Compound 14a [WO2021155612A1]   Click here for help

GtoPdb Ligand ID: 11958

Antimalarial Ligand
Compound class: Synthetic organic
Comment: Compound 14a is from a series of antimalarial analogues claimed in patent WO2021155612A1 [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 3
Rotatable bonds 9
Topological polar surface area 94.52
Molecular weight 490.29
XLogP 6.2
No. Lipinski's rules broken 1
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Canonical SMILES CCC1(CC)CC(=O)N(C(=N1)N)[C@@H](c1cccc(c1)C(=O)N[C@H]1CCOc2c1cccc2)CC(C)C
Isomeric SMILES [C@H](CC(C)C)(N1C(=O)CC(CC)(CC)N=C1N)c1cc(C(=O)N[C@@H]2c3c(OCC2)cccc3)ccc1
InChI InChI=1S/C29H38N4O3/c1-5-29(6-2)18-26(34)33(28(30)32-29)24(16-19(3)4)20-10-9-11-21(17-20)27(35)31-23-14-15-36-25-13-8-7-12-22(23)25/h7-13,17,19,23-24H,5-6,14-16,18H2,1-4H3,(H2,30,32)(H,31,35)/t23-,24+/m0/s1
Whole organism assay data
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MOA/likely target Sp. Assay description Type Action Value Parameter Concentration range (M) Reference
Plasmodium falciparum plasmepsin X Pf Parasite growth inhibition assay - - 9.7 pEC50 - 1
pEC50 9.7 (EC50 2x10-10 M) Parasite lactate dehydrogenase (pLDH ) assay following 72 hours in culture [1]