6-oxo-1-[(1,2,3,4,5,6-14C6)phenyl]-1,6-dihydropyridine-3-carboxylic acid

• ChemBase ID: 163778
• Molecular Formular: C12H9NO3
• Molecular Mass: 227.16001193
• Monoisotopic Mass: 227.07769509
• SMILES: c1c(cn(c(=O)c1)[14c]1[14cH][14cH][14cH][14cH][14cH]1)C(=O)O
• Canonical SMILES: OC(=O)c1ccc(=O)n(c1)[14c]1[14cH][14cH][14cH][14cH][14cH]1
• InChI: InChI=1S/C12H9NO3/c14-11-7-6-9(12(15)16)8-13(11)10-4-2-1-3-5-10/h1-8H,(H,15,16)/i1+2,2+2,3+2,4+2,5+2,10+2
• InChIKey: PETUTZMMIOWORO-IJZICWSMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-oxo-1-[(1,2,3,4,5,6-^1^4C₆)phenyl]-1,6-dihydropyridine-3-carboxylic acid
• IUPAC Traditional name: 6-oxo-1-[(1,2,3,4,5,6-^1^4C₆)phenyl]pyridine-3-carboxylic acid
• Synonyms: 1,6-Dihydro-6-oxo-1-(phenyl-14C6)-3-pyridinecarboxylic Acid; 6-Oxo-1-(phenyl-14C6)-1,6-dihydropyridine-3-carboxylic Acid; 5-Carboxy-N-(phenyl-14C6)-2-1H-pyridone

Database IDs

• PubChem SID: 162257913
• PubChem CID: 46780181

CALCULATED PROPERTIES

• Acid pKa: 3.3877347
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.76575416
• LogD (pH = 7.4): -2.0724347
• Log P: 1.3335503
• Molar Refractivity: 58.7188 cm^3
• Polarizability: 21.885641 Å^3
• Polar Surface Area: 57.61 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C179021

A labelled metabolite of Pirfenidone, a new drug to treat patients with kidney disease who have diabetes.

REFERENCES

• Kehrer, J., et al.: Toxicol. Lett., 90, 125 (1997)
• Taniyama, M., et al.: Eur. J. Clin. Pharmacol., 52, 77 (1997)
• Nicod, L., et al.: Lancet, 354, 268 (1997)
• Miric, G., et al.: Br. J. Pharmacol., 133, 687 (1997)