4-({2-[(4,4,4-2H3)butyl]-5-formyl-1H-imidazol-1-yl}methyl)benzoic acid

• ChemBase ID: 163430
• Molecular Formular: C16H18N2O3
• Molecular Mass: 286.32572
• Monoisotopic Mass: 286.13174245
• SMILES: c1c(ccc(c1)Cn1c(cnc1CCCC)C=O)C(=O)O
• Canonical SMILES: CCCCc1ncc(n1Cc1ccc(cc1)C(=O)O)C=O
• InChI: InChI=1S/C16H18N2O3/c1-2-3-4-15-17-9-14(11-19)18(15)10-12-5-7-13(8-6-12)16(20)21/h5-9,11H,2-4,10H2,1H3,(H,20,21)
• InChIKey: QLMGJDCOKQGJKF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-({2-[(4,4,4-^2H₃)butyl]-5-formyl-1H-imidazol-1-yl}methyl)benzoic acid
• IUPAC Traditional name: 4-({2-[(4,4,4-^2H₃)butyl]-5-formylimidazol-1-yl}methyl)benzoic acid
• Synonyms: 4-[(2-n-(Butyl-d3)-5-formyl-1H-imidazol-1-yl)methyl]benzoic Acid; 4-[(2-Butyl-5-formyl-1H-imidazol-1-yl)methyl]benzoic Acid-d3

Database IDs

• PubChem SID: 162257565
• PubChem CID: 71314433

CALCULATED PROPERTIES

• Acid pKa: 4.142055
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.485694
• LogD (pH = 7.4): 0.009596456
• Log P: 1.6446542
• Molar Refractivity: 80.5094 cm^3
• Polarizability: 30.022043 Å^3
• Polar Surface Area: 72.19 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B691802

Labelled Eprosartan (E590100) impurity.

REFERENCES

• Carini, D., et al.: J. Med. Chem., 33, 1330 (1990)