compound 1 [PMID: 33929818]   Click here for help

GtoPdb Ligand ID: 11709

Antimalarial Ligand
Compound class: Synthetic organic
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 1
Rotatable bonds 7
Topological polar surface area 103.91
Molecular weight 486.22
XLogP 3.58
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES N#CC1(CCN(C1=O)c1cc(C)nc(c1)C(=O)NCc1cc(F)cc(c1)c1cnn(c1)C)C1(C)CC1
Isomeric SMILES N#CC1(CCN(C1=O)c1cc(C)nc(c1)C(=O)NCc1cc(F)cc(c1)c1cnn(c1)C)C1(C)CC1
InChI InChI=1S/C27H27FN6O2/c1-17-8-22(34-7-6-27(16-29,25(34)36)26(2)4-5-26)12-23(32-17)24(35)30-13-18-9-19(11-21(28)10-18)20-14-31-33(3)15-20/h8-12,14-15H,4-7,13H2,1-3H3,(H,30,35)
InChI Key PFICVJYRZDMEIX-UHFFFAOYSA-N
Whole organism assay data
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MOA/likely target Sp. Assay description Type Action Value Parameter Concentration range (M) Reference
Plasmodium falciparum proline--tRNA ligase Pf3D7 Parasite growth inhibition assay - - 8.0 pIC50 - 1
pIC50 8.0 (IC50 1x10-8 M) DAPI incorporation assay (72h) [1]
Lifecycle stages: Plasmodium asexual blood stage (erythrocytic merozoite, trophozoite, erythrocytic schizont)
Plasmodium falciparum proline--tRNA ligase PfTM90C2B Parasite growth inhibition assay - - 7.8 pIC50 - 1
pIC50 7.8 (IC50 1.7x10-8 M) [3H]-hypoxanthine incorporation assay (72h) [1]
Lifecycle stages: Plasmodium asexual blood stage (erythrocytic merozoite, trophozoite, erythrocytic schizont)
Plasmodium falciparum proline--tRNA ligase PfNF54 Parasite growth inhibition assay - - 7.7 pIC50 - 1
pIC50 7.7 (IC50 1.8x10-8 M) [3H]-hypoxanthine incorporation assay (72h) [1]
Lifecycle stages: Plasmodium asexual blood stage (erythrocytic merozoite, trophozoite, erythrocytic schizont)
Plasmodium falciparum proline--tRNA ligase Pf7G8 Parasite growth inhibition assay - - 7.7 pIC50 - 1
pIC50 7.7 (IC50 1.8x10-8 M) [3H]-hypoxanthine incorporation assay (72h) [1]
Lifecycle stages: Plasmodium asexual blood stage (erythrocytic merozoite, trophozoite, erythrocytic schizont)
Plasmodium falciparum proline--tRNA ligase PfK1 Parasite growth inhibition assay - - 7.7 pIC50 - 1
pIC50 7.7 (IC50 2x10-8 M) [3H]-hypoxanthine incorporation assay (72h) [1]
Lifecycle stages: Plasmodium asexual blood stage (erythrocytic merozoite, trophozoite, erythrocytic schizont)
Plasmodium falciparum proline--tRNA ligase PfDd2 Parasite growth inhibition assay - - 7.6 pIC50 - 1
pIC50 7.6 (IC50 2.4x10-8 M) [3H]-hypoxanthine incorporation assay (72h) [1]
Lifecycle stages: Plasmodium asexual blood stage (erythrocytic merozoite, trophozoite, erythrocytic schizont)