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

• ChemBase ID: 1760
• Molecular Formular: C11H17N2O7P
• Molecular Mass: 320.235641
• Monoisotopic Mass: 320.07733752
• SMILES: C[C@@H](NCc1c(O)c(C)ncc1COP(=O)(O)O)C(=O)O
• Canonical SMILES: OC(=O)[C@H](NCc1c(cnc(c1O)C)COP(=O)(O)O)C
• InChI: InChI=1S/C11H17N2O7P/c1-6-10(14)9(4-13-7(2)11(15)16)8(3-12-6)5-20-21(17,18)19/h3,7,13-14H,4-5H2,1-2H3,(H,15,16)(H2,17,18,19)/t7-/m1/s1
• InChIKey: WACJCHFWJNNBPR-SSDOTTSWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-[({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methyl)amino]propanoic acid
• IUPAC Traditional name: pyridoxyl-alanine-5-phosphate
• Synonyms: N-(5'-Phosphopyridoxyl)-D-Alanine; PDA; Vitamin B6 complexed with alanine; LPG-PLP; alanyl-pyridoxal-5'-phosphate; n-(5'-phosphopyridoxyl)-l-alanine; PDL; PP3; Pyridoxyl-Alanine-5-Phosphate

Database IDs

• PubChem SID: 160965216; 46505701; 46508912
• PubChem CID: 446862

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.0252147
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): -5.4625225
• LogD (pH = 7.4): -6.2082934
• Log P: -4.2479863
• Molar Refractivity: 71.9888 cm^3
• Polarizability: 28.215738 Å^3
• Polar Surface Area: 149.21 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.7
• LOG S: -2.33
• Solubility (Water): 1.48e+00 g/l

DETAILS

DrugBank - DB04467

Drug information: experimental

DrugBank - DB01993

Drug information: experimental