Summary

IMPPAT Phytochemical identifier: IMPHY002706

Phytochemical name: methyl (1R,10S,12R,13E,17S,18R,19R)-13-ethylidene-17-hydroxy-16-oxa-8,15-diazahexacyclo[10.6.1.01,9.02,7.010,15.014,18]nonadeca-2,4,6,8-tetraene-19-carboxylate

Synonymous chemical names:
nareline

External chemical identifiers:
CID:101324838

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Chemical structure information

SMILES:
COC(=O)[C@@H]1[C@H]2C[C@H]3C4=Nc5c([C@@]14[C@@H]1C(/C/2=C/C)N3O[C@@H]1O)cccc5

InChI:
InChI=1S/C20H20N2O4/c1-3-9-10-8-13-17-20(14(10)18(23)25-2,11-6-4-5-7-12(11)21-17)15-16(9)22(13)26-19(15)24/h3-7,10,13-16,19,24H,8H2,1-2H3/b9-3+/t10-,13-,14-,15+,16?,19-,20-/m0/s1

InChIKey:
RTKCXWGAPBPXSB-QXMSMGTMSA-N

DeepSMILES:
COC=O)[C@@H][C@H]C[C@H]C=Ncc[C@@]95[C@@H]C/C/%11=C/C)))N9O[C@@H]5O)))))))cccc6

Functional groups:
C/C=C(/C)C, CN1CC[C@@H](O)O1, COC(C)=O, cN=C(C)C

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C=C1C2CC3C4=Nc5ccccc5C4(C2)C2CON3C12

Scaffold Graph/Node level:
CC1C2CC3C4NC5CCCCC5C4(C2)C2CON3C12

Scaffold Graph level:
CC1C2CC3C4CCC(C14)C1(C2)C2CCCCC2CC31

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Organoheterocyclic compounds

ClassyFire Class: Indoles and derivatives

ClassyFire Subclass: Indoles

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Tryptophan alkaloids

NP Classifier Class: Corynanthe type

NP-Likeness score: 2.14

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Chemical structure download