[(2R,3S,4R)-2,3,4-trihydroxy-4-(hydroxyamino)butoxy]phosphonic acid

• ChemBase ID: 3496
• Molecular Formular: C4H12NO8P
• Molecular Mass: 233.113741
• Monoisotopic Mass: 233.03005298
• SMILES: ON[C@H](O)[C@@H](O)[C@H](O)COP(=O)(O)O
• Canonical SMILES: ON[C@@H]([C@H]([C@@H](COP(=O)(O)O)O)O)O
• InChI: InChI=1S/C4H12NO8P/c6-2(1-13-14(10,11)12)3(7)4(8)5-9/h2-9H,1H2,(H2,10,11,12)/t2-,3+,4-/m1/s1
• InChIKey: CSVKNYIFCYRDJM-FLRLBIABSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3S,4R)-2,3,4-trihydroxy-4-(hydroxyamino)butoxy]phosphonic acid
• IUPAC Traditional name: (2R,3S,4R)-2,3,4-trihydroxy-4-(hydroxyamino)butoxyphosphonic acid
• Synonyms: L-Threonohydroxamate 4-Phosphate

Database IDs

• PubChem SID: 160966935; 46505125
• PubChem CID: 46936807

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.3995466
• H Acceptors: 8
• H Donor: 7
• LogD (pH = 5.5): -5.309117
• LogD (pH = 7.4): -6.25608
• Log P: -4.1391745
• Molar Refractivity: 52.2963 cm^3
• Polarizability: 17.624401 Å^3
• Polar Surface Area: 159.71 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -2.29
• LOG S: -1.18
• Solubility (Water): 1.56e+01 g/l

DETAILS

DrugBank - DB03855

Drug information: experimental