troglitazone   Click here for help

GtoPdb Ligand ID: 2693

Synonyms: CS-045 | Rezulin®
Approved drug
troglitazone is an approved drug (FDA (1997))
Compound class: Synthetic organic
Comment: Troglitazone is an antidiabetic and anti-inflammatory drug.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 5
Topological polar surface area 110.16
Molecular weight 441.16
XLogP 3.6
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES O=C1NC(=O)C(S1)Cc1ccc(cc1)OCC1(C)CCc2c(O1)c(C)c(c(c2C)O)C
Isomeric SMILES O=C1NC(=O)C(S1)Cc1ccc(cc1)OCC1(C)CCc2c(O1)c(C)c(c(c2C)O)C
InChI InChI=1S/C24H27NO5S/c1-13-14(2)21-18(15(3)20(13)26)9-10-24(4,30-21)12-29-17-7-5-16(6-8-17)11-19-22(27)25-23(28)31-19/h5-8,19,26H,9-12H2,1-4H3,(H,25,27,28)
InChI Key GXPHKUHSUJUWKP-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1997))
Withdrawn drug? Yes
IUPAC Name Click here for help
5-[[4-[(6-hydroxy-2,5,7,8-tetramethylchroman-2-yl)methoxy]phenyl]methyl]-1,3-thiazolidine-2,4-dione
International Nonproprietary Names Click here for help
INN number INN
6851 troglitazone
Synonyms Click here for help
CS-045 | Rezulin®
Database Links Click here for help
BindingDB Ligand 50085045
CAS Registry No. 97322-87-7 (source: ChEBI)
ChEBI CHEBI:9753
ChEMBL Ligand CHEMBL408
DrugBank Ligand DB00197
DrugCentral Ligand 2767
GtoPdb PubChem SID 135651283
PubChem CID 5591
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Wikipedia Troglitazone

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Tocris
Troglitazone
Cat. No. 3114