Molecule Details
| InChIKey | HBNPJJILLOYFJU-VMPREFPWSA-N |
|---|---|
| Compound Name | Mibefradil |
| Canonical SMILES | COCC(=O)O[C@]1(CCN(C)CCCc2nc3ccccc3[nH]2)CCc2cc(F)ccc2[C@@H]1C(C)C |
| Clinical Status | Data-mined Candidate |
| Targets (Human+Pathogen) | 21 |
| Pfam Stratification | Cross-Family |
| Avg pChEMBL | 6.29 |
| Source | ChEMBL;BindingDB |
2D Structure
Activity Profile
DrugBank Annotations
| DrugBank ID | DB01388 |
|---|---|
| Drug Name | Mibefradil |
| CAS Number | 116644-53-2 |
| Groups | approved investigational withdrawn |
| ATC Codes | C08CX01 |
| Description | Mibefradil was withdrawn from the market in 1998 because of potentially harmful interactions with other drugs. |
Categories: Agents causing hyperkalemia Antiarrhythmic agents Antihypertensive Agents Benzimidazoles Bradycardia-Causing Agents Calcium Channel Blockers Calcium-Regulating Hormones and Agents Cardiovascular Agents Cytochrome P-450 CYP1A2 Inhibitors Cytochrome P-450 CYP1A2 Inhibitors (strength unknown) Cytochrome P-450 CYP2D6 Inhibitors Cytochrome P-450 CYP2D6 Inhibitors (strength unknown) Cytochrome P-450 CYP3A Inhibitors Cytochrome P-450 CYP3A Substrates Cytochrome P-450 CYP3A4 Inhibitors Cytochrome P-450 CYP3A4 Inhibitors (strength unknown) Cytochrome P-450 CYP3A4 Substrates Cytochrome P-450 CYP3A5 Inhibitors Cytochrome P-450 CYP3A5 Inhibitors (strength unknown) Cytochrome P-450 CYP3A7 Inhibitors Cytochrome P-450 CYP3A7 Inhibitors (strength unknown) Cytochrome P-450 Enzyme Inhibitors Cytochrome P-450 Substrates Enzyme Inhibitors Heterocyclic Compounds, Fused-Ring Membrane Transport Modulators Moderate Risk QTc-Prolonging Agents Naphthalenes P-glycoprotein inhibitors P-glycoprotein substrates QTc Prolonging Agents Selective Calcium Channel Blockers With Mainly Vascular Effects Tetrahydronaphthalenes Vasodilating Agents
Cross-references: BindingDB: 78934 ChEBI: 6920 CHEMBL45816 ChemSpider: 54673 C07222 PDB: MWV PharmGKB: PA450492 PubChem:60663 PubChem:46504498 RxCUI: 83213 Therapeutic Targets Database: DCL000341 Wikipedia: Mibefradil ZINC: ZINC000003782486
Target Activities (21)
| Target | Gene | Organism | Category | Pfam | pChEMBL | Type | Source |
|---|---|---|---|---|---|---|---|
| Q9P0X4 | CACNA1I | Homo sapiens | Human | PF00520 | 6.9 | IC50 | ChEMBL;BindingDB |
| O95180 | CACNA1H | Homo sapiens | Human | PF00520 | 6.8 | IC50 | ChEMBL;BindingDB |
| Q13936 | CACNA1C | Homo sapiens | Human | PF08763 PF16885 PF16905 PF00520 | 6.6 | IC50 | ChEMBL;BindingDB |
| O60840 | CACNA1F | Homo sapiens | Human | PF08763 PF16885 PF16905 PF00520 | 6.5 | IC50 | ChEMBL |
| Q01668 | CACNA1D | Homo sapiens | Human | PF08763 PF16885 PF16905 PF00520 | 6.5 | IC50 | ChEMBL |
| Q13698 | CACNA1S | Homo sapiens | Human | PF08763 PF16905 PF00520 | 6.5 | IC50 | ChEMBL |
| P08684 | CYP3A4 | Homo sapiens | Human | PF00067 | 6.5 | IC50 | ChEMBL;BindingDB |
| Q00975 | CACNA1B | Homo sapiens | Human | PF08763 PF16905 PF00520 | 6.4 | IC50 | ChEMBL;BindingDB |
| Q12809 | KCNH2 | Homo sapiens | Human | PF00027 PF00520 PF13426 | 6.3 | IC50 | ChEMBL;BindingDB |
| Q14524 | SCN5A | Homo sapiens | Human | PF00520 PF24609 PF06512 PF11933 | 6.3 | IC50 | ChEMBL;BindingDB |
| Q15858 | SCN9A | Homo sapiens | Human | PF00520 PF24609 PF06512 PF11933 | 6.3 | IC50 | ChEMBL;BindingDB |
| P10635 | CYP2D6 | Homo sapiens | Human | PF00067 | 6.1 | IC50 | ChEMBL;BindingDB |
| O43497 | CACNA1G | Homo sapiens | Human | PF00520 | 6.1 | IC50 | ChEMBL;BindingDB |
| P35498 | SCN1A | Homo sapiens | Human | PF00520 PF24609 PF06512 PF11933 | 6.0 | IC50 | ChEMBL |
| P35499 | SCN4A | Homo sapiens | Human | PF00520 PF24609 PF06512 | 6.0 | IC50 | ChEMBL |
| Q01118 | SCN7A | Homo sapiens | Human | PF00520 PF24609 PF06512 | 6.0 | IC50 | ChEMBL;BindingDB |
| Q99250 | SCN2A | Homo sapiens | Human | PF00520 PF24609 PF06512 PF11933 | 6.0 | IC50 | ChEMBL |
| Q9NY46 | SCN3A | Homo sapiens | Human | PF00520 PF24609 PF06512 PF11933 | 6.0 | IC50 | ChEMBL |
| Q9UI33 | SCN11A | Homo sapiens | Human | PF00520 PF24609 PF06512 | 6.0 | IC50 | ChEMBL |
| Q9UQD0 | SCN8A | Homo sapiens | Human | PF00520 PF24609 PF06512 PF11933 | 6.0 | IC50 | ChEMBL |
| Q9Y5Y9 | SCN10A | Homo sapiens | Human | PF00520 PF24609 PF06512 | 6.0 | IC50 | ChEMBL |
DrugBank Target Actions (21)
| Target | Gene | Target Name | Action | Type |
|---|---|---|---|---|
| P05177 | CYP1A2 | Cytochrome P450 1A2 | inhibitor | enzymes |
| P08684 | CYP3A4 | Cytochrome P450 3A4 | inhibitor | enzymes |
| P10635 | CYP2D6 | Cytochrome P450 2D6 | inhibitor | enzymes |
| P15538 | CYP11B1 | Cytochrome P450 11B1, mitochondrial | inhibitor | enzymes |
| P19099 | CYP11B2 | Cytochrome P450 11B2, mitochondrial | inhibitor | enzymes |
| P20815 | CYP3A5 | Cytochrome P450 3A5 | inhibitor | enzymes |
| P24462 | CYP3A7 | Cytochrome P450 3A7 | inhibitor | enzymes |
| P08684 | CYP3A4 | Cytochrome P450 3A4 | substrate | enzymes |
| O00305 | CACNB4 | Voltage-dependent L-type calcium channel subunit beta-4 | inhibitor | targets |
| O43497 | CACNA1G | Voltage-dependent T-type calcium channel subunit alpha-1G | inhibitor | targets |
| O60840 | CACNA1F | Voltage-dependent L-type calcium channel subunit alpha-1F | inhibitor | targets |
| O95180 | CACNA1H | Voltage-dependent T-type calcium channel subunit alpha-1H | inhibitor | targets |
| P54284 | CACNB3 | Voltage-dependent L-type calcium channel subunit beta-3 | inhibitor | targets |
| Q01668 | CACNA1D | Voltage-dependent L-type calcium channel subunit alpha-1D | inhibitor | targets |
| Q02641 | CACNB1 | Voltage-dependent L-type calcium channel subunit beta-1 | inhibitor | targets |
| Q08289 | CACNB2 | Voltage-dependent L-type calcium channel subunit beta-2 | inhibitor | targets |
| Q13698 | CACNA1S | Voltage-dependent L-type calcium channel subunit alpha-1S | inhibitor | targets |
| Q13936 | CACNA1C | Voltage-dependent L-type calcium channel subunit alpha-1C | inhibitor | targets |
| Q9P0X4 | CACNA1I | Voltage-dependent T-type calcium channel subunit alpha-1I | inhibitor | targets |
| P08183 | ABCB1 | ATP-dependent translocase ABCB1 | inhibitor | transporters |
| P08183 | ABCB1 | ATP-dependent translocase ABCB1 | substrate | transporters |