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

• ChemBase ID: 4312
• Molecular Formular: C14H21N2O9P
• Molecular Mass: 392.298301
• Monoisotopic Mass: 392.09846689
• SMILES: Cc1ncc(COP(=O)(O)O)c(CN[C@@](C)(CCC(=O)O)C(=O)O)c1O
• Canonical SMILES: OC(=O)CC[C@@](C(=O)O)(NCc1c(cnc(c1O)C)COP(=O)(O)O)C
• InChI: InChI=1S/C14H21N2O9P/c1-8-12(19)10(9(5-15-8)7-25-26(22,23)24)6-16-14(2,13(20)21)4-3-11(17)18/h5,16,19H,3-4,6-7H2,1-2H3,(H,17,18)(H,20,21)(H2,22,23,24)/t14-/m0/s1
• InChIKey: CNIVMJHNGQZEAY-AWEZNQCLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methyl)amino]-2-methylpentanedioic acid
• IUPAC Traditional name: (2S)-2-[({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methyl)amino]-2-methylpentanedioic acid
• Synonyms: N-PYRIDOXYL-2-METHYL-L-GLUTAMIC ACID-5'-MONOPHOSPHATE

Database IDs

• PubChem SID: 46504740; 160967744
• PubChem CID: 4369488

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.004195
• H Acceptors: 10
• H Donor: 6
• LogD (pH = 5.5): -7.190311
• LogD (pH = 7.4): -9.451558
• Log P: -4.2860446
• Molar Refractivity: 87.4925 cm^3
• Polarizability: 34.354794 Å^3
• Polar Surface Area: 186.51 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -2.0
• LOG S: -2.71
• Solubility (Water): 7.70e-01 g/l

DETAILS

DrugBank - DB04765

Drug information: experimental