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

• ChemBase ID: 1583
• Molecular Formular: C13H19N2O9P
• Molecular Mass: 378.271721
• Monoisotopic Mass: 378.08281683
• SMILES: Cc1ncc(COP(=O)(O)O)c(CN[C@H](CCC(=O)O)C(=O)O)c1O
• Canonical SMILES: OC(=O)CC[C@H](C(=O)O)NCc1c(cnc(c1O)C)COP(=O)(O)O
• InChI: InChI=1S/C13H19N2O9P/c1-7-12(18)9(8(4-14-7)6-24-25(21,22)23)5-15-10(13(19)20)2-3-11(16)17/h4,10,15,18H,2-3,5-6H2,1H3,(H,16,17)(H,19,20)(H2,21,22,23)/t10-/m1/s1
• InChIKey: JMRKOGDJNHPMHS-SNVBAGLBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-[({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methyl)amino]pentanedioic acid
• IUPAC Traditional name: (2R)-2-[({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methyl)amino]pentanedioic acid
• Synonyms: Pyridoxyl-Glutamic Acid-5'-Monophosphate; N-PYRIDOXYL-D-GLUTAMIC ACID-5'-MONOPHOSPHATE

Database IDs

• PubChem SID: 46507219; 46506563; 160965040
• PubChem CID: 4369489; 46936224

CALCULATED PROPERTIES

JChem

• Acid pKa: 0.97673905
• H Acceptors: 10
• H Donor: 6
• LogD (pH = 5.5): -7.7102485
• LogD (pH = 7.4): -9.914324
• Log P: -4.763644
• Molar Refractivity: 82.7792 cm^3
• Polarizability: 32.551052 Å^3
• Polar Surface Area: 186.51 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -2.14
• LOG S: -2.66
• Solubility (Water): 8.19e-01 g/l

DETAILS

DrugBank - DB04762

Drug information: experimental

DrugBank - DB01813

Drug information: experimental