(2R)-2-amino-6-[({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methyl)amino]hexanoic acid

• ChemBase ID: 3707
• Molecular Formular: C14H24N3O7P
• Molecular Mass: 377.330021
• Monoisotopic Mass: 377.13518675
• SMILES: Cc1ncc(COP(=O)(O)O)c(CNCCCC[C@@H](N)C(=O)O)c1O
• Canonical SMILES: OC(=O)[C@@H](CCCCNCc1c(cnc(c1O)C)COP(=O)(O)O)N
• InChI: InChI=1S/C14H24N3O7P/c1-9-13(18)11(10(6-17-9)8-24-25(21,22)23)7-16-5-3-2-4-12(15)14(19)20/h6,12,16,18H,2-5,7-8,15H2,1H3,(H,19,20)(H2,21,22,23)/t12-/m1/s1
• InChIKey: FIXMYVJXXYQYGI-GFCCVEGCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-amino-6-[({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methyl)amino]hexanoic acid
• IUPAC Traditional name: (2R)-2-amino-6-[({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methyl)amino]hexanoic acid
• Synonyms: N'-Pyridoxyl-Lysine-5'-Monophosphate

Database IDs

• PubChem SID: 46505083; 160967145
• PubChem CID: 46936882

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.5763167
• H Acceptors: 9
• H Donor: 6
• LogD (pH = 5.5): -7.305078
• LogD (pH = 7.4): -8.018295
• Log P: -7.2462254
• Molar Refractivity: 89.301 cm^3
• Polarizability: 35.1788 Å^3
• Polar Surface Area: 175.23 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -1.78
• LOG S: -3.02
• Solubility (Water): 3.59e-01 g/l

DETAILS

DrugBank - DB04083

Drug information: experimental