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).
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2D Structure
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Physico-chemical Properties
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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
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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)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1999), EMA (2000))
Withdrawn drug? Yes
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
7662 rosiglitazone
Synonyms Click here for help
Avandia® | rosiglizole
Database Links Click here for help
Specialist databases
GPCRdb Ligand rosiglitazone
Other databases
BindingDB Ligand 28681
CAS Registry No. 122320-73-4 (source: ChEBI)
DrugBank Ligand DB00412
DrugCentral Ligand 2405
GtoPdb PubChem SID 135650927
PubChem CID 77999
Search Google for chemical match using the InChIKey YASAKCUCGLMORW-UHFFFAOYSA-N
Search Google for chemicals with the same backbone YASAKCUCGLMORW
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SynPHARM 79481 (in complex with Peroxisome proliferator-activated receptor-γ)
6357 (in complex with Peroxisome proliferator-activated receptor-γ)
UniChem Compound Search for chemical match using the InChIKey YASAKCUCGLMORW-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey YASAKCUCGLMORW-UHFFFAOYSA-N
Wikipedia Rosiglitazone

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Rosiglitazone (links to external site)
Cat. No. 5325