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

• ChemBase ID: 3240
• Molecular Formular: C12H19N2O8P
• Molecular Mass: 350.261621
• Monoisotopic Mass: 350.08790221
• SMILES: C[C@@H](O)[C@@H](NCc1c(O)c(C)ncc1COP(=O)(O)O)C(=O)O
• Canonical SMILES: C[C@H]([C@H](C(=O)O)NCc1c(cnc(c1O)C)COP(=O)(O)O)O
• InChI: InChI=1S/C12H19N2O8P/c1-6-11(16)9(4-14-10(7(2)15)12(17)18)8(3-13-6)5-22-23(19,20)21/h3,7,10,14-16H,4-5H2,1-2H3,(H,17,18)(H2,19,20,21)/t7-,10-/m1/s1
• InChIKey: IZWQBQLGLAKRMN-GMSGAONNSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 46507120; 160966682
• PubChem CID: 17754202

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.0000198
• H Acceptors: 9
• H Donor: 6
• LogD (pH = 5.5): -6.106515
• LogD (pH = 7.4): -6.849029
• Log P: -5.2512536
• Molar Refractivity: 77.9513 cm^3
• Polarizability: 30.728542 Å^3
• Polar Surface Area: 169.44 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -1.94
• LOG S: -2.36
• Solubility (Water): 1.52e+00 g/l

DETAILS

DrugBank - DB03576

Drug information: experimental