pyrimethamine

Ligand id: 4800

Name: pyrimethamine

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Structure and Physico-chemical Properties

2D Structure
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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 2.68
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
The whole organism assay data in the interactions table below, provides an evaluation of the antimalarial (asexual blood stage) activity of pyrimethamine using a panel of culture-adapted P. falciparum strains. Pyrimethamine demonstrates reduced potency against drug resistant strains.
Selectivity at transporters
Key to terms and symbols Click on species/strain names for details Click column headers to sort
Target Sp. Type Action Value Parameter 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 Value Parameter Concentration range (M) Reference
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase PfD6 Parasite growth inhibition assay - - 8.3 pIC50 - 1
pIC50 8.3 (IC50 4.6x10-9 M) [3H]-hypoxanthine incorporation [1]
Lifecycle stages: Plasmodium asexual blood stage (erythrocytic merozoite, trophozoite, erythrocytic schizont)
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase PfNF54 Parasite growth inhibition assay - - 7.8 pIC50 - 1
pIC50 7.8 (IC50 1.7x10-8 M) [3H]-hypoxanthine incorporation [1]
Lifecycle stages: Plasmodium asexual blood stage (erythrocytic merozoite, trophozoite, erythrocytic schizont)
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase PfTM4 Parasite growth inhibition assay - - 7.2 pIC50 - 5
pIC50 7.2 (IC50 5.8x10-8 M) [3H]-hypoxanthine incorporation assay using wild-type P. falciparum (TM4) [5]
Lifecycle stages: Plasmodium asexual blood stage (erythrocytic merozoite, trophozoite, erythrocytic schizont)
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase Pf7G8 Parasite growth inhibition assay - - 5.2 pIC50 - 1
pIC50 5.2 (IC50 6.689x10-6 M) [3H]-hypoxanthine incorporation [1]
Lifecycle stages: Plasmodium asexual blood stage (erythrocytic merozoite, trophozoite, erythrocytic schizont)
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase PfTM90C2A Parasite growth inhibition assay - - 5.1 pIC50 - 1
pIC50 5.1 (IC50 8.231x10-6 M) [3H]-hypoxanthine incorporation [1]
Lifecycle stages: Plasmodium asexual blood stage (erythrocytic merozoite, trophozoite, erythrocytic schizont)
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase PfK1 Parasite growth inhibition assay - - <5.0 pIC50 - 1
pIC50 <5.0 (IC50 >1x10-5 M) [3H]-hypoxanthine incorporation [1]
Lifecycle stages: Plasmodium asexual blood stage (erythrocytic merozoite, trophozoite, erythrocytic schizont)
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase PfW2 Parasite growth inhibition assay - - <5.0 pIC50 - 1
pIC50 <5.0 (IC50 >1x10-5 M) [3H]-hypoxanthine incorporation [1]
Lifecycle stages: Plasmodium asexual blood stage (erythrocytic merozoite, trophozoite, erythrocytic schizont)
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase PfV1/S Parasite growth inhibition assay - - <4.0 – 5.0 pIC50 - 1,5
pIC50 <5.0 (IC50 >1x10-5 M) [3H]-hypoxanthine incorporation [1]
Lifecycle stages: Plasmodium asexual blood stage (erythrocytic merozoite, trophozoite, erythrocytic schizont)
pIC50 <4.0 (IC50 >1x10-4 M) [3H]-hypoxanthine incorporation assay using quadruple mutant P. falciparum (V1/S) [5]
Lifecycle stages: Plasmodium asexual blood stage (erythrocytic merozoite, trophozoite, erythrocytic schizont)