atovaquone   Click here for help

GtoPdb Ligand ID: 9695

Synonyms: 566C80 | Mepron® | Wellvone®
Approved drug PDB Ligand Antimalarial Ligand
atovaquone is an approved drug (FDA (1992))
Compound class: Synthetic organic
Comment: Atovaquone is a synthetic hydroxynaphthoquinone with broad-spectrum antiprotozoal activity. It is an antimalarial drug and used in combination with proguanil.
Note that we have drawn the molecule as specified by the INN record and ChEMBL entry listed on this summary page. The structure for PubChem CID 74989 (link in table below) is shown without specified stereochemistry (InChi Key BSJMWHQBCZFXBR-UHFFFAOYSA-N).
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2D Structure
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Physico-chemical Properties
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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
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Canonical SMILES Clc1ccc(cc1)C1CCC(CC1)C1=C(O)C(=O)c2c(C1=O)cccc2
Isomeric SMILES Clc1ccc(cc1)[C@@H]1CC[C@H](CC1)C1=C(O)C(=O)c2c(C1=O)cccc2
InChI InChI=1S/C22H19ClO3/c23-16-11-9-14(10-12-16)13-5-7-15(8-6-13)19-20(24)17-3-1-2-4-18(17)21(25)22(19)26/h1-4,9-13,15,26H,5-8H2/t13-,15-
Classification Click here for help
Compound class Synthetic organic
Ligand families/groups Antimalarial ligands
Approved drug? Yes (FDA (1992))
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
6914 atovaquone
Synonyms Click here for help
566C80 | Mepron® | Wellvone®
Database Links Click here for help
CAS Registry No. 95233-18-4 (source: Scifinder)
ChEBI CHEBI:575568
ChEMBL Ligand CHEMBL1450
DrugBank Ligand DB01117
DrugCentral Ligand 258
GtoPdb PubChem SID 348353654
PubChem CID 74989
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Atovaquone (links to external site)
Cat. No. 6358