{[(5S,7R,8S,9S)-8,9-dihydroxy-2,4-dioxo-6-oxa-1,3-diazaspiro[4.4]nonan-7-yl]methoxy}phosphonic acid

• ChemBase ID: 1909
• Molecular Formular: C7H11N2O9P
• Molecular Mass: 298.144001
• Monoisotopic Mass: 298.02021657
• SMILES: O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@]2(NC(=O)NC2=O)[C@H]1O
• Canonical SMILES: O=C1NC(=O)[C@@]2(N1)O[C@@H]([C@H]([C@@H]2O)O)COP(=O)(O)O
• InChI: InChI=1S/C7H11N2O9P/c10-3-2(1-17-19(14,15)16)18-7(4(3)11)5(12)8-6(13)9-7/h2-4,10-11H,1H2,(H2,14,15,16)(H2,8,9,12,13)/t2-,3-,4+,7+/m1/s1
• InChIKey: HVXIMXHBUJADCC-MDASVERJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(5S,7R,8S,9S)-8,9-dihydroxy-2,4-dioxo-6-oxa-1,3-diazaspiro[4.4]nonan-7-yl]methoxy}phosphonic acid
• IUPAC Traditional name: hydantocidin-5'-phosphate
• Synonyms: Hydantocidin-5'-Phosphate; Hydantocidin-5'-Monophosphate

Database IDs

• PubChem SID: 160965364; 46507659
• PubChem CID: 46936312

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.2232407
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): -5.595864
• LogD (pH = 7.4): -7.9478974
• Log P: -2.8187282
• Molar Refractivity: 53.8764 cm^3
• Polarizability: 22.219364 Å^3
• Polar Surface Area: 174.65 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -2.01
• LOG S: -1.37
• Solubility (Water): 1.28e+01 g/l

DETAILS

DrugBank - DB02493

Drug information: experimental

DrugBank - DB02150

Drug information: experimental