azilsartan medoxomil   Click here for help

GtoPdb Ligand ID: 6900

Synonyms: Edarbi® | TAK 491
Approved drug
azilsartan medoxomil is an approved drug (EMA & FDA (2011))
Compound class: Synthetic organic
Comment: Azilsartan medoxomil is metabolised into the active form azilsartan. The azilsartan ligand page (accessed via the link above) contains more details of the drug's clinical use and mechanistic action.
The marketed brand, Edarbi®, contains azilsartan medoxomil potassium (PubChem CID 23699544).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 1
Rotatable bonds 10
Topological polar surface area 155.59
Molecular weight 568.16
XLogP 6.16
No. Lipinski's rules broken 1
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Canonical SMILES CCOc1nc2c(n1Cc1ccc(cc1)c1ccccc1c1[nH]oc(=O)n1)c(ccc2)C(=O)OCc1oc(=O)oc1C
Isomeric SMILES CCOc1nc2c(n1Cc1ccc(cc1)c1ccccc1c1[nH]oc(=O)n1)c(ccc2)C(=O)OCc1oc(=O)oc1C
InChI InChI=1S/C30H24N4O8/c1-3-38-28-31-23-10-6-9-22(27(35)39-16-24-17(2)40-30(37)41-24)25(23)34(28)15-18-11-13-19(14-12-18)20-7-4-5-8-21(20)26-32-29(36)42-33-26/h4-14H,3,15-16H2,1-2H3,(H,32,33,36)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (EMA & FDA (2011))
Is prodrug? Yes
Active form azilsartan
IUPAC Name Click here for help
(5-methyl-2-oxo-1,3-dioxol-4-yl)methyl 2-ethoxy-3-[[4-[2-(5-oxo-2H-1,2,4-oxadiazol-3-yl)phenyl]phenyl]methyl]benzimidazole-4-carboxylate
International Nonproprietary Names Click here for help
INN number INN
8874 azilsartan medoxomil
Synonyms Click here for help
Edarbi® | TAK 491
Database Links Click here for help
CAS Registry No. 863031-21-4 (source: Scifinder)
ChEMBL Ligand CHEMBL2028661
DrugBank Ligand DB08822
DrugCentral Ligand 4322, 4322
GtoPdb PubChem SID 178103482
PubChem CID 135409642
Search Google for chemical match using the InChIKey QJFSABGVXDWMIW-UHFFFAOYSA-N
Search Google for chemicals with the same backbone QJFSABGVXDWMIW
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UniChem Compound Search for chemical match using the InChIKey QJFSABGVXDWMIW-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey QJFSABGVXDWMIW-UHFFFAOYSA-N
Wikipedia Azilsartan