mitoglitazone   Click here for help

GtoPdb Ligand ID: 11303

Synonyms: MSDC-0160 | MSDC0160
Compound class: Synthetic organic
Comment: Mitoglitazone is a thiazolidinedione class compound. that was developed for the treatment of non-insulin-dependent diabetes mellitus [4]. It acts as an insulin sensitizer and modulates mitochondrial pyruvate transport by the mitochondrial pyruvate carrier [2-3]. Structurally it is an analogue of the approved antidiabetes drug pioglitazone.
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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 110.66
Molecular weight 370.1
XLogP 1.83
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CCc1ccc(nc1)C(=O)COc1ccc(cc1)CC1SC(=O)NC1=O
Isomeric SMILES CCc1ccc(nc1)C(=O)COc1ccc(cc1)CC1SC(=O)NC1=O
InChI InChI=1S/C19H18N2O4S/c1-2-12-5-8-15(20-10-12)16(22)11-25-14-6-3-13(4-7-14)9-17-18(23)21-19(24)26-17/h3-8,10,17H,2,9,11H2,1H3,(H,21,23,24)
InChI Key IRNJSRAGRIZIHD-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
5-[[4-[2-(5-ethylpyridin-2-yl)-2-oxoethoxy]phenyl]methyl]-1,3-thiazolidine-2,4-dione
Synonyms Click here for help
MSDC-0160 | MSDC0160
Database Links Click here for help
BindingDB Ligand 228129
ChEMBL Ligand CHEMBL146624
DrugBank Ligand DB11721
GtoPdb PubChem SID 434321738
PubChem CID 10429242
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