5-carboxy-2-(2H3)methyl(6-2H)pyrazin-1-ium-1-olate

• ChemBase ID: 159518
• Molecular Formular: C6H6N2O3
• Molecular Mass: 154.12344
• Monoisotopic Mass: 154.03784206
• SMILES: c1c([n+](cc(n1)C(=O)O)[O-])C
• Canonical SMILES: [O-][n+]1cc(ncc1C)C(=O)O
• InChI: InChI=1S/C6H6N2O3/c1-4-2-7-5(6(9)10)3-8(4)11/h2-3H,1H3,(H,9,10)
• InChIKey: DJQOOSBJCLSSEY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-carboxy-2-(^2H₃)methyl(6-^2H)pyrazin-1-ium-1-olate
• IUPAC Traditional name: 5-carboxy-2-(^2H₃)methyl(6-^2H)pyrazin-1-ium-1-olate
• Synonyms: 5-Methyl-2-pyrazinecarboxylic Acid 4-Oxide-d4; 5-Methylpyrazinecarboxylic Acid 4-Oxide-d4; K 9321-d4; Olbemox-d4; Olbetam-d4; Acipimox-d4

Database IDs

• PubChem SID: 162253653
• PubChem CID: 71313015

CALCULATED PROPERTIES

• Acid pKa: 3.2699058
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -3.1730733
• LogD (pH = 7.4): -4.3939824
• Log P: -0.96167445
• Molar Refractivity: 37.4361 cm^3
• Polarizability: 13.352982 Å^3
• Polar Surface Area: 75.65 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A189852

Labelled antilipemic.

REFERENCES

• Fuccella, L.M., et al.: Clin. Pharmacol. Ther., 28, 790 (1980)
• Lovisolo, P.P., et al.: Pharmacol. Res. Commun., 13, 151 (1980)
• Aktories, K., et al.: Arzneim.-Forsch., 33, 1525 (1980)
• Boatman, P., et al.: J. Med. Chem., 51, 7653 (1980)
• Rigazio, S., et