2-butyl-4-chloro-1-[(4-{2-[2-(1-ethoxyethyl)-2H-1,2,3,4-tetrazol-5-yl]phenyl}phenyl)methyl]-1H-imidazole-5-carboxylic acid

• ChemBase ID: 168346
• Molecular Formular: C26H29ClN6O3
• Molecular Mass: 508.99986
• Monoisotopic Mass: 508.1989665
• SMILES: c1(c(cccc1)c1ccc(cc1)Cn1c(nc(c1C(=O)O)Cl)CCCC)c1nnn(n1)C(OCC)C
• Canonical SMILES: CCCCc1nc(c(n1Cc1ccc(cc1)c1ccccc1c1nnn(n1)C(OCC)C)C(=O)O)Cl
• InChI: InChI=1S/C26H29ClN6O3/c1-4-6-11-22-28-24(27)23(26(34)35)32(22)16-18-12-14-19(15-13-18)20-9-7-8-10-21(20)25-29-31-33(30-25)17(3)36-5-2/h7-10,12-15,17H,4-6,11,16H2,1-3H3,(H,34,35)
• InChIKey: SGIUQEOBZRJBIB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-butyl-4-chloro-1-[(4-{2-[2-(1-ethoxyethyl)-2H-1,2,3,4-tetrazol-5-yl]phenyl}phenyl)methyl]-1H-imidazole-5-carboxylic acid
• IUPAC Traditional name: 2-butyl-5-chloro-3-[(4-{2-[2-(1-ethoxyethyl)-1,2,3,4-tetrazol-5-yl]phenyl}phenyl)methyl]imidazole-4-carboxylic acid
• Synonyms: 2-Butyl-4-chloro-1-[[2'-[1-(1-ethoxyethyl)-1H-tetrazol-5-yl][1,1'-biphenyl]-4-yl]methyl]-1H-imidazole-5-carboxylic Acid; N-1-Ethoxyethyl Losartan Carboxylic Acid

Database IDs

• CAS Number: 165276-41-5
• PubChem SID: 162262478
• PubChem CID: 71316519

CALCULATED PROPERTIES

• Acid pKa: 2.1696968
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): 3.9732726
• LogD (pH = 7.4): 2.7407274
• Log P: 5.7390547
• Molar Refractivity: 162.9498 cm^3
• Polarizability: 54.415718 Å^3
• Polar Surface Area: 107.95 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol

DETAILS

Toronto Research Chemicals - E892020

Losartan derivative

REFERENCES

• Yoo, S., et al.: Bioorg. Med. Chem., 3, 289 (1995)