2-({2-butyl-1-[(4-carboxyphenyl)methyl]-1H-imidazol-5-yl}methylidene)propanedioic acid

• ChemBase ID: 166684
• Molecular Formular: C19H20N2O6
• Molecular Mass: 372.3719
• Monoisotopic Mass: 372.13213637
• SMILES: c1c(ccc(c1)Cn1c(cnc1CCCC)C=C(C(=O)O)C(=O)O)C(=O)O
• Canonical SMILES: CCCCc1ncc(n1Cc1ccc(cc1)C(=O)O)C=C(C(=O)O)C(=O)O
• InChI: InChI=1S/C19H20N2O6/c1-2-3-4-16-20-10-14(9-15(18(24)25)19(26)27)21(16)11-12-5-7-13(8-6-12)17(22)23/h5-10H,2-4,11H2,1H3,(H,22,23)(H,24,25)(H,26,27)
• InChIKey: IGNRJIWLJYGTJZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-({2-butyl-1-[(4-carboxyphenyl)methyl]-1H-imidazol-5-yl}methylidene)propanedioic acid
• IUPAC Traditional name: 2-({2-butyl-3-[(4-carboxyphenyl)methyl]imidazol-4-yl}methylidene)propanedioic acid
• Synonyms: 2-[[2-Butyl-1-[[4-(carboxyphenyl)]methyl]-1H-imidazol-5-yl]methylene]propanedioic Acid; 4-[[2-Butyl-5-(2,2-dicarboxyvinyl)-1H-imidazol-1yl)methylbenzoic Acid; Des[2-(2-thienylmethyl)] Eprosartan-2-carboxylic Acid

Database IDs

• PubChem SID: 162260817
• PubChem CID: 71315824

CALCULATED PROPERTIES

• Acid pKa: 2.6118703
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -1.5479597
• LogD (pH = 7.4): -5.383906
• Log P: 1.5510782
• Molar Refractivity: 97.0016 cm^3
• Polarizability: 36.431553 Å^3
• Polar Surface Area: 129.72 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D297470

Eprosartan (E590100) impurity.