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

• ChemBase ID: 1593
• Molecular Formular: C8H12N2O7
• Molecular Mass: 248.19008
• Monoisotopic Mass: 248.06445073
• SMILES: OC[C@H]1O[C@]2(NC(=O)NC2=O)[C@H](O)[C@@H](O)[C@@H]1O
• Canonical SMILES: OC[C@H]1O[C@]2(NC(=O)NC2=O)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C8H12N2O7/c11-1-2-3(12)4(13)5(14)8(17-2)6(15)9-7(16)10-8/h2-5,11-14H,1H2,(H2,9,10,15,16)/t2-,3-,4+,5-,8-/m1/s1
• InChIKey: QRXBDPYWCAAAAI-UXDJRKLDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5R,7R,8S,9S,10R)-8,9,10-trihydroxy-7-(hydroxymethyl)-6-oxa-1,3-diazaspiro[4.5]decane-2,4-dione
• IUPAC Traditional name: (5R,7R,8S,9S,10R)-8,9,10-trihydroxy-7-(hydroxymethyl)-6-oxa-1,3-diazaspiro[4.5]decane-2,4-dione
• Synonyms: Beta-D-Glucopyranose Spirohydantoin

Database IDs

• PubChem SID: 160965050; 46506762
• PubChem CID: 11776755

CALCULATED PROPERTIES

JChem

• Acid pKa: 5.3448725
• H Acceptors: 7
• H Donor: 6
• LogD (pH = 5.5): -3.703959
• LogD (pH = 7.4): -5.0237064
• Log P: -3.3254972
• Molar Refractivity: 48.966 cm^3
• Polarizability: 20.086231 Å^3
• Polar Surface Area: 148.35 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -2.32
• LOG S: -0.03
• Solubility (Water): 2.30e+02 g/l

DETAILS

DrugBank - DB01823

Drug information: experimental