(2S)-2-(3-benzoylphenyl)(3-13C,3,3,3-2H3)propanoic acid

• ChemBase ID: 172094
• Molecular Formular: C16H14O3
• Molecular Mass: 255.27321484
• Monoisotopic Mass: 255.09764915
• SMILES: c1cccc(c1)C(=O)c1cccc(c1)[C@H]([13CH3])C(=O)O
• Canonical SMILES: OC(=O)[C@H](c1cccc(c1)C(=O)c1ccccc1)[13CH3]
• InChI: InChI=1S/C16H14O3/c1-11(16(18)19)13-8-5-9-14(10-13)15(17)12-6-3-2-4-7-12/h2-11H,1H3,(H,18,19)/t11-/m0/s1/i1+1
• InChIKey: DKYWVDODHFEZIM-XEHHCZBASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-(3-benzoylphenyl)(3-^1^3C,3,3,3-^2H₃)propanoic acid
• IUPAC Traditional name: (2S)-2-(3-benzoylphenyl)(3-^1^3C,3,3,3-^2H₃)propanoic acid
• Synonyms: (αR)-3-Benzoyl-α-(methyl-13C,d3)benzeneacetic Acid; (-)-2-(3-Benzoylphenyl)propionic Acid-13C,d3; (-)-3-Benzoyl-α-methylbenzeneacetic Acid-13C,d3; (-)-Ketoprofen-13C,d3; (2R)-2-(3-Benzoylphenyl)propionic Acid-13C,d3; (R)-2-(3-Benzoylphenyl)propionic Acid-13C,d3; (R)-3-Benzoyl-α-(methyl-13C,d3)phenylacetic Acid; (R)-Ketoprophen-13C,d3; (R)-(-)-Ketoprofen-13C,d3

Database IDs

• PubChem SID: 164228004
• PubChem CID: 49849750

CALCULATED PROPERTIES

• Acid pKa: 3.882609
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.9908713
• LogD (pH = 7.4): 0.39084414
• Log P: 3.6133335
• Molar Refractivity: 72.5156 cm^3
• Polarizability: 28.005821 Å^3
• Polar Surface Area: 54.37 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - K200808

Labelled R-Ketoprofen (K200806). Anti-inflammatory; analgesic.

REFERENCES

• Ueno, K., et al.: J. Med. Chem., 19, 941 (1976)
• Liversidge, G.G., Anal. Profiles Drug Subs., 10, 443 (1976)
• Jamali, F., et al.: Clin. Pharmacokinet., 19, 197 (1976)