Summary

IMPPAT Phytochemical identifier: IMPHY011369

Phytochemical name: Trewiasine

Synonymous chemical names:
trewiasine

External chemical identifiers:
CID:21638449, ChEMBL:CHEMBL506955, SureChEMBL:SCHEMBL2228849

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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](N(C(=O)C(C)C)C)C)(C)O2)C)/C

InChI:
InChI=1S/C37H52ClN3O11/c1-19(2)33(43)40(7)22(5)34(44)51-28-17-29(42)41(8)24-15-23(16-25(47-9)30(24)38)31(49-11)20(3)13-12-14-27(48-10)37(46)18-26(50-35(45)39-37)21(4)32-36(28,6)52-32/h12-16,19,21-22,26-28,31-32,46H,17-18H2,1-11H3,(H,39,45)/b14-12+,20-13+/t21-,22+,26+,27-,28+,31?,32+,36+,37+/m1/s1

InChIKey:
GNTFDQQBHGBGMN-LZRKRAQISA-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)))))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, 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: 2.124

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Chemical structure download