AN3661   Click here for help

GtoPdb Ligand ID: 10084

Antimalarial Ligand
Compound class: Synthetic organic
Comment: AN3661 is a compound with potent antimalarial activity and belongs to a novel class of boron-containing compounds, the benzoxaboroles [2].

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 4
Hydrogen bond donors 2
Rotatable bonds 3
Topological polar surface area 66.76
Molecular weight 206.08
XLogP 0.85
No. Lipinski's rules broken 0
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Canonical SMILES OC(=O)CCc1cccc2c1B(O)OC2
Isomeric SMILES OC(=O)CCc1cccc2c1B(O)OC2
InChI InChI=1S/C10H11BO4/c12-9(13)5-4-7-2-1-3-8-6-15-11(14)10(7)8/h1-3,14H,4-6H2,(H,12,13)
Guide to Malaria Pharmacology Comments
AN3661 is the initial antimalarial compound identified by screening a library of boron-containing compounds against cultured P. falciparum asexual blood stage parasites [2]. It belongs to a novel class of boron-containing compound, the benzoxaboroles, that have potent activity against a wide range of infectious pathogens, including bacteria, fungi and protozoan parasites. Further SAR studies have been carried out demonstrating that boron is essential for the antimalarial activity of the benzoxaboroles [3] and leading to the development of the preclinical candidate AN13762.

Potential Target/Mechanism Of Action: Genetic and biochemical experiments provide evidence that the molecular target of AN3661 is Plasmodium Cleavage and Polyadenylation Specificity Factor Subunit 3 (PfCPSF3) [1].