(5R,6R,7S,8S,8aR)-6,7,8-trihydroxy-5-(hydroxymethyl)-octahydroimidazolidino[1,2-a]pyridine-2,3-dione

• ChemBase ID: 2462
• Molecular Formular: C8H12N2O6
• Molecular Mass: 232.19068
• Monoisotopic Mass: 232.06953611
• SMILES: OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@@H]2NC(=O)C(=O)N12
• Canonical SMILES: OC[C@@H]1[C@@H](O)[C@H](O)[C@H]([C@H]2N1C(=O)C(=O)N2)O
• InChI: InChI=1S/C8H12N2O6/c11-1-2-3(12)4(13)5(14)6-9-7(15)8(16)10(2)6/h2-6,11-14H,1H2,(H,9,15)/t2-,3-,4+,5-,6-/m1/s1
• InChIKey: OIURYJWYVIAOCW-VFUOTHLCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5R,6R,7S,8S,8aR)-6,7,8-trihydroxy-5-(hydroxymethyl)-octahydroimidazolidino[1,2-a]pyridine-2,3-dione
• IUPAC Traditional name: @kifunensine
• Synonyms: Kifunensine

Database IDs

• CAS Number: 109944-15-2
• PubChem SID: 46505714; 160965912
• PubChem CID: 46936476

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.940488
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -3.745134
• LogD (pH = 7.4): -3.746227
• Log P: -3.7451203
• Molar Refractivity: 47.4227 cm^3
• Polarizability: 19.296642 Å^3
• Polar Surface Area: 130.33 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.47
• LOG S: -0.09
• Solubility (Water): 1.90e+02 g/l

DETAILS

DrugBank - DB02742

Drug information: experimental