(2R)-2-[1-(2,4-dichlorophenyl)-N-{[3-(trifluoromethyl)phenyl]methyl}formamido]-3-phenylpropanoic acid

• ChemBase ID: 3265
• Molecular Formular: C24H18Cl2F3NO3
• Molecular Mass: 496.3058296
• Monoisotopic Mass: 495.06158346
• SMILES: OC(=O)[C@@H](Cc1ccccc1)N(Cc1cccc(c1)C(F)(F)F)C(=O)c1ccc(Cl)cc1Cl
• Canonical SMILES: Clc1ccc(c(c1)Cl)C(=O)N([C@@H](C(=O)O)Cc1ccccc1)Cc1cccc(c1)C(F)(F)F
• InChI: InChI=1S/C24H18Cl2F3NO3/c25-18-9-10-19(20(26)13-18)22(31)30(14-16-7-4-8-17(11-16)24(27,28)29)21(23(32)33)12-15-5-2-1-3-6-15/h1-11,13,21H,12,14H2,(H,32,33)/t21-/m1/s1
• InChIKey: LAJJKGIZTCCOHY-OAQYLSRUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-[1-(2,4-dichlorophenyl)-N-{[3-(trifluoromethyl)phenyl]methyl}formamido]-3-phenylpropanoic acid
• IUPAC Traditional name: (2R)-2-[1-(2,4-dichlorophenyl)-N-{[3-(trifluoromethyl)phenyl]methyl}formamido]-3-phenylpropanoic acid
• Synonyms: (2s)-2-[(2,4-Dichloro-Benzoyl)-(3-Trifluoromethyl-Benzyl)-Amino]-3-Phenyl-Propionic Acid

Database IDs

• PubChem SID: 46506684; 160966707
• PubChem CID: 17753763

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.5928235
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 4.882439
• LogD (pH = 7.4): 3.4391913
• Log P: 6.7847233
• Molar Refractivity: 120.3232 cm^3
• Polarizability: 45.132187 Å^3
• Polar Surface Area: 57.61 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 5.52
• LOG S: -6.12
• Solubility (Water): 3.79e-04 g/l

DETAILS

DrugBank - DB03605

Drug information: experimental