC2NC2C3NC4CCCCC4C3CCN12

Scaffold Graph level:
CC1C2CCCCC2CC2C1CCC1C3CCCCC3CC12

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Organoheterocyclic compounds

ClassyFire Class: Indoles and derivatives

ClassyFire Subclass: Pyridoindoles

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Anthranilic acid alkaloids

NP Classifier Class: Benzodiazepine alkaloids

NP-Likeness score: 0.42

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Chemical structure download