compound 5 [PMID: 30894487]   Click here for help

GtoPdb Ligand ID: 10398

PDB Ligand Antimalarial Ligand
Compound class: Synthetic organic
Comment: Compound 5 is the lead identified from a target-based approach to develop new compounds with antimalarial activity [1].

The Malaria tab on this ligand page provides additional curator comments of relevance to the Guide to MALARIA PHARMACOLOGY.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 4
Topological polar surface area 79.54
Molecular weight 355.1
XLogP 3.64
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES Fc1ccc2c(c1)c(=O)cc(o2)C(=O)NCC1(O)CCC(CC1)(F)F
Isomeric SMILES Fc1ccc2c(c1)c(=O)cc(o2)C(=O)NCC1(O)CCC(CC1)(F)F
InChI InChI=1S/C17H16F3NO4/c18-10-1-2-13-11(7-10)12(22)8-14(25-13)15(23)21-9-16(24)3-5-17(19,20)6-4-16/h1-2,7-8,24H,3-6,9H2,(H,21,23)
InChI Key PJBRCGHQNUWERQ-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 lysine--tRNA ligase Pf3D7 Parasite growth inhibition assay - - 6.6 pEC50 - 1
pEC50 6.6 (EC50 2.7x10-7 M) SYBRgreen I [1]
Lifecycle stages: Plasmodium asexual blood stage (erythrocytic merozoite, trophozoite, erythrocytic schizont)
Plasmodium falciparum lysine--tRNA ligase PfNF54 Parasite growth inhibition assay - - 6.4 pEC50 - 1
pEC50 6.4 (EC50 3.9x10-7 M) [3H]-hypoxanthine incorporation [1]
Lifecycle stages: Plasmodium asexual blood stage (erythrocytic merozoite, trophozoite, erythrocytic schizont)
Plasmodium falciparum lysine--tRNA ligase PfK1 Parasite growth inhibition assay - - 6.3 pEC50 - 1
pEC50 6.3 (EC50 5.1x10-7 M) [3H]-hypoxanthine incorporation [1]
Lifecycle stages: Plasmodium asexual blood stage (erythrocytic merozoite, trophozoite, erythrocytic schizont)
Plasmodium falciparum lysine--tRNA ligase Pv Parasite liver stage assay - - 6.0 pEC50 - 1
pEC50 6.0 (EC50 9.5x10-7 M) [1]
Lifecycle stages: Plasmodium liver stage (sporozoite, hepatic schizont, hepatic merozoite)
Plasmodium falciparum lysine--tRNA ligase PfNF54 Parasite gamete formation assay - - <6.0 pEC50 - 1
pEC50 <6.0 (EC50 >1x10-6 M) [1]
Lifecycle stages: Plasmodium mosquito host stage (gametocyte, gamete, zygote, ookinete, oocyst, sporozoite)
Plasmodium falciparum lysine--tRNA ligase PfNF54 Parasite stage V gametocyte assay - - 5.0 pEC50 - 1
pEC50 5.0 (EC50 9.9x10-6 M) Saponin-lysis Sexual Stage Assay (SaLSSA) [1]
Lifecycle stages: Plasmodium sexual blood stage (gametocyte)