(2S)-2-{[3-({[2-fluoro-4-(trifluoromethyl)phenyl]formamido}methyl)-4-methoxyphenyl]methyl}butanoic acid

• ChemBase ID: 4723
• Molecular Formular: C21H21F4NO4
• Molecular Mass: 427.3893528
• Monoisotopic Mass: 427.14067104
• SMILES: OC(=O)[C@@H](CC)Cc1cc(c(cc1)OC)CNC(=O)c1c(cc(cc1)C(F)(F)F)F
• Canonical SMILES: CC[C@H](C(=O)O)Cc1ccc(c(c1)CNC(=O)c1ccc(cc1F)C(F)(F)F)OC
• InChI: InChI=1S/C21H21F4NO4/c1-3-13(20(28)29)8-12-4-7-18(30-2)14(9-12)11-26-19(27)16-6-5-15(10-17(16)22)21(23,24)25/h4-7,9-10,13H,3,8,11H2,1-2H3,(H,26,27)(H,28,29)/t13-/m0/s1
• InChIKey: BDLLIPYDNFENMY-ZDUSSCGKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[3-({[2-fluoro-4-(trifluoromethyl)phenyl]formamido}methyl)-4-methoxyphenyl]methyl}butanoic acid
• IUPAC Traditional name: (2S)-2-{[3-({[2-fluoro-4-(trifluoromethyl)phenyl]formamido}methyl)-4-methoxyphenyl]methyl}butanoic acid
• Synonyms: (2S)-2-{3-[({[2-fluoro-4-(trifluoromethyl)phenyl]carbonyl}amino)methyl]-4-methoxybenzyl}butanoic acid

Database IDs

• PubChem SID: 160968155; 99443541
• PubChem CID: 11711595

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.0762134
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.2683237
• LogD (pH = 7.4): 1.5910404
• Log P: 4.7047863
• Molar Refractivity: 102.3831 cm^3
• Polarizability: 37.752403 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.93
• LOG S: -5.3
• Solubility (Water): 2.13e-03 g/l

DETAILS

DrugBank - DB07070

Drug information: experimental