Molecule Details
| InChIKey | WKSAUQYGYAYLPV-UHFFFAOYSA-N |
|---|---|
| Compound Name | Pyrimethamine |
| Canonical SMILES | CCc1nc(N)nc(N)c1-c1ccc(Cl)cc1 |
| Clinical Status | Data-mined Candidate |
| Targets (Human+Pathogen) | 4 |
| Pfam Stratification | Homologous |
| Avg pChEMBL | 8.02 |
| Source | BindingDB;ChEMBL |
2D Structure
Activity Profile
DrugBank Annotations
| DrugBank ID | DB00205 |
|---|---|
| Drug Name | Pyrimethamine |
| CAS Number | 58-14-0 |
| Groups | approved investigational vet_approved |
| ATC Codes | P01BF09 P01BD01 P01BD51 P01BF04 |
| Description | One of the folic acid antagonists that is used as an antimalarial or with a sulfonamide to treat toxoplasmosis. |
Categories: Anti-Infective Agents Antibiotics for Pneumocystis Pneumonia Antimalarial diaminopyrimidines Antimalarials Antiparasitic Agents Antiparasitic Products, Insecticides and Repellents Antiprotozoals Cytochrome P-450 CYP2C8 Inhibitors Cytochrome P-450 CYP2C8 Inhibitors (weak) Cytochrome P-450 Enzyme Inhibitors Enzyme Inhibitors Folic Acid Antagonists MATE 1 Inhibitors MATE 2 Inhibitors MATE inhibitors Pyrimidines
Cross-references: BindingDB: 18512 ChEBI: 8673 CHEMBL36 ChemSpider: 4819 Drugs Product Database (DPD): 5918 C07391 D00488 PDB: CP6 PharmGKB: PA451193 PubChem:4993 PubChem:46505987 RxCUI: 9010 Therapeutic Targets Database: DAP000633 Wikipedia: Pyrimethamine ZINC: ZINC000000057464
Target Activities (4)
| Target | Gene | Organism | Category | Pfam | pChEMBL | Type | Source |
|---|---|---|---|---|---|---|---|
| P00374 | DHFR | Homo sapiens | Human | PF00186 | 7.0 | Ki | ChEMBL;BindingDB |
| Q8I1R6 | Plasmodium falciparum (isolate 3D7) | Pathogen | PF00186 PF00303 | 9.1 | Ki | ChEMBL;BindingDB | |
| B0BL08 | dfrA17 | Escherichia coli | Pathogen | PF00186 | 8.0 | Ki | BindingDB |
| P0ABQ4 | folA | Escherichia coli (strain K12) | Pathogen | PF00186 | 8.0 | Ki | ChEMBL |
DrugBank Target Actions (7)
| Target | Gene | Target Name | Action | Type |
|---|---|---|---|---|
| P10632 | CYP2C8 | Cytochrome P450 2C8 | inhibitor | enzymes |
| P00374 | DHFR | Dihydrofolate reductase | inhibitor | targets |
| P07686 | HEXB | Beta-hexosaminidase subunit beta | inhibitor | targets |
| P13922 | Bifunctional dihydrofolate reductase-thymidylate synthase | inhibitor | targets | |
| P15328 | FOLR1 | Folate receptor alpha | modulator | targets |
| Q86VL8 | SLC47A2 | Multidrug and toxin extrusion protein 2 | inhibitor | transporters |
| Q96FL8 | SLC47A1 | Multidrug and toxin extrusion protein 1 | inhibitor | transporters |