mibefradil   Click here for help

GtoPdb Ligand ID: 2522

Synonyms: Posicor® | Ro-405967-001
Approved drug PDB Ligand
mibefradil is an approved drug (FDA (1997))
Compound class: Synthetic organic
Comment: Marketed formulations contained mibefradil dihydrochloride (PubChem CID 60662).
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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 12
Topological polar surface area 67.45
Molecular weight 495.29
XLogP 5.1
No. Lipinski's rules broken 2
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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
1. Jiménez C, Bourinet E, Leuranguer V, Richard S, Snutch TP, Nargeot J. (2000)
Determinants of voltage-dependent inactivation affect Mibefradil block of calcium channels.
Neuropharmacology, 39 (1): 1-10. [PMID:10665814]
2. Martin RL, Lee JH, Cribbs LL, Perez-Reyes E, Hanck DA. (2000)
Mibefradil block of cloned T-type calcium channels.
J Pharmacol Exp Ther, 295 (1): 302-8. [PMID:10991994]
3. Strünker T, Goodwin N, Brenker C, Kashikar ND, Weyand I, Seifert R, Kaupp UB. (2011)
The CatSper channel mediates progesterone-induced Ca2+ influx in human sperm.
Nature, 471 (7338): 382-6. [PMID:21412338]