mibefradil   

GtoPdb Ligand ID: 2522

Synonyms: Posicor® | Ro-405967-001
mibefradil is an approved drug (FDA (1997))
Compound class: Synthetic organic
Comment: Marketed formulations contained mibefradil dihydrochloride (PubChem CID 60662).
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 5
Hydrogen bond donors 1
Rotatable bonds 12
Topological polar surface area 67.45
Molecular weight 495.29
XLogP 5.1
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
Canonical SMILES COCC(=O)OC1(CCN(CCCc2nc3c([nH]2)cccc3)C)CCc2c(C1C(C)C)ccc(c2)F
Isomeric SMILES COCC(=O)O[C@]1(CCN(CCCc2nc3c([nH]2)cccc3)C)CCc2c([C@@H]1C(C)C)ccc(c2)F
InChI InChI=1S/C29H38FN3O3/c1-20(2)28-23-12-11-22(30)18-21(23)13-14-29(28,36-27(34)19-35-4)15-17-33(3)16-7-10-26-31-24-8-5-6-9-25(24)32-26/h5-6,8-9,11-12,18,20,28H,7,10,13-17,19H2,1-4H3,(H,31,32)/t28-,29-/m0/s1
InChI Key HBNPJJILLOYFJU-VMPREFPWSA-N
No information available.
Summary of Clinical Use
This drug was approved to treat hypertension and chronic angina pectoris, but was withdrawn after only one year due to the risk of potentially fatal effects caused by interaction with other drugs.
Mechanism Of Action and Pharmacodynamic Effects
Mibefradil is a nonselective calcium channel blocker.