Molecule Details
InChIKeyINDBQLZJXZLFIT-UHFFFAOYSA-N
Compound NamePrimaquine
Canonical SMILESCOc1cc(NC(C)CCCN)c2ncccc2c1
Clinical Status Data-mined Candidate
Targets (Human+Pathogen)5
Pfam Stratification Cross-Family
Avg pChEMBL7.35
SourceBindingDB;ChEMBL
2D Structure
2D structure
Activity Profile
DrugBank Annotations
DrugBank ID DB01087
Drug NamePrimaquine
CAS Number90-34-6
Groups approved investigational
ATC Codes P01BA03
DescriptionAn 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