Summary

IMPPAT Phytochemical identifier: IMPHY010181

Phytochemical name: (8E,22Z)-4-hydroxy-2-oxa-11,16,20-triazatricyclo[22.2.2.13,7]nonacosa-1(26),3,5,7(29),8,22,24,27-octaene-10,21-dione

Synonymous chemical names:
cadabicine

External chemical identifiers:
CID:100921101, ZINC:ZINC000053598552

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Chemical structure information

SMILES:
O=C1NCCCCNCCCNC(=O)/C=Cc2ccc(Oc3cc(/C=C/1)ccc3O)cc2

InChI:
InChI=1S/C25H29N3O4/c29-22-11-6-20-8-13-25(31)27-16-2-1-14-26-15-3-17-28-24(30)12-7-19-4-9-21(10-5-19)32-23(22)18-20/h4-13,18,26,29H,1-3,14-17H2,(H,27,31)(H,28,30)/b12-7-,13-8+

InChIKey:
QBKGCCSZLPZTIE-HAKHBUOSSA-N

DeepSMILES:
O=CNCCCCNCCCNC=O)/C=CccccOccc/C=C/%24))ccc6O))))))))cc6

Functional groups:
CNC, c/C=C/C(=O)NC, c/C=CC(=O)NC, cO, cOc

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1C=Cc2cccc(c2)Oc2ccc(cc2)C=CC(=O)NCCCNCCCCN1

Scaffold Graph/Node level:
OC1CCC2CCC(CC2)OC2CCCC(CCC(O)NCCCCNCCCN1)C2

Scaffold Graph level:
CC1CCCCCCCCCCC(C)CCC2CCCC(C2)CC2CCC(CC1)CC2

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Phenylpropanoids and polyketides

ClassyFire Class: Macrolactams

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Ornithine alkaloids

NP Classifier Class: Polyamines

NP-Likeness score: 1.752

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Chemical structure download