5-{1-hydroxy-4-[methyl(nitroso)amino]butyl}pyridine-2-carboxylic acid

• ChemBase ID: 174130
• Molecular Formular: C11H15N3O4
• Molecular Mass: 253.2545
• Monoisotopic Mass: 253.10625598
• SMILES: c1(ccc(nc1)C(=O)O)C(CCCN(C)N=O)O
• Canonical SMILES: O=NN(CCCC(c1ccc(nc1)C(=O)O)O)C
• InChI: InChI=1S/C11H15N3O4/c1-14(13-18)6-2-3-10(15)8-4-5-9(11(16)17)12-7-8/h4-5,7,10,15H,2-3,6H2,1H3,(H,16,17)
• InChIKey: FKRFLKHRRVNVNR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-{1-hydroxy-4-[methyl(nitroso)amino]butyl}pyridine-2-carboxylic acid
• IUPAC Traditional name: 5-{1-hydroxy-4-[methyl(nitroso)amino]butyl}pyridine-2-carboxylic acid
• Synonyms: 2-Carboxy-NNAL; 5-[1-Hydroxy-4-(methylnitrosoamino)butyl]-2-pyridinecarboxylic Acid; 4-(Methylnitrosamino)-1-[(3-pyridyl)-4-carboxy]-1-butanol

Database IDs

• PubChem SID: 164230040
• PubChem CID: 71750528

CALCULATED PROPERTIES

• Acid pKa: 0.9718116
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -1.2664102
• LogD (pH = 7.4): -2.7158163
• Log P: -0.7498635
• Molar Refractivity: 64.8629 cm^3
• Polarizability: 24.16825 Å^3
• Polar Surface Area: 103.09 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M325735

A derivative of NNAL, a tobacco-specific nitrosamine.