Summary

IMPPAT Phytochemical identifier: IMPHY014414

Phytochemical name: [(1S,2R,3S,5S,6S,16E,18E,20R,21S)-11-chloro-21-hydroxy-12,15,20-trimethoxy-2,5,16-trimethyl-8,23-dioxo-4,24-dioxa-9,22-diazatetracyclo[19.3.1.110,14.03,5]hexacosa-10,12,14(26),16,18-pentaen-6-yl] (2S)

Synonymous chemical names:
nortrewiasine

External chemical identifiers:
CID:44559317, ChEMBL:CHEMBL447805

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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)Nc3cc1cc(c3Cl)OC)OC(=O)[C@@H](N(C(=O)C(C)C)C)C)(C)O2)C)/C

InChI:
InChI=1S/C36H50ClN3O11/c1-18(2)32(42)40(7)21(5)33(43)50-27-16-28(41)38-23-14-22(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,38,41)(H,39,44)/b13-11+,19-12+/t20-,21+,25+,26-,27+,30?,31+,35+,36+/m1/s1

InChIKey:
PZDXJLHGUHZVRF-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%21ccc6Cl))OC))))))))))OC=O)[C@@H]NC=O)CC)C)))C))C)))))C)O3)))C)))))))))))/C

Functional groups:
C/C(C)=C/C=C/C, CC(=O)N(C)C, COC, COC(C)=O, C[C@@]1(C)O[C@H]1C, C[C@@]1(O)CCOC(=O)N1, cCl, cNC(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: 2.131

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Chemical structure download