Ligand id: 9695

Name: atovaquone

Structure and Physico-chemical Properties

2D Structure
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Calculated Physico-chemical Properties
Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 2
Topological polar surface area 54.37
Molecular weight 366.1
XLogP 6.31
No. Lipinski's rules broken 1

Molecular properties generated using the CDK

1. Boggild AK, Parise ME, Lewis LS, Kain KC. (2007)
Atovaquone-proguanil: report from the CDC expert meeting on malaria chemoprophylaxis (II).
Am. J. Trop. Med. Hyg., 76 (2): 208-23. [PMID:17297027]
2. Canfield CJ, Pudney M, Gutteridge WE. (1995)
Interactions of atovaquone with other antimalarial drugs against Plasmodium falciparum in vitro.
Exp. Parasitol., 80 (3): 373-81. [PMID:7729473]
3. 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]
4. Hughes W, Leoung G, Kramer F, Bozzette SA, Safrin S, Frame P, Clumeck N, Masur H, Lancaster D, Chan C et al.. (1993)
Comparison of atovaquone (566C80) with trimethoprim-sulfamethoxazole to treat Pneumocystis carinii pneumonia in patients with AIDS.
N. Engl. J. Med., 328 (21): 1521-7. [PMID:8479489]
5. Krause PJ, Lepore T, Sikand VK, Gadbaw Jr J, Burke G, Telford 3rd SR, Brassard P, Pearl D, Azlanzadeh J, Christianson D et al.. (2000)
Atovaquone and azithromycin for the treatment of babesiosis.
N. Engl. J. Med., 343 (20): 1454-8. [PMID:11078770]
6. Looareesuwan S, Viravan C, Webster HK, Kyle DE, Hutchinson DB, Canfield CJ. (1996)
Clinical studies of atovaquone, alone or in combination with other antimalarial drugs, for treatment of acute uncomplicated malaria in Thailand.
Am. J. Trop. Med. Hyg., 54 (1): 62-6. [PMID:8651372]
7. Painter HJ, Morrisey JM, Mather MW, Vaidya AB. (2007)
Specific role of mitochondrial electron transport in blood-stage Plasmodium falciparum.
Nature, 446 (7131): 88-91. [PMID:17330044]
8. Srivastava IK, Rottenberg H, Vaidya AB. (1997)
Atovaquone, a broad spectrum antiparasitic drug, collapses mitochondrial membrane potential in a malarial parasite.
J. Biol. Chem., 272 (7): 3961-6. [PMID:9020100]
9. Vaidya AB, Lashgari MS, Pologe LG, Morrisey J. (1993)
Structural features of Plasmodium cytochrome b that may underlie susceptibility to 8-aminoquinolines and hydroxynaphthoquinones.
Mol. Biochem. Parasitol., 58 (1): 33-42. [PMID:8459834]