(2S)-2-(6-chloro-9H-carbazol-2-yl)propanoic acid

• ChemBase ID: 163831
• Molecular Formular: C15H12ClNO2
• Molecular Mass: 273.71428
• Monoisotopic Mass: 273.05565631
• SMILES: c1c(cc2c(c1)[nH]c1c2ccc(c1)[C@H](C)C(=O)O)Cl
• Canonical SMILES: OC(=O)[C@H](c1ccc2c(c1)[nH]c1c2cc(cc1)Cl)C
• InChI: InChI=1S/C15H12ClNO2/c1-8(15(18)19)9-2-4-11-12-7-10(16)3-5-13(12)17-14(11)6-9/h2-8,17H,1H3,(H,18,19)/t8-/m0/s1
• InChIKey: PUXBGTOOZJQSKH-QMMMGPOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-(6-chloro-9H-carbazol-2-yl)propanoic acid
• IUPAC Traditional name: (+)-carprofen
• Synonyms: (αS)-6-Chloro-α-methyl-9H-carbazole-2-acetic Acid; (+)-Carprofen; (S)-(+)-Carprofen; C 8012; (S)-Carprofen

Database IDs

• CAS Number: 52263-84-0
• PubChem SID: 162257966
• PubChem CID: 667685

CALCULATED PROPERTIES

• Acid pKa: 4.4157977
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 2.7586398
• LogD (pH = 7.4): 0.99989116
• Log P: 3.875665
• Molar Refractivity: 74.1591 cm^3
• Polarizability: 30.937445 Å^3
• Polar Surface Area: 53.09 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C184345

The S-enantiomer of the antiinflammatory drug Carprofen (C184350).

REFERENCES

• Randall, L.O., et al.: Arch. Int. Pharmacodyn., 220, 94 (1976)
• Yu, T.F., et al.: J. Clin. Pharmacol., 20, 347 (1976)
• O’Brien, W.M., et al.: Pharmacotherapy, 7, 16 (1976)