7-chloro-4-({2-[(2,3-dihydroxypropoxy)carbonyl](2H4)phenyl}amino)quinolin-1-ium-1-olate

• ChemBase ID: 169638
• Molecular Formular: C19H17ClN2O5
• Molecular Mass: 388.80168
• Monoisotopic Mass: 388.08259933
• SMILES: c1cccc(c1Nc1cc[n+](c2c1ccc(c2)Cl)[O-])C(=O)OCC(CO)O
• Canonical SMILES: OCC(COC(=O)c1ccccc1Nc1cc[n+](c2c1ccc(c2)Cl)[O-])O
• InChI: InChI=1S/C19H17ClN2O5/c20-12-5-6-14-17(7-8-22(26)18(14)9-12)21-16-4-2-1-3-15(16)19(25)27-11-13(24)10-23/h1-9,13,21,23-24H,10-11H2
• InChIKey: QSIBSYLVSFILGA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-chloro-4-({2-[(2,3-dihydroxypropoxy)carbonyl](^2H₄)phenyl}amino)quinolin-1-ium-1-olate
• IUPAC Traditional name: 7-chloro-4-({2-[(2,3-dihydroxypropoxy)carbonyl](^2H₄)phenyl}amino)quinolin-1-ium-1-olate
• Synonyms: 2-[(7-Chloro-1-oxido-4-quinolinyl)amino]benzoic Acid-d4; N-(7-Chloro-1-oxido-4-quinolyl)anthranilic Acid-d4; Glafenine-d4 N-Oxide

Database IDs

• PubChem SID: 162263770
• PubChem CID: 71317076

CALCULATED PROPERTIES

• Acid pKa: 13.614264
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 3.058848
• LogD (pH = 7.4): 3.058891
• Log P: 3.0588918
• Molar Refractivity: 101.4579 cm^3
• Polarizability: 39.393017 Å^3
• Polar Surface Area: 104.25 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - G406512

Labelled Glafenine N-Oxide, a major metabolite of Glafenine (G406500).

REFERENCES

• Wen, B. et al.: Drug Metab. Dispos., 1511 (2011)