atovaquone

Ligand id: 9695

Name: atovaquone

Structure and Physico-chemical Properties

2D Structure
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Calculated Physico-chemical Properties
Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 2
Topological polar surface area 54.37
Molecular weight 366.1
XLogP 6.31
No. Lipinski's rules broken 1

Molecular properties generated using the CDK

Bioactivity Comments
Atovaquone-resistance is observed in the clinical malaria isolate TM90C2B, and this has been attributed to a mutation (Y268S) in the Qo site ot the parasite's cytochrome b protein [2], indicating that cytochrome b is the likely primary molecular target of atovaquone.
Whole organism assay data
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MOA/likely target Sp. Assay description Type Action Value Parameter Concentration range (M) Reference
Plasmodium falciparum cytochrome b PfD6 Parasite growth inhibition assay - - 10.0 pIC50 - 3
pIC50 10.0 (IC50 1x10-10 M) [3H]-hypoxanthine incorporation [3]
Lifecycle stages: Plasmodium asexual blood stage (erythrocytic merozoite, trophozoite, erythrocytic schizont)
Plasmodium falciparum cytochrome b PfW2 Parasite growth inhibition assay - - 9.7 pIC50 - 3
pIC50 9.7 (IC50 2x10-10 M) [3H]-hypoxanthine incorporation [3]
Lifecycle stages: Plasmodium asexual blood stage (erythrocytic merozoite, trophozoite, erythrocytic schizont)
Plasmodium falciparum cytochrome b Pf7G8 Parasite growth inhibition assay - - 9.5 pIC50 - 3
pIC50 9.5 (IC50 3x10-10 M) [3H]-hypoxanthine incorporation [3]
Lifecycle stages: Plasmodium asexual blood stage (erythrocytic merozoite, trophozoite, erythrocytic schizont)
Plasmodium falciparum cytochrome b PfTM90C2A Parasite growth inhibition assay - - 9.3 pIC50 - 3
pIC50 9.3 (IC50 5x10-10 M) [3H]-hypoxanthine incorporation [3]
Lifecycle stages: Plasmodium asexual blood stage (erythrocytic merozoite, trophozoite, erythrocytic schizont)
Plasmodium falciparum cytochrome b PfNF54 Parasite growth inhibition assay - - 9.2 pIC50 - 3
pIC50 9.2 (IC50 6x10-10 M) [3H]-hypoxanthine incorporation [3]
Lifecycle stages: Plasmodium asexual blood stage (erythrocytic merozoite, trophozoite, erythrocytic schizont)
Plasmodium falciparum cytochrome b PfK1 Parasite growth inhibition assay - - 9.0 pIC50 - 3
pIC50 9.0 (IC50 1.1x10-9 M) [3H]-hypoxanthine incorporation [3]
Lifecycle stages: Plasmodium asexual blood stage (erythrocytic merozoite, trophozoite, erythrocytic schizont)
Plasmodium falciparum cytochrome b PfV1/S Parasite growth inhibition assay - - 8.9 pIC50 - 3
pIC50 8.9 (IC50 1.4x10-9 M) [3H]-hypoxanthine incorporation [3]
Lifecycle stages: Plasmodium asexual blood stage (erythrocytic merozoite, trophozoite, erythrocytic schizont)