pyrimethamine

Ligand id: 4800

Name: pyrimethamine

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Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 2
Topological polar surface area 77.82
Molecular weight 248.08
XLogP 2.32
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

View interactive charts of activity data from GtoPdb and ChEMBL (where available) across species

Bioactivity Comments
Exhibits antimalarial activity (inhibition of [3H]hypoxanthine incorporation after 72 hrs) against Plasmodium falciparum D6 harboring Plasmodium vivax dihydrofolate reductase mutant (F57L and S117N) in infected red blood cells with an IC50 of 3.66nM [1].
Selectivity at transporters
Key to terms and symbols Click on species/strain names for details Click column headers to sort
Target Sp. Type Action Affinity Units Concentration range (M) Reference
Multidrug and toxin extrusion Hs Inhibitor Inhibition 7.1 pKi - 2
pKi 7.1 (Ki 7.7x10-8 M) [2]
MATE2 Mm Inhibitor Inhibition 6.3 pKi - 2
pKi 6.3 (Ki 4.6x10-7 M) [2]
Whole organism assay data
Key to terms and symbols Click on species/strain names for details Click column headers to sort
MOA/likely target Sp. Assay description Type Action Affinity Units Concentration range (M) Reference
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase PfTM4 Parasite growth inhibition assay - - 7.2 pIC50 - 3
pIC50 7.2 (IC50 5.8x10-8 M) [3H]-hypoxanthine incorporation assay wild-type P. falciparum (TM4) [3]
Lifecycle stages: Plasmodium asexual blood stage (erythrocytic merozoite, trophozoite, erythrocytic schizont)