(2S)-2-(4-chlorophenoxy)-3-phenylpropanoic acid

• ChemBase ID: 6363
• Molecular Formular: C15H13ClO3
• Molecular Mass: 276.71492
• Monoisotopic Mass: 276.05532196
• SMILES: c1cc(Cl)ccc1O[C@H](C(=O)O)Cc1ccccc1
• Canonical SMILES: OC(=O)[C@H](Cc1ccccc1)Oc1ccc(cc1)Cl
• InChI: InChI=1S/C15H13ClO3/c16-12-6-8-13(9-7-12)19-14(15(17)18)10-11-4-2-1-3-5-11/h1-9,14H,10H2,(H,17,18)/t14-/m0/s1
• InChIKey: CPBLTMSKPQDJPW-AWEZNQCLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-(4-chlorophenoxy)-3-phenylpropanoic acid
• IUPAC Traditional name: (2S)-2-(4-chlorophenoxy)-3-phenylpropanoic acid
• Synonyms: (2S)-2-(4-chlorophenoxy)-3-phenylpropanoic acid

Database IDs

• PubChem SID: 162103444
• PubChem CID: 11460087

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.663817
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.2889354
• LogD (pH = 7.4): 0.8030028
• Log P: 4.122693
• Molar Refractivity: 72.5235 cm^3
• Polarizability: 28.500183 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.75
• LOG S: -3.97
• Solubility (Water): 2.99e-02 g/l

DETAILS

DrugBank - DB08760

Drug information: experimental