2-[4-(1-oxo-2,3-dihydro-1H-isoindol-2-yl)phenyl](3,3,3-2H3)propanoic acid

• ChemBase ID: 171631
• Molecular Formular: C17H15NO3
• Molecular Mass: 281.3059
• Monoisotopic Mass: 281.10519335
• SMILES: c1ccc2c(c1)CN(C2=O)c1ccc(cc1)C(C)C(=O)O
• Canonical SMILES: OC(=O)C(c1ccc(cc1)N1Cc2c(C1=O)cccc2)C
• InChI: InChI=1S/C17H15NO3/c1-11(17(20)21)12-6-8-14(9-7-12)18-10-13-4-2-3-5-15(13)16(18)19/h2-9,11H,10H2,1H3,(H,20,21)
• InChIKey: RJMIEHBSYVWVIN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[4-(1-oxo-2,3-dihydro-1H-isoindol-2-yl)phenyl](3,3,3-^2H₃)propanoic acid
• IUPAC Traditional name: 2-[4-(1-oxo-2,3-dihydro-1H-isoindol-2-yl)phenyl](3,3,3-^2H₃)propanoic acid
• Synonyms: 4-(1,3-Dihydro-1-oxo-2H-isoindol-2-yl)-α-(methyl-d3)benzeneacetic Acid; 1-Oxo-2-[p-[(α-methyl-d3)carboxymethyl]phenyl]isoindoline; 2-[4-(1-Oxo-2-isoindolinyl)phenyl]propanoic Acid-d3; Bor-ind-d3; Flosin-d3; Flosin-d3t; IPP-d3; Isindone-d3; K 4277-d3; Praxis-d3; (+/-)-Indoprofen-d3; Reumofene-d3; Indoprofen-d3

Database IDs

• PubChem SID: 164227541
• PubChem CID: 46781961

CALCULATED PROPERTIES

• Acid pKa: 3.742179
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.1031036
• LogD (pH = 7.4): -0.42682675
• Log P: 2.8611586
• Molar Refractivity: 79.1441 cm^3
• Polarizability: 30.073984 Å^3
• Polar Surface Area: 57.61 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - I645002

A labelled non-steroidal anti-inflammatory agent used for treatment of pain and inflammation.

REFERENCES

• Panusa, A., et al.: J. Pharm. Biomed. Anal., 43, 1221 (2003)
• Richardson, S., et al.: Anal. Chem., 75, 2831 (2003)
• Gonzalez, M., et al.: Bioorg. Med. Chem. Lett., 15, 2641 (2003)