bepridil   Click here for help

GtoPdb Ligand ID: 2337

Synonyms: CERM-1978 | Vascor®
Approved drug
bepridil is an approved drug (FDA (1990))
Compound class: Synthetic organic
Comment: The drug bepridil is a racemic mixture of two enantiomers for the 2R as CID 16048570 and 2S as CID 445143. The structure shown here represents the mixture.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 0
Rotatable bonds 10
Topological polar surface area 15.71
Molecular weight 366.27
XLogP 5.22
No. Lipinski's rules broken 1
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Canonical SMILES CC(COCC(N1CCCC1)CN(c1ccccc1)Cc1ccccc1)C
Isomeric SMILES CC(COCC(N1CCCC1)CN(c1ccccc1)Cc1ccccc1)C
InChI InChI=1S/C24H34N2O/c1-21(2)19-27-20-24(25-15-9-10-16-25)18-26(23-13-7-4-8-14-23)17-22-11-5-3-6-12-22/h3-8,11-14,21,24H,9-10,15-20H2,1-2H3
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Summary of Clinical Use Click here for help
Was used to treat hypertension and angina as it induces vasodilation, especially of the coronary vasculature. However, use of this drug was discontinued in the US due to it causing ventricular arrhythmias.
A recent report of in vitro investigations suggests that bepridil may provide a multifactorial therapeutic modality for Alzheimer's disease by different mechanisms of action [1].
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Bepridil inhibits the transmembrane influx of calcium ions into cardiac and vascular smooth muscle cells by acting as an antagonist of calmodulin. However, we have been unable to find affinity data for this drug (at the human target) to substantiate this MMOA.