2-[(7-chloroquinolin-4-yl)amino](2H4)benzoic acid

• ChemBase ID: 169635
• Molecular Formular: C16H11ClN2O2
• Molecular Mass: 298.72374
• Monoisotopic Mass: 298.05090528
• SMILES: c1cccc(c1Nc1ccnc2c1ccc(c2)Cl)C(=O)O
• Canonical SMILES: Clc1ccc2c(c1)nccc2Nc1ccccc1C(=O)O
• InChI: InChI=1S/C16H11ClN2O2/c17-10-5-6-11-14(7-8-18-15(11)9-10)19-13-4-2-1-3-12(13)16(20)21/h1-9H,(H,18,19)(H,20,21)
• InChIKey: HTKGKUISLUERQX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(7-chloroquinolin-4-yl)amino](^2H₄)benzoic acid
• IUPAC Traditional name: 2-[(7-chloroquinolin-4-yl)amino](^2H₄)benzoic acid
• Synonyms: 2-[(7-Chloro-4-quinolinyl)amino]benzoic Acid-d4; N-(7-Chloro-4-quinolyl)anthranilic Acid-d4; (+)-Glafenic Acid-d4; R 1264-d4; Glafenic Acid-d4

Database IDs

• PubChem SID: 162263767
• PubChem CID: 71317073

CALCULATED PROPERTIES

• Acid pKa: 3.808485
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.5593882
• LogD (pH = 7.4): 2.6459112
• Log P: 3.5992215
• Molar Refractivity: 80.5265 cm^3
• Polarizability: 31.874735 Å^3
• Polar Surface Area: 62.22 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - G406492

Laballed Glafenic Acid, a major metabolite of Glafenine (G406500).

REFERENCES

• Tournet, M.C. et al.: J. Chrom. Biomed. Appl., 224, 348 (1981)
• El Walily, A. et al.: Alex. J. Pharmac. Sci., 6, 86 (1981)
• Chauvelot, L et al.: Biopharm. Pharmacokin., Eur. Congr. 2, 1984