azilsartan medoxomil   

GtoPdb Ligand ID: 6900

Synonyms: Edarbi® | TAK 491
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).
IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: azilsartan medoxomil

2D Structure
Click here for structure editor
Physico-chemical Properties
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
SMILES / InChI / InChIKey
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)
InChI Key QJFSABGVXDWMIW-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (EMA & FDA (2011))
Is prodrug? Yes
Active form azilsartan
IUPAC Name
(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
INN number INN
8874 azilsartan medoxomil
Synonyms
Edarbi® | TAK 491
Comments
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).
Database Links
CAS Registry No. 863031-21-4 (source: Scifinder)
ChEMBL Ligand CHEMBL2028661
DrugBank Ligand DB08822
DrugCentral Ligand 4322
GtoPdb PubChem SID 178103482
PubChem CID 11238823
Search Google for chemical match using the InChIKey QJFSABGVXDWMIW-UHFFFAOYSA-N
Search Google for chemicals with the same backbone QJFSABGVXDWMIW
Search PubMed clinical trials azilsartan medoxomil
Search PubMed titles azilsartan medoxomil
Search PubMed titles/abstracts azilsartan medoxomil
Search UniChem for chemical match using the InChIKey QJFSABGVXDWMIW-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone QJFSABGVXDWMIW
Wikipedia Azilsartan