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

• ChemBase ID: 2673
• Molecular Formular: C8H12N2O6S
• Molecular Mass: 264.25568
• Monoisotopic Mass: 264.04160711
• SMILES: OC[C@H]1O[C@]2(NC(=S)NC2=O)[C@H](O)[C@@H](O)[C@@H]1O
• Canonical SMILES: OC[C@H]1O[C@]2(NC(=S)NC2=O)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C8H12N2O6S/c11-1-2-3(12)4(13)5(14)8(16-2)6(15)9-7(17)10-8/h2-5,11-14H,1H2,(H2,9,10,15,17)/t2-,3-,4+,5-,8-/m1/s1
• InChIKey: OEWLGQKSTDZKFN-UXDJRKLDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5R,7R,8S,9S,10R)-8,9,10-trihydroxy-7-(hydroxymethyl)-2-sulfanylidene-6-oxa-1,3-diazaspiro[4.5]decan-4-one
• IUPAC Traditional name: (5R,7R,8S,9S,10R)-8,9,10-trihydroxy-7-(hydroxymethyl)-2-sulfanylidene-6-oxa-1,3-diazaspiro[4.5]decan-4-one
• Synonyms: 8,9,10-Trihydroxy-7-Hydroxymethyl-2-Thioxo-6-Oxa-1,3-Diaza-Spiro[4.5]Decan-4-One

Database IDs

• PubChem SID: 46505703; 160966122
• PubChem CID: 46936539

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.212532
• H Acceptors: 6
• H Donor: 6
• LogD (pH = 5.5): -2.4358523
• LogD (pH = 7.4): -2.4423294
• Log P: -2.4356277
• Molar Refractivity: 56.9569 cm^3
• Polarizability: 23.232502 Å^3
• Polar Surface Area: 131.28 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -1.62
• LOG S: -1.21
• Solubility (Water): 1.62e+01 g/l

DETAILS

DrugBank - DB02964

Drug information: experimental