Ligand id: 10019

Name: halofantrine

Structure and Physico-chemical Properties

2D Structure
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Calculated Physico-chemical Properties
Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 11
Topological polar surface area 23.47
Molecular weight 499.17
XLogP 8.93
No. Lipinski's rules broken 2

Molecular properties generated using the CDK

1. Acharya BN, Kaushik MP. (2007)
Pharmacophore-based predictive model generation for potent antimalarials targeting haem detoxification pathway.
Med Chem Res, 16: 213-229. DOI: 10.1007/s00044-007-9025-8
2. Croft AM. (2007)
A lesson learnt: the rise and fall of Lariam and Halfan.
J R Soc Med, 100 (4): 170-4. [PMID:17404338]
3. de Villiers KA, Marques HM, Egan TJ. (2008)
The crystal structure of halofantrine-ferriprotoporphyrin IX and the mechanism of action of arylmethanol antimalarials.
J. Inorg. Biochem., 102 (8): 1660-7. [PMID:18508124]
4. Delves M, Plouffe D, Scheurer C, Meister S, Wittlin S, Winzeler EA, Sinden RE, Leroy D. (2012)
The activities of current antimalarial drugs on the life cycle stages of Plasmodium: a comparative study with human and rodent parasites.
PLoS Med., 9 (2): e1001169. [PMID:22363211]
5. O'Neill PM, Park BK, Shone AE, Maggs JL, Roberts P, Stocks PA, Biagini GA, Bray PG, Gibbons P, Berry N et al.. (2009)
Candidate selection and preclinical evaluation of N-tert-butyl isoquine (GSK369796), an affordable and effective 4-aminoquinoline antimalarial for the 21st century.
J. Med. Chem., 52 (5): 1408-15. [PMID:19222165]
6. S├ínchez-Chapula JA, Navarro-Polanco RA, Sanguinetti MC. (2004)
Block of wild-type and inactivation-deficient human ether-a-go-go-related gene K+ channels by halofantrine.
Naunyn Schmiedebergs Arch. Pharmacol., 370 (6): 484-91. [PMID:15558243]
7. Wesche DL, Schuster BG, Wang WX, Woosley RL. (2000)
Mechanism of cardiotoxicity of halofantrine.
Clin. Pharmacol. Ther., 67 (5): 521-9. [PMID:10824631]