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
Selectivity at ion channels
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
Cav3.2 Hs Channel blocker Antagonist 5.9 – 7.2 pIC50 - 2
pIC50 5.9 – 7.2 (IC50 1.1x10-6 – 6.9x10-8 M) [2]
Voltage: -110.0 – -80.0 mV
Cav2.1 Rn Gating inhibitor - 6.5 pIC50 - 1
pIC50 6.5 [1]
Voltage: -100.0 mV
Cav2.3 Rn Gating inhibitor - 6.4 pIC50 - 1
pIC50 6.4 [1]
Voltage: -100.0 mV
Cav3.1 Hs Channel blocker Antagonist 6.0 – 6.6 pIC50 - 2
pIC50 6.0 – 6.6 (IC50 1x10-6 – 2.7x10-7 M) [2]
Voltage: -110.0 – -100.0 mV
Cav3.3 Hs Channel blocker Antagonist 5.8 pIC50 - 2
pIC50 5.8 (IC50 1.5x10-6 M) [2]
Voltage: -110.0 mV
Cav1.2 Hs Channel blocker Antagonist 4.9 pIC50 - 2
pIC50 4.9 [2]
Voltage: -110.0 mV
CatSper1 Hs Channel blocker Inhibition 4.4 – 4.5 pIC50 - 3
pIC50 4.4 – 4.5 (IC50 4x10-5 – 3x10-5 M) [3]
Description: Patch clamp electrophysiology, kinetic rapid mixing fluometry
CatSper2 Hs Channel blocker Inhibition 4.4 – 4.5 pIC50 - 3
pIC50 4.4 – 4.5 (IC50 4x10-5 – 3x10-5 M) [3]
Description: Patch clamp electrophysiology and kinetic rapid mixing fluometry.
CatSper3 Hs Channel blocker Inhibition 4.4 – 4.5 pIC50 - 3
pIC50 4.4 – 4.5 (IC50 4x10-5 – 3x10-5 M) [3]
Description: Patch clamp electrophysiology, kinetic rapid mixing fluometry.
CatSper4 Hs Channel blocker Inhibition 4.4 – 4.5 pIC50 - 3
pIC50 4.4 – 4.5 (IC50 4x10-5 – 3x10-5 M) [3]
Description: Patch clamp electrophysiology, kinetic rapid mixing fluometry.
CaCC Hs Channel blocker - - - -
VRAC Hs Channel blocker - - - -