epalrestat   Click here for help

GtoPdb Ligand ID: 11371

Synonyms: Kinedak® | ONO-2235 | ONO2235
Approved drug
epalrestat is an approved drug
Compound class: Synthetic organic
Comment: Epalrestat (ONO-2235) is an orally active inhibitor of aldose reductase (AR). It was originally developed for potential to treat peripheral nerve (e.g. diabetic) damage [4-5], but was later evaluated for anti-cancer action [1,3,7]. Epalrestat has been shown to inhibit several isozymes of the CYP4 family in vitro , and is most potent at CYP4A11 [8].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 115
Molecular weight 319.03
XLogP 2.12
No. Lipinski's rules broken 0
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Canonical SMILES C/C(=C\c1ccccc1)/C=C/1\SC(=S)N(C1=O)CC(=O)O
Isomeric SMILES C/C(=C\c1ccccc1)/C=C/1\SC(=S)N(C1=O)CC(=O)O
InChI InChI=1S/C15H13NO3S2/c1-10(7-11-5-3-2-4-6-11)8-12-14(19)16(9-13(17)18)15(20)21-12/h2-8H,9H2,1H3,(H,17,18)/b10-7+,12-8-
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes
IUPAC Name Click here for help
2-[(5Z)-5-[(E)-2-methyl-3-phenylprop-2-enylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]acetic acid
International Nonproprietary Names Click here for help
INN number INN
5896 epalrestat
Synonyms Click here for help
Kinedak® | ONO-2235 | ONO2235
Database Links Click here for help
BindingDB Ligand 50049730
CAS Registry No. 82159-09-9 (source: PubChem)
ChEMBL Ligand CHEMBL56337
DrugBank Ligand DB15293
GtoPdb PubChem SID 440816740
PubChem CID 1549120
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