WM382   Click here for help

GtoPdb Ligand ID: 11162

Antimalarial Ligand
Compound class: Synthetic organic
Comment: WM382 is the drug-like lead for a novel class of antimalarial compounds that are dual inhibitors of P. falciparum plasmepsin IX (PfPMIX) and plasmepsin X (PfPMX). The compound was identified by an optimization study following phenotypic high-throughput screening of an aspartic protease inhibitor library [1].

The Malaria tab on this ligand page provides additional curator comments of relevance to the Guide to MALARIA PHARMACOLOGY.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 6
Hydrogen bond donors 3
Rotatable bonds 6
Topological polar surface area 103.75
Molecular weight 504.27
XLogP 5.28
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES CCC1(CC)NC(=N)N(C(=O)C1)[C@@H]1CCOc2c1cc(cc2)C(=O)N[C@H]1CC(C)(C)Oc2c1cccc2
Isomeric SMILES CCC1(CC)NC(=N)N(C(=O)C1)[C@@H]1CCOc2c1cc(cc2)C(=O)N[C@H]1CC(C)(C)Oc2c1cccc2
InChI InChI=1S/C29H36N4O4/c1-5-29(6-2)17-25(34)33(27(30)32-29)22-13-14-36-23-12-11-18(15-20(22)23)26(35)31-21-16-28(3,4)37-24-10-8-7-9-19(21)24/h7-12,15,21-22H,5-6,13-14,16-17H2,1-4H3,(H2,30,32)(H,31,35)/t21-,22+/m0/s1
InChI Key ZSZSSSHEMYULPX-FCHUYYIVSA-N
Guide to Malaria Pharmacology Comments
WM382 is an orally bioavailable compound that displays potent activity against multiple stages of the Plasmodium lifecycle [1]. It demonstrates the promising potential of PfPMIX and PfPMX dual inhibitors as antimalarial therapies.

Potential Target/Mechanism Of Action: WM382 is a dual inhibitor of P. falciparum plasmepsin IX (PfPMIX) and plasmepsin X (PfPMX) [1].