Molecule Details
| InChIKey | INDBQLZJXZLFIT-UHFFFAOYSA-N |
|---|---|
| Compound Name | Primaquine |
| Canonical SMILES | COc1cc(NC(C)CCCN)c2ncccc2c1 |
| Clinical Status | Data-mined Candidate |
| Targets (Human+Pathogen) | 5 |
| Pfam Stratification | Cross-Family |
| Avg pChEMBL | 7.35 |
| Source | BindingDB;ChEMBL |
2D Structure
Activity Profile
DrugBank Annotations
| DrugBank ID | DB01087 |
|---|---|
| Drug Name | Primaquine |
| CAS Number | 90-34-6 |
| Groups | approved investigational |
| ATC Codes | P01BA03 |
| Description | An aminoquinoline that is given by mouth to produce a radical cure and prevent relapse of vivax and ovale malarias following treatment with a blood schizontocide. It has also been used to prevent transmission of falciparum malaria by those returning to areas where there is a potential for re-introdu... |
Categories: Aminoquinolines Anti-Infective Agents Antibiotics for Pneumocystis Pneumonia Antimalarials Antiparasitic Agents Antiparasitic Products, Insecticides and Repellents Antiprotozoals Cytochrome P-450 CYP1A2 Inducers Cytochrome P-450 CYP1A2 Inducers (strength unknown) Cytochrome P-450 CYP1A2 Substrates Cytochrome P-450 CYP2D6 Inhibitors Cytochrome P-450 CYP2D6 Inhibitors (moderate) Cytochrome P-450 CYP2D6 Inhibitors (weak) Cytochrome P-450 CYP3A Inhibitors Cytochrome P-450 CYP3A Substrates Cytochrome P-450 CYP3A4 Inhibitors Cytochrome P-450 CYP3A4 Inhibitors (moderate) Cytochrome P-450 CYP3A4 Substrates Cytochrome P-450 Enzyme Inducers Cytochrome P-450 Enzyme Inhibitors Cytochrome P-450 Substrates Heterocyclic Compounds, Fused-Ring Methemoglobinemia Associated Agents Moderate Risk QTc-Prolonging Agents P-glycoprotein inhibitors QTc Prolonging Agents Quinolines
Cross-references: BindingDB: 71542 ChEBI: 8405 CHEMBL506 ChemSpider: 4739 Drugs Product Database (DPD): 3336 C07627 PharmGKB: PA451103 PubChem:4908 PubChem:46508222 RxCUI: 8687 Therapeutic Targets Database: DAP000216 Wikipedia: Primaquine
Target Activities (5)
| Target | Gene | Organism | Category | Pfam | pChEMBL | Type | Source |
|---|---|---|---|---|---|---|---|
| P31645 | SLC6A4 | Homo sapiens | Human | PF03491 PF00209 | 7.9 | IC50 | ChEMBL |
| P05177 | CYP1A2 | Homo sapiens | Human | PF00067 | 6.7 | IC50 | ChEMBL |
| P34897 | SHMT2 | Homo sapiens | Human | PF00464 | 6.4 | IC50 | ChEMBL |
| Q96LD8 | SENP8 | Homo sapiens | Human | PF02902 | 6.0 | IC50 | BindingDB |
| Q76353 | Human immunodeficiency virus type 1 | Pathogen | PF00552 PF02022 PF00665 | 9.7 | IC50 | BindingDB |
DrugBank Target Actions (10)
| Target | Gene | Target Name | Action | Type |
|---|---|---|---|---|
| P04798 | CYP1A1 | Cytochrome P450 1A1 | inducer | enzymes |
| P05177 | CYP1A2 | Cytochrome P450 1A2 | inducer | enzymes |
| Q16678 | CYP1B1 | Cytochrome P450 1B1 | inducer | enzymes |
| P08684 | CYP3A4 | Cytochrome P450 3A4 | inhibitor | enzymes |
| P10635 | CYP2D6 | Cytochrome P450 2D6 | inhibitor | enzymes |
| P05177 | CYP1A2 | Cytochrome P450 1A2 | substrate | enzymes |
| P08684 | CYP3A4 | Cytochrome P450 3A4 | substrate | enzymes |
| P16083 | NQO2 | Ribosyldihydronicotinamide dehydrogenase [quinone] | inhibitor | targets |
| P08729 | P08729 | Keratin, type II cytoskeletal 7 | other/unknown | targets |
| P08183 | ABCB1 | ATP-dependent translocase ABCB1 | inhibitor | transporters |