{[(2R,3S,4S,5R)-2,3,4,5-tetrahydroxy-6-[(phosphonomethyl)amino]hexyl]oxy}phosphonic acid

• ChemBase ID: 2701
• Molecular Formular: C7H19NO11P2
• Molecular Mass: 355.173382
• Monoisotopic Mass: 355.04333369
• SMILES: O[C@H](CNCP(=O)(O)O)[C@H](O)[C@@H](O)[C@H](O)COP(=O)(O)O
• Canonical SMILES: O[C@@H]([C@@H]([C@H]([C@@H](COP(=O)(O)O)O)O)O)CNCP(=O)(O)O
• InChI: InChI=1S/C7H19NO11P2/c9-4(1-8-3-20(13,14)15)6(11)7(12)5(10)2-19-21(16,17)18/h4-12H,1-3H2,(H2,13,14,15)(H2,16,17,18)/t4-,5-,6+,7+/m1/s1
• InChIKey: YAEYOLVKVWEHNB-JWXFUTCRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2R,3S,4S,5R)-2,3,4,5-tetrahydroxy-6-[(phosphonomethyl)amino]hexyl]oxy}phosphonic acid
• IUPAC Traditional name: [(2R,3S,4S,5R)-2,3,4,5-tetrahydroxy-6-[(phosphonomethyl)amino]hexyl]oxyphosphonic acid
• Synonyms: 1-Deoxy-6-O-Phosphono-1-[(Phosphonomethyl)Amino]-L-Threo-Hexitol

Database IDs

• PubChem SID: 160966150; 46505317
• PubChem CID: 46936549

CALCULATED PROPERTIES

JChem

• Acid pKa: -0.5793238
• H Acceptors: 11
• H Donor: 9
• LogD (pH = 5.5): -8.360441
• LogD (pH = 7.4): -10.079072
• Log P: -6.088668
• Molar Refractivity: 66.2853 cm^3
• Polarizability: 27.532902 Å^3
• Polar Surface Area: 217.24 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -2.11
• LOG S: -1.38
• Solubility (Water): 1.49e+01 g/l

DETAILS

DrugBank - DB02992

Drug information: experimental