[(1S)-1-[({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methyl)amino]ethyl]phosphonic acid

• ChemBase ID: 3016
• Molecular Formular: C10H18N2O8P2
• Molecular Mass: 356.206042
• Monoisotopic Mass: 356.05383881
• SMILES: C[C@@H](NCc1c(O)c(C)ncc1COP(=O)(O)O)P(=O)(O)O
• Canonical SMILES: Oc1c(C)ncc(c1CN[C@@H](P(=O)(O)O)C)COP(=O)(O)O
• InChI: InChI=1S/C10H18N2O8P2/c1-6-10(13)9(4-12-7(2)21(14,15)16)8(3-11-6)5-20-22(17,18)19/h3,7,12-13H,4-5H2,1-2H3,(H2,14,15,16)(H2,17,18,19)/t7-/m0/s1
• InChIKey: WHDCJKAOZPBUAY-ZETCQYMHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(1S)-1-[({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methyl)amino]ethyl]phosphonic acid
• IUPAC Traditional name: (1S)-1-[({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methyl)amino]ethylphosphonic acid
• Synonyms: {1-[(3-Hydroxy-Methyl-5-Phosphonooxy-Methyl-Pyridin-4-Ylmethyl)-Amino]-Ethyl}-Phosphonic Acid

Database IDs

• PubChem SID: 46506756; 160966463
• PubChem CID: 445719

CALCULATED PROPERTIES

JChem

• Acid pKa: -0.5967369
• H Acceptors: 9
• H Donor: 6
• LogD (pH = 5.5): -5.331352
• LogD (pH = 7.4): -6.796692
• Log P: -4.8599567
• Molar Refractivity: 76.7359 cm^3
• Polarizability: 30.178606 Å^3
• Polar Surface Area: 169.44 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -0.7
• LOG S: -1.95
• Solubility (Water): 3.98e+00 g/l

DETAILS

DrugBank - DB03327

Drug information: experimental