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

• ChemBase ID: 2537
• Molecular Formular: C10H15N2O7P
• Molecular Mass: 306.209061
• Monoisotopic Mass: 306.06168746
• SMILES: Cc1ncc(COP(=O)(O)O)c(CNCC(=O)O)c1O
• Canonical SMILES: OC(=O)CNCc1c(cnc(c1O)C)COP(=O)(O)O
• InChI: InChI=1S/C10H15N2O7P/c1-6-10(15)8(3-11-4-9(13)14)7(2-12-6)5-19-20(16,17)18/h2,11,15H,3-5H2,1H3,(H,13,14)(H2,16,17,18)
• InChIKey: FEVQWBMNLWUBTF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 160965987; 46507957
• PubChem CID: 445062

CALCULATED PROPERTIES

JChem

• Acid pKa: 0.9860406
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): -6.0384912
• LogD (pH = 7.4): -6.7732906
• Log P: -4.857965
• Molar Refractivity: 67.4949 cm^3
• Polarizability: 26.410664 Å^3
• Polar Surface Area: 149.21 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.29
• LOG S: -2.19
• Solubility (Water): 1.97e+00 g/l

DETAILS

DrugBank - DB02824

Drug information: experimental