5-hydroxy-6-nitropyridine-3-carboxylic acid

• ChemBase ID: 175244
• Molecular Formular: C6H4N2O5
• Molecular Mass: 184.10636
• Monoisotopic Mass: 184.01202124
• SMILES: c1(c(ncc(c1)C(=O)O)[N+](=O)[O-])O
• Canonical SMILES: [O-][N+](=O)c1ncc(cc1O)C(=O)O
• InChI: InChI=1S/C6H4N2O5/c9-4-1-3(6(10)11)2-7-5(4)8(12)13/h1-2,9H,(H,10,11)
• InChIKey: OODZZMDHMOPHHY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-hydroxy-6-nitropyridine-3-carboxylic acid
• IUPAC Traditional name: 5-hydroxy-6-nitropyridine-3-carboxylic acid
• Synonyms: 5-Hydroxy-6-nitro-3-pyridinecarboxylic acid; 6-Nitro-5-hydroxy Nicotinic Acid

Database IDs

• CAS Number: 59288-43-6
• PubChem SID: 164231154
• PubChem CID: 18357439

CALCULATED PROPERTIES

• Polar Surface Area: 116.24 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true
• Acid pKa: 3.488624
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -1.4842254
• LogD (pH = 7.4): -3.6810243
• Log P: 0.6440327
• Molar Refractivity: 40.7764 cm^3
• Polarizability: 14.577765 Å^3

DETAILS

Toronto Research Chemicals - N496200

A 5-hydroxynicotinic acid (H948565) derivative used in the preparation of aminoheteroaryl protein kinase inhibitors.

REFERENCES

• Braginskaya, F.I. et al.: Izvest. Akad. Nauk SSSR, Seriya. Khimic., 3, 615 (1976)