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
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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)
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
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
Search Google for chemical match using the InChIKey IRNJSRAGRIZIHD-UHFFFAOYSA-N
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UniChem Compound Search for chemical match using the InChIKey IRNJSRAGRIZIHD-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey IRNJSRAGRIZIHD-UHFFFAOYSA-N