2-[({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methyl)amino]-2-methylpropanoic acid

• ChemBase ID: 3854
• Molecular Formular: C12H19N2O7P
• Molecular Mass: 334.262221
• Monoisotopic Mass: 334.09298759
• SMILES: Cc1ncc(COP(=O)(O)O)c(CNC(C)(C)C(=O)O)c1O
• Canonical SMILES: OC(=O)C(NCc1c(cnc(c1O)C)COP(=O)(O)O)(C)C
• InChI: InChI=1S/C12H19N2O7P/c1-7-10(15)9(5-14-12(2,3)11(16)17)8(4-13-7)6-21-22(18,19)20/h4,14-15H,5-6H2,1-3H3,(H,16,17)(H2,18,19,20)
• InChIKey: NHGDGJKONAZETF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methyl)amino]-2-methylpropanoic acid
• IUPAC Traditional name: 2-[({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methyl)amino]-2-methylpropanoic acid
• Synonyms: N-Pyridoxyl-2-Methylalanine-5-Phosphate

Database IDs

• PubChem SID: 46507871; 160967291
• PubChem CID: 445009

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.059706
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): -5.0227804
• LogD (pH = 7.4): -5.779018
• Log P: -3.7781463
• Molar Refractivity: 76.7021 cm^3
• Polarizability: 30.02463 Å^3
• Polar Surface Area: 149.21 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.04
• LOG S: -2.53
• Solubility (Water): 9.92e-01 g/l

DETAILS

DrugBank - DB04241

Drug information: experimental