Molecule Details
InChIKeyBYBLEWFAAKGYCD-UHFFFAOYSA-N
Compound NameMiconazole
Canonical SMILESClc1ccc(COC(Cn2ccnc2)c2ccc(Cl)cc2Cl)c(Cl)c1
Clinical Status Clinical Multi-Target
Targets (Human+Pathogen)16
Pfam Stratification Cross-Family
Avg pChEMBL6.57
SourceChEMBL;TTD_MultiTarget
2D Structure
2D structure
Activity Profile
DrugBank Annotations
DrugBank ID DB01110
Drug NameMiconazole
CAS Number22916-47-8
Groups approved investigational vet_approved
ATC Codes A07AC01 J02AB01 D01AC52 G01AF20 A01AB09 D01AC02 S02AA13 G01AF04
DescriptionMiconazole 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