methyl 4-({2-butyl-5-[(1E)-3-ethoxy-3-oxo-2-(thiophen-2-ylmethyl)prop-1-en-1-yl]-1H-imidazol-1-yl}methyl)benzoate

• ChemBase ID: 168138
• Molecular Formular: C26H30N2O4S
• Molecular Mass: 466.5924
• Monoisotopic Mass: 466.19262845
• SMILES: c1c(ccc(c1)Cn1c(cnc1CCCC)/C=C(\Cc1sccc1)/C(=O)OCC)C(=O)OC
• Canonical SMILES: CCCCc1ncc(n1Cc1ccc(cc1)C(=O)OC)/C=C(/C(=O)OCC)\Cc1cccs1
• InChI: InChI=1S/C26H30N2O4S/c1-4-6-9-24-27-17-22(15-21(26(30)32-5-2)16-23-8-7-14-33-23)28(24)18-19-10-12-20(13-11-19)25(29)31-3/h7-8,10-15,17H,4-6,9,16,18H2,1-3H3/b21-15+
• InChIKey: DRNXMWWTAZQPCI-RCCKNPSSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 4-({2-butyl-5-[(1E)-3-ethoxy-3-oxo-2-(thiophen-2-ylmethyl)prop-1-en-1-yl]-1H-imidazol-1-yl}methyl)benzoate
• IUPAC Traditional name: methyl 4-({2-butyl-5-[(1E)-3-ethoxy-3-oxo-2-(thiophen-2-ylmethyl)prop-1-en-1-yl]imidazol-1-yl}methyl)benzoate
• Synonyms: (αE)-α-[[2-Butyl-1-[[4-(methoxycarbonyl)phenyl]methyl]-1H-imidazol-5-yl]methylene]-2-thiophenepropanoic Acid Ethyl Ester; Methyl 4-((5-((E)-2-(Ethoxycarbonyl)-3-(thien-2-yl)prop-1-enyl)-2-butyl-1H-imidazol-1-yl)methyl)benzoate; Eprosartan Ethyl Methyl Diester

Database IDs

• CAS Number: 133486-13-2
• PubChem SID: 162262270
• PubChem CID: 14952884

CALCULATED PROPERTIES

• Lipinski's Rule of Five: false
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 5.329653
• LogD (pH = 7.4): 6.1352587
• Log P: 6.224821
• Molar Refractivity: 131.3111 cm^3
• Polarizability: 50.09821 Å^3
• Polar Surface Area: 70.42 Å^2
• Rotatable Bonds: 13

DETAILS

Toronto Research Chemicals - E590120

Eprosartan (E590100) intermediate.

REFERENCES

• Keenan, R.M., et al.: J. Med. Chem., 36, 1880 (1993)