UCT943   Click here for help

GtoPdb Ligand ID: 10093

Antimalarial Ligand
Compound class: Synthetic organic
Comment: UCT943 was identified from a SAR study of the 2-aminopyridines, a class of small molecules with promising antimalarial activity [2].

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 2
Rotatable bonds 5
Topological polar surface area 84.14
Molecular weight 427.16
XLogP 3.36
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES Nc1ncc(nc1c1ccc(cc1)C(F)(F)F)c1ccc(cc1)C(=O)N1CCNCC1
Isomeric SMILES Nc1ncc(nc1c1ccc(cc1)C(F)(F)F)c1ccc(cc1)C(=O)N1CCNCC1
InChI InChI=1S/C22H20F3N5O/c23-22(24,25)17-7-5-15(6-8-17)19-20(26)28-13-18(29-19)14-1-3-16(4-2-14)21(31)30-11-9-27-10-12-30/h1-8,13,27H,9-12H2,(H2,26,28)
1. Brunschwig C, Lawrence N, Taylor D, Abay E, Njoroge M, Basarab GS, Le Manach C, Paquet T, Cabrera DG, Nchinda AT et al.. (2018)
UCT943, a Next-Generation Plasmodium falciparum PI4K Inhibitor Preclinical Candidate for the Treatment of Malaria.
Antimicrob Agents Chemother, 62 (9). [PMID:29941635]
2. Le Manach C, Nchinda AT, Paquet T, Gonzàlez Cabrera D, Younis Y, Han Z, Bashyam S, Zabiulla M, Taylor D, Lawrence N et al.. (2016)
Identification of a Potential Antimalarial Drug Candidate from a Series of 2-Aminopyrazines by Optimization of Aqueous Solubility and Potency across the Parasite Life Cycle.
J Med Chem, 59 (21): 9890-9905. [PMID:27748596]
3. McNamara CW, Lee MC, Lim CS, Lim SH, Roland J, Simon O, Yeung BK, Chatterjee AK, McCormack SL, Manary MJ et al.. (2013)
Targeting Plasmodium PI(4)K to eliminate malaria.
Nature, 504 (7479): 248-253. [PMID:24284631]
4. Tse EG, Korsik M, Todd MH. (2019)
The past, present and future of anti-malarial medicines.
Malar J, 18 (1): 93. [PMID:30902052]
5. Younis Y, Chibale K, Witty MJ, Waterson D. (2013)
Anti-malarial agents.
Patent number: WO2013121387A1. Assignee: MEDICINES FOR MALARIA VENTURE (MMV), University of Cape Town. Priority date: 17/02/2012. Publication date: 22/08/2013.
6. Younis Y, Douelle F, Feng TS, González Cabrera D, Le Manach C, Nchinda AT, Duffy S, White KL, Shackleford DM, Morizzi J et al.. (2012)
3,5-Diaryl-2-aminopyridines as a novel class of orally active antimalarials demonstrating single dose cure in mice and clinical candidate potential.
J Med Chem, 55 (7): 3479-87. [PMID:22390538]