2-{3-[3-({[2-chloro-3-(trifluoromethyl)phenyl]methyl}[(2S)-2-cyclohexyl-2-phenylethyl]amino)propoxy]phenyl}acetic acid

• ChemBase ID: 3438
• Molecular Formular: C33H37ClF3NO3
• Molecular Mass: 588.0999896
• Monoisotopic Mass: 587.24140639
• SMILES: OC(=O)Cc1cccc(OCCCN(C[C@@H](C2CCCCC2)c2ccccc2)Cc2cccc(c2Cl)C(F)(F)F)c1
• Canonical SMILES: OC(=O)Cc1cccc(c1)OCCCN(Cc1cccc(c1Cl)C(F)(F)F)C[C@H](c1ccccc1)C1CCCCC1
• InChI: InChI=1S/C33H37ClF3NO3/c34-32-27(15-8-17-30(32)33(35,36)37)22-38(18-9-19-41-28-16-7-10-24(20-28)21-31(39)40)23-29(25-11-3-1-4-12-25)26-13-5-2-6-14-26/h1,3-4,7-8,10-12,15-17,20,26,29H,2,5-6,9,13-14,18-19,21-23H2,(H,39,40)/t29-/m1/s1
• InChIKey: AVXMWVZLCQSTKR-GDLZYMKVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{3-[3-({[2-chloro-3-(trifluoromethyl)phenyl]methyl}[(2S)-2-cyclohexyl-2-phenylethyl]amino)propoxy]phenyl}acetic acid
• IUPAC Traditional name: {3-[3-({[2-chloro-3-(trifluoromethyl)phenyl]methyl}[(2S)-2-cyclohexyl-2-phenylethyl]amino)propoxy]phenyl}acetic acid
• Synonyms: (3-{3-[[2-Chloro-3-(Trifluoromethyl)Benzyl](2,2-Diphenylethyl)Amino]Propoxy}Phenyl)Acetic Acid

Database IDs

• PubChem SID: 46507779; 160966877
• PubChem CID: 46936791

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.8771822
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 5.981574
• LogD (pH = 7.4): 5.974015
• Log P: 5.986903
• Molar Refractivity: 157.094 cm^3
• Polarizability: 60.02767 Å^3
• Polar Surface Area: 49.77 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 7.7
• LOG S: -6.91
• Solubility (Water): 7.30e-05 g/l

DETAILS

DrugBank - DB03791

Drug information: experimental