(5-methyl-2-oxo-2H-1,3-dioxol-4-yl)methyl 2-ethoxy-1-({4-[2-(5-oxo-2,5-dihydro-1,2,4-oxadiazol-3-yl)phenyl]phenyl}methyl)-1H-1,3-benzodiazole-7-carboxylate

• ChemBase ID: 130440
• Molecular Formular: C30H24N4O8
• Molecular Mass: 568.53356
• Monoisotopic Mass: 568.15941375
• SMILES: O=c1oc(c(o1)C)COC(=O)c1cccc2nc(OCC)n(c12)Cc1ccc(c2ccccc2c2nc(=O)o[nH]2)cc1
• Canonical 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)
• InChIKey: QJFSABGVXDWMIW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5-methyl-2-oxo-2H-1,3-dioxol-4-yl)methyl 2-ethoxy-1-({4-[2-(5-oxo-2,5-dihydro-1,2,4-oxadiazol-3-yl)phenyl]phenyl}methyl)-1H-1,3-benzodiazole-7-carboxylate
• IUPAC Traditional name: azilsartan
• Brand Name: Edarbi
• Synonyms: Azilsartan Medoxomil (TAK-491); Azilsartan

Database IDs

• CAS Number: 863031-21-4; 147403-03-0
• PubChem SID: 162224719
• PubChem CID: 9825285; 11238823
• CHEBI ID: 68845
• ATC CODE: C09CA09
• Chemspider ID: 9413866
• Unique Ingredient Identifier: F9NUX55P23
• Wikipedia Title: Azilsartan
• Medline Plus: a611028

CALCULATED PROPERTIES

• Acid pKa: 6.665788
• H Acceptors: 8
• H Donor: 1
• LogD (pH = 5.5): 5.6781864
• LogD (pH = 7.4): 5.063091
• Log P: 5.704395
• Molar Refractivity: 159.9332 cm^3
• Polarizability: 59.17194 Å^3
• Polar Surface Area: 139.57 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Pharmacology Properties

• Target: RAAS
• Admin Routes: Oral
• Legal Status: Rx-only (US)
• Pregnancy Category: C (1st trimester) ; D (2nd/3rd trimester) (US)
• US Licence: Azilsartan

Product Information

• Salt Data: Free Base