Summary

IMPPAT Phytochemical identifier: IMPPAT3_PHYID016073

Phytochemical name: (10S,22R,23R,24S)-4-methyl-9-oxa-4,13-diazahexacyclo[11.6.5.01,24.06,22.010,23.014,19]tetracosa-6,14,16,18-tetraene-12,20-dione

Synonymous chemical names:
(10S,22R,23R,24S)-4-methyl-9-oxa-4,13-diazahexacyclo[11.6.5.01,24.06,22.010,23.014,19]tetracosa-6,14,16,18-tetraene-12,20-dione, icajine

External chemical identifiers:
CID:CID_3083907, ChEMBL:CHEMBL2164624, ChEBI:CHEBI:132668, ZINC:ZINC000001716562, SureChEMBL:SCHEMBL1445138

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Chemical structure information

SMILES:
CN1CC[C@]23C(=O)C[C@H]4C(=CCO[C@@H]5[C@H]4[C@@H]3N(c3c2cccc3)C(=O)C5)C1

InChI:
InChI=1S/C22H24N2O3/c1-23-8-7-22-15-4-2-3-5-16(15)24-19(26)11-17-20(21(22)24)14(10-18(22)25)13(12-23)6-9-27-17/h2-6,14,17,20-21H,7-12H2,1H3/t14-,17-,20-,21-,22+/m0/s1

InChIKey:
RNZRHJNFQWMXHB-ZXXLSYNSSA-N

DeepSMILES:
CNCC[C@@]C=O)C[C@H]C=CCO[C@@H][C@H]7[C@@H]%11Ncc%14cccc6))))))C=O)C6)))))))))C9

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

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1CC2OCC=C3CNCCC45C(=O)CC3C2C4N1c1ccccc15

Scaffold Graph/Node level:
OC1CC2OCCC3CNCCC45C(O)CC3C2C4N1C1CCCCC15

Scaffold Graph level:
CC1CC2CCCC3CCCCC45C(C)CC3C2C4C1C1CCCCC15

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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: Aspidosperma-Iboga hybrid type (Vinca alkaloids)

NP-Likeness score: 2.48

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Chemical structure download