MMV253   Click here for help

GtoPdb Ligand ID: 10024

Synonyms: AZ13721412
Antimalarial Ligand
Compound class: Synthetic organic
Comment: MMV253 is the preclinical candidate for the triaminopyrimidines (TAPs), a novel class of antimalarial compounds identified from a phenotypic screen [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 8
Hydrogen bond donors 2
Rotatable bonds 6
Topological polar surface area 87.03
Molecular weight 465.28
XLogP 3.98
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CC1CN(CCN1C)c1cnc(nc1Nc1cc(n(n1)C)C)Nc1nc(C)c(c(c1)C1CC1)F
Isomeric SMILES C[C@@H]1CN(CCN1C)c1cnc(nc1Nc1cc(n(n1)C)C)Nc1nc(C)c(c(c1)C1CC1)F
InChI InChI=1S/C24H32FN9/c1-14-10-21(31-33(14)5)28-23-19(34-9-8-32(4)15(2)13-34)12-26-24(30-23)29-20-11-18(17-6-7-17)22(25)16(3)27-20/h10-12,15,17H,6-9,13H2,1-5H3,(H2,26,27,28,29,30,31)/t15-/m1/s1
InChI Key HKPQFVAUXAZCDY-OAHLLOKOSA-N
References
1. Hameed P S, Solapure S, Patil V, Henrich PP, Magistrado PA, Bharath S, Murugan K, Viswanath P, Puttur J, Srivastava A et al.. (2015)
Triaminopyrimidine is a fast-killing and long-acting antimalarial clinical candidate.
Nat Commun, 6: 6715. [PMID:25823686]
2. Hameed Peer Mohamed S, Patil V, Murugan K, Vithalrao Bellale E, Raichurkar A, Landge S, Puttur J, Roy Choudhury N, Shanbhag G, Koushik K, Iyer P, Kirthika Sambandamurthy V, Solapure S, Narayanan S. (2015)
Triaminopyrimidine compounds useful for preventing or treating malaria.
Patent number: WO2015165660A1. Assignee: MMV MEDICINES FOR MALARIA VENTURE. Priority date: 28/04/2014. Publication date: 05/11/2015.