Molecule Details
| InChIKey | BYBLEWFAAKGYCD-UHFFFAOYSA-N |
|---|---|
| Compound Name | Miconazole |
| Canonical SMILES | Clc1ccc(COC(Cn2ccnc2)c2ccc(Cl)cc2Cl)c(Cl)c1 |
| Clinical Status | Clinical Multi-Target |
| Targets (Human+Pathogen) | 16 |
| Pfam Stratification | Cross-Family |
| Avg pChEMBL | 6.57 |
| Source | ChEMBL;TTD_MultiTarget |
2D Structure
Activity Profile
DrugBank Annotations
| DrugBank ID | DB01110 |
|---|---|
| Drug Name | Miconazole |
| CAS Number | 22916-47-8 |
| Groups | approved investigational vet_approved |
| ATC Codes | A07AC01 J02AB01 D01AC52 G01AF20 A01AB09 D01AC02 S02AA13 G01AF04 |
| Description | Miconazole is a broad-spectrum azole antifungal with some activity against Gram-positive bacteria as well.[A203636] It is widely used to treat mucosal yeast infections, including both oral and vaginal infections; although intravenous miconazole is no longer available, a wide variety of suppositories... |
Categories: 14-alpha Demethylase Inhibitors Anti-Infective Agents Antifungal Agents Antifungal Agents (Vaginal) Antifungals for Dermatological Use Antifungals for Topical Use Antiinfectives and Antiseptics for Local Oral Treatment Azole Antifungals Chemically-Induced Disorders Cytochrome P-450 CYP2A6 Inhibitors Cytochrome P-450 CYP2A6 Inhibitors (strong) Cytochrome P-450 CYP2B6 Inhibitors Cytochrome P-450 CYP2B6 Inhibitors (strength unknown) Cytochrome P-450 CYP2C19 Inhibitors Cytochrome P-450 CYP2C19 Inhibitors (strong) Cytochrome P-450 CYP2C8 Inhibitors Cytochrome P-450 CYP2C8 Inhibitors (strength unknown) Cytochrome P-450 CYP2C9 Inhibitors Cytochrome P-450 CYP2C9 Inhibitors (moderate) Cytochrome P-450 CYP2C9 Inhibitors (strong) Cytochrome P-450 CYP2D6 Inhibitors Cytochrome P-450 CYP2D6 Inhibitors (strength unknown) Cytochrome P-450 CYP2E1 Inhibitors Cytochrome P-450 CYP2E1 Inhibitors (strong) Cytochrome P-450 CYP3A Inhibitors Cytochrome P-450 CYP3A4 Inhibitors Cytochrome P-450 CYP3A4 Inhibitors (moderate) Cytochrome P-450 Enzyme Inhibitors Dermatologicals Enzyme Inhibitors Genito Urinary System and Sex Hormones Gynecological Antiinfectives and Antiseptics Hormone Antagonists Hormones, Hormone Substitutes, and Hormone Antagonists Imidazole Derivatives Imidazole and Triazole Derivatives Imidazoles Intestinal Antiinfectives Otologicals P-glycoprotein inhibitors Sensory Organs Steroid Synthesis Inhibitors Stomatological Preparations Vaginal Creams, Foams, and Jellies
Cross-references: BindingDB: 31772 ChEBI: 82892 CHEMBL91 ChemSpider: 4044 Drugs Product Database (DPD): 2373 Guide to Pharmacology: 2449 IUPHAR: 2449 C08070 D00882 PharmGKB: PA450494 PubChem:4189 PubChem:46506017 RxCUI: 6932 Therapeutic Targets Database: DAP000154 Wikipedia: Miconazole
Target Activities (16)
| Target | Gene | Organism | Category | Pfam | pChEMBL | Type | Source |
|---|---|---|---|---|---|---|---|
| P33261 | CYP2C19 | Homo sapiens | Human | PF00067 | 7.8 | IC50 | ChEMBL |
| P08684 | CYP3A4 | Homo sapiens | Human | PF00067 | 7.0 | IC50 | ChEMBL |
| P11712 | CYP2C9 | Homo sapiens | Human | PF00067 | 6.8 | IC50 | ChEMBL |
| Q16850 | CYP51A1 | Homo sapiens | Human | PF00067 | 6.7 | IC50 | ChEMBL |
| P05093 | CYP17A1 | Homo sapiens | Human | PF00067 | 6.6 | Ki | ChEMBL |
| P24557 | TBXAS1 | Homo sapiens | Human | PF00067 | 6.6 | IC50 | ChEMBL |
| P08173 | CHRM4 | Homo sapiens | Human | PF00001 | 6.3 | Ki | ChEMBL |
| P31645 | SLC6A4 | Homo sapiens | Human | PF03491 PF00209 | 6.2 | IC50 | ChEMBL |
| P11511 | CYP19A1 | Homo sapiens | Human | PF00067 | 6.2 | IC50 | ChEMBL |
| P51589 | CYP2J2 | Homo sapiens | Human | PF00067 | 6.2 | IC50 | ChEMBL |
| P20309 | CHRM3 | Homo sapiens | Human | PF00001 | 6.2 | Ki | ChEMBL |
| P10635 | CYP2D6 | Homo sapiens | Human | PF00067 | 6.0 | IC50 | ChEMBL |
| P11229 | CHRM1 | Homo sapiens | Human | PF00001 | 6.0 | Ki | ChEMBL |
| P35348 | ADRA1A | Homo sapiens | Human | PF00001 | Clinical | TTD_MultiTarget | TTD_MultiTarget |
| P9WPP7 | cyp121 | Mycobacterium tuberculosis (strain ATCC 25618 / H37Rv) | Pathogen | PF00067 | 7.1 | Kd | ChEMBL |
| P9WPP9 | cyp51 | Mycobacterium tuberculosis (strain ATCC 25618 / H37Rv) | Pathogen | PF00067 | 6.7 | Kd | ChEMBL |
DrugBank Target Actions (21)
| Target | Gene | Target Name | Action | Type |
|---|---|---|---|---|
| P02768 | ALB | Albumin | binder | carriers |
| P05181 | CYP2E1 | Cytochrome P450 2E1 | inhibitor | enzymes |
| P08684 | CYP3A4 | Cytochrome P450 3A4 | inhibitor | enzymes |
| P10632 | CYP2C8 | Cytochrome P450 2C8 | inhibitor | enzymes |
| P10635 | CYP2D6 | Cytochrome P450 2D6 | inhibitor | enzymes |
| P11509 | CYP2A6 | Cytochrome P450 2A6 | inhibitor | enzymes |
| P11511 | CYP19A1 | Aromatase | inhibitor | enzymes |
| P11712 | CYP2C9 | Cytochrome P450 2C9 | inhibitor | enzymes |
| P15538 | CYP11B1 | Cytochrome P450 11B1, mitochondrial | inhibitor | enzymes |
| P20813 | CYP2B6 | Cytochrome P450 2B6 | inhibitor | enzymes |
| P33261 | CYP2C19 | Cytochrome P450 2C19 | inhibitor | enzymes |
| Q16850 | CYP51A1 | Lanosterol 14-alpha demethylase | inhibitor | enzymes |
| P10613 | ERG11 | Lanosterol 14-alpha demethylase | inhibitor | targets |
| P29474 | NOS3 | Nitric oxide synthase 3 | inhibitor | targets |
| P35228 | NOS2 | Nitric oxide synthase, inducible | inhibitor | targets |
| Q12791 | KCNMA1 | Calcium-activated potassium channel | inhibitor | targets |
| Q13936 | CACNA1C | Voltage gated L-type calcium channel | inhibitor | targets |
| Q14500 | Q14500 | Inward rectifier potassium channel | inhibitor | targets |
| Q9NSA2 | KCND1 | Voltage-gated Potassium Channels | inhibitor | targets |
| O75469 | NR1I2 | Nuclear receptor subfamily 1 group I member 2 | partial agonist | targets |
| P08183 | ABCB1 | ATP-dependent translocase ABCB1 | inhibitor | transporters |