4-[4-chloro-5-(hydroxymethyl)-1-({4-[2-(2H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)-1H-imidazol-2-yl]butan-2-ol

• ChemBase ID: 170785
• Molecular Formular: C22H23ClN6O2
• Molecular Mass: 438.91002
• Monoisotopic Mass: 438.15710169
• SMILES: c1(c(cccc1)c1ccc(cc1)Cn1c(nc(c1CO)Cl)CCC(O)C)c1nn[nH]n1
• Canonical SMILES: OCc1c(Cl)nc(n1Cc1ccc(cc1)c1ccccc1c1n[nH]nn1)CCC(O)C
• InChI: InChI=1S/C22H23ClN6O2/c1-14(31)6-11-20-24-21(23)19(13-30)29(20)12-15-7-9-16(10-8-15)17-4-2-3-5-18(17)22-25-27-28-26-22/h2-5,7-10,14,30-31H,6,11-13H2,1H3,(H,25,26,27,28)
• InChIKey: RPKQQYYBEFCTLZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[4-chloro-5-(hydroxymethyl)-1-({4-[2-(2H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)-1H-imidazol-2-yl]butan-2-ol
• IUPAC Traditional name: 4-[4-chloro-5-(hydroxymethyl)-1-({4-[2-(2H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)imidazol-2-yl]butan-2-ol
• Synonyms: 4-Chloro-5-(hydroxymethyl)-α-methyl-1-[[2'-(2H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl]methyl]-1H-imidazole-2-propanol; ω-1-Hydroxy Losartan

Database IDs

• CAS Number: 141675-57-2
• PubChem SID: 164226695
• PubChem CID: 9867801

CALCULATED PROPERTIES

• Acid pKa: 7.3997703
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 3.6467102
• LogD (pH = 7.4): 3.3793457
• Log P: 3.6685843
• Molar Refractivity: 133.5961 cm^3
• Polarizability: 47.082962 Å^3
• Polar Surface Area: 112.74 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H946600

A metabolite of Losartan (L470500).

REFERENCES

• Honig, P., et al.: Clin. Pharmacol. Ther., 1992, 52, 231(1992)
• Okuda, H., et al.: Xenobiotic Metab. Dispos., 1995, 10, S166 (1992)
• Ueng, Y., et al.: Biochemistry, 36, 370 (1992)