(5R,7R,8S,9S,10R)-3,8,9,10-tetrahydroxy-7-(hydroxymethyl)-6-oxa-1,3-diazaspiro[4.5]decane-2,4-dione

• ChemBase ID: 2184
• Molecular Formular: C8H12N2O8
• Molecular Mass: 264.18948
• Monoisotopic Mass: 264.05936535
• SMILES: OC[C@H]1O[C@]2(NC(=O)N(O)C2=O)[C@H](O)[C@@H](O)[C@@H]1O
• Canonical SMILES: OC[C@H]1O[C@]2(NC(=O)N(C2=O)O)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C8H12N2O8/c11-1-2-3(12)4(13)5(14)8(18-2)6(15)10(17)7(16)9-8/h2-5,11-14,17H,1H2,(H,9,16)/t2-,3-,4+,5-,8-/m1/s1
• InChIKey: IHDZZZHACPJCFJ-UXDJRKLDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5R,7R,8S,9S,10R)-3,8,9,10-tetrahydroxy-7-(hydroxymethyl)-6-oxa-1,3-diazaspiro[4.5]decane-2,4-dione
• IUPAC Traditional name: (5R,7R,8S,9S,10R)-3,8,9,10-tetrahydroxy-7-(hydroxymethyl)-6-oxa-1,3-diazaspiro[4.5]decane-2,4-dione
• Synonyms: 3,8,9,10-Tetrahydroxy-7-Hydroxymethyl-6-Oxa-1,3-Diaza-Spiro[4.5]Decane-2,4-Dione

Database IDs

• PubChem SID: 46508685; 160965637
• PubChem CID: 46936388

CALCULATED PROPERTIES

JChem

• Acid pKa: 5.1126766
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): -3.8533576
• LogD (pH = 7.4): -5.117205
• Log P: -3.3286788
• Molar Refractivity: 50.7306 cm^3
• Polarizability: 20.81855 Å^3
• Polar Surface Area: 159.79 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -2.29
• LOG S: 0.0
• Solubility (Water): 2.62e+02 g/l

DETAILS

DrugBank - DB02447

Drug information: experimental