Summary

IMPPAT Phytochemical identifier: IMPHY010227

Phytochemical name: Demethyltrewiasine

Synonymous chemical names:
demethyltrewiasine

External chemical identifiers:
CID:44559312, ChEMBL:CHEMBL452377

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Chemical structure information

SMILES:
COC1/C(=C/C=C/[C@@H](OC)[C@]2(O)NC(=O)O[C@@H](C2)[C@H]([C@H]2[C@@]([C@H](CC(=O)N(c3cc1cc(OC)c3Cl)C)OC(=O)[C@@H](NC(=O)C(C)C)C)(C)O2)C)/C

InChI:
InChI=1S/C36H50ClN3O11/c1-18(2)32(42)38-21(5)33(43)50-27-16-28(41)40(7)23-14-22(15-24(46-8)29(23)37)30(48-10)19(3)12-11-13-26(47-9)36(45)17-25(49-34(44)39-36)20(4)31-35(27,6)51-31/h11-15,18,20-21,25-27,30-31,45H,16-17H2,1-10H3,(H,38,42)(H,39,44)/b13-11+,19-12+/t20-,21+,25+,26-,27+,30?,31+,35+,36+/m1/s1

InChIKey:
ZOEMEKDIPYTCFY-CLIJUWRQSA-N

DeepSMILES:
COC/C=C/C=C/[C@@H]OC))[C@]O)NC=O)O[C@@H]C6)[C@H][C@H][C@@][C@H]CC=O)Nccc%21ccOC))c6Cl)))))))C))))OC=O)[C@@H]NC=O)CC)C))))C)))))C)O3)))C)))))))))))/C

Functional groups:
C/C(C)=C/C=C/C, CC(=O)NC, COC, COC(C)=O, C[C@@]1(C)O[C@H]1C, C[C@@]1(O)CCOC(=O)N1, cCl, cN(C)C(C)=O, cOC

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1CCC2OC2CC2CC(CC=CC=CCc3cccc(c3)N1)NC(=O)O2

Scaffold Graph/Node level:
OC1CCC2OC2CC2CC(CCCCCCC3CCCC(C3)N1)NC(O)O2

Scaffold Graph level:
CC1CCC2CC2CC2CC(C)CC(CCCCCCC3CCCC(C1)C3)C2

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Phenylpropanoids and polyketides

ClassyFire Class: Macrolactams

NP Classifier Biosynthetic pathway: Polyketides

NP Classifier Superclass: Macrolides

NP Classifier Class: Ansa macrolides

NP-Likeness score: 1.985

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Chemical structure download