rosiglitazone   Click here for help

GtoPdb Ligand ID: 1056

Synonyms: Avandia® | rosiglizole
Approved drug
rosiglitazone is an approved drug (FDA (1999), EMA (2000))
Compound class: Synthetic organic
Comment: Marketed formulations may contain rosiglitazone maleate (PubChem CID 5281055).
Click here for help
IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: rosiglitazone

2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 5
Hydrogen bond donors 1
Rotatable bonds 7
Topological polar surface area 96.83
Molecular weight 357.11
XLogP 2.44
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES O=C1NC(=O)C(S1)Cc1ccc(cc1)OCCN(c1ccccn1)C
Isomeric SMILES O=C1NC(=O)C(S1)Cc1ccc(cc1)OCCN(c1ccccn1)C
InChI InChI=1S/C18H19N3O3S/c1-21(16-4-2-3-9-19-16)10-11-24-14-7-5-13(6-8-14)12-15-17(22)20-18(23)25-15/h2-9,15H,10-12H2,1H3,(H,20,22,23)
InChI Key YASAKCUCGLMORW-UHFFFAOYSA-N
Download 2D Structure Click here for help
Canonical SMILES Download
Isomeric SMILES Download
InChI standard identifier Download
InChI standard key Download

Molecular structure representations generated using Open Babel