pioglitazone   Click here for help

GtoPdb Ligand ID: 2694

Synonyms: Actos® | Glustin® | pioglitazone HCl | U-72107A
Approved drug
pioglitazone is an approved drug (FDA (1999), EMA (2000))
Compound class: Synthetic organic
Comment: Pioglitazone is a thiazolidinedione class antihyperglycemic drug.
Click here for help
IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: pioglitazone

2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 7
Topological polar surface area 93.59
Molecular weight 356.12
XLogP 2.34
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES CCc1ccc(nc1)CCOc1ccc(cc1)CC1SC(=O)NC1=O
Isomeric SMILES CCc1ccc(nc1)CCOc1ccc(cc1)CC1SC(=O)NC1=O
InChI InChI=1S/C19H20N2O3S/c1-2-13-3-6-15(20-12-13)9-10-24-16-7-4-14(5-8-16)11-17-18(22)21-19(23)25-17/h3-8,12,17H,2,9-11H2,1H3,(H,21,22,23)
InChI Key HYAFETHFCAUJAY-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1999), EMA (2000))
IUPAC Name Click here for help
5-[[4-[2-(5-ethylpyridin-2-yl)ethoxy]phenyl]methyl]-1,3-thiazolidine-2,4-dione
International Nonproprietary Names Click here for help
INN number INN
6343 pioglitazone
Synonyms Click here for help
Actos® | Glustin® | pioglitazone HCl | U-72107A
Database Links Click here for help
BindingDB Ligand 50049240
CAS Registry No. 111025-46-8
ChEBI CHEBI:8228
ChEMBL Ligand CHEMBL595
DrugBank Ligand DB01132
DrugCentral Ligand 2179
GtoPdb PubChem SID 135650829
PubChem CID 4829
Search Google for chemical match using the InChIKey HYAFETHFCAUJAY-UHFFFAOYSA-N
Search Google for chemicals with the same backbone HYAFETHFCAUJAY
Search PubMed clinical trials pioglitazone
Search PubMed titles pioglitazone
Search PubMed titles/abstracts pioglitazone
UniChem Compound Search for chemical match using the InChIKey HYAFETHFCAUJAY-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey HYAFETHFCAUJAY-UHFFFAOYSA-N
Wikipedia Pioglitazone