Molecule Details
| InChIKey | RFHAOTPXVQNOHP-UHFFFAOYSA-N |
|---|---|
| Compound Name | Fluconazole |
| Canonical SMILES | OC(Cn1cncn1)(Cn1cncn1)c1ccc(F)cc1F |
| Clinical Status | Data-mined Candidate |
| Targets (Human+Pathogen) | 4 |
| Pfam Stratification | Homologous |
| Avg pChEMBL | 6.72 |
| Source | BindingDB;ChEMBL |
2D Structure
Activity Profile
DrugBank Annotations
| DrugBank ID | DB00196 |
|---|---|
| Drug Name | Fluconazole |
| CAS Number | 86386-73-4 |
| Groups | approved investigational |
| ATC Codes | J01RA07 J02AC01 D01AC15 |
| Description | Fluconazole, 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 |