Molecule Details
InChIKeyRFHAOTPXVQNOHP-UHFFFAOYSA-N
Compound NameFluconazole
Canonical SMILESOC(Cn1cncn1)(Cn1cncn1)c1ccc(F)cc1F
Clinical Status Data-mined Candidate
Targets (Human+Pathogen)4
Pfam Stratification Homologous
Avg pChEMBL6.72
SourceBindingDB;ChEMBL
2D Structure
2D structure
Activity Profile
DrugBank Annotations
DrugBank ID DB00196
Drug NameFluconazole
CAS Number86386-73-4
Groups approved investigational
ATC Codes J01RA07 J02AC01 D01AC15
DescriptionFluconazole, commonly known as _Diflucan_, is an antifungal drug used for the treatment of both systemic and superficial fungal infections in a variety of tissues. It was initially approved by the FDA in 1990. This drug is an _azole_ antifungal, in the same drug family as [ketoconazole] and [itracon...

Categories: 14-alpha Demethylase Inhibitors Agents causing hyperkalemia Anti-Infective Agents Antifungal Agents Antifungals for Dermatological Use Antifungals for Topical Use Antiinfectives for Systemic Use Antimycotics for Systemic Use Azole Antifungals Cytochrome P-450 CYP2C19 Inhibitors Cytochrome P-450 CYP2C19 inhibitors (strength unknown) Cytochrome P-450 CYP2C9 Inhibitors Cytochrome P-450 CYP2C9 Inhibitors (strong) Cytochrome P-450 CYP3A Inhibitors Cytochrome P-450 CYP3A4 Inhibitors Cytochrome P-450 CYP3A4 Inhibitors (moderate) Cytochrome P-450 CYP3A5 Inhibitors Cytochrome P-450 CYP3A5 Inhibitors (weak) Cytochrome P-450 Enzyme Inhibitors Dermatologicals Drugs that are Mainly Renally Excreted Enzyme Inhibitors Hormone Antagonists Hormones, Hormone Substitutes, and Hormone Antagonists Imidazole and Triazole Derivatives P-glycoprotein inhibitors Potential QTc-Prolonging Agents QTc Prolonging Agents Steroid Synthesis Inhibitors Triazole Derivatives Triazole and tetrazole derivatives Triazoles
Cross-references: BindingDB: 25817 ChEBI: 46081 CHEMBL106 ChemSpider: 3248 Drugs Product Database (DPD): 1204 D00322 PDB: TPF PharmGKB: PA449653 PubChem:3365 PubChem:46505735 RxCUI: 4450 Therapeutic Targets Database: DAP000628 Wikipedia: Fluconazole ZINC: ZINC000000004009
Target Activities (4)
Target Gene Organism Category Pfam pChEMBL Type Source
Q16850 CYP51A1 Homo sapiens Human PF00067 6.9 IC50 BindingDB
P10613 ERG11 Candida albicans (strain SC5314 / ATCC MYA-2876) Pathogen PF00067 6.9 IC50 ChEMBL;BindingDB
P9WPP8 cyp51 Mycobacterium tuberculosis (strain CDC 1551 / Oshkosh) Pathogen PF00067 6.7 Kd BindingDB
Q385E8 Trypanosoma brucei brucei (strain 927/4 GUTat10.1) Pathogen PF00067 6.5 Kd BindingDB
DrugBank Target Actions (6)
Target Gene Target Name Action Type
P08684 CYP3A4 Cytochrome P450 3A4 inhibitor enzymes
P11712 CYP2C9 Cytochrome P450 2C9 inhibitor enzymes
P20815 CYP3A5 Cytochrome P450 3A5 inhibitor enzymes
P33261 CYP2C19 Cytochrome P450 2C19 inhibitor enzymes
P10613 ERG11 Lanosterol 14-alpha demethylase inhibitor targets
P08183 ABCB1 ATP-dependent translocase ABCB1 inhibitor transporters