1-[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-2,3-dihydro-1H-1,3-diazepin-2-one

• ChemBase ID: 2883
• Molecular Formular: C10H14N2O5
• Molecular Mass: 242.22856
• Monoisotopic Mass: 242.09027156
• SMILES: OC[C@@H]1O[C@H]([C@H](O)[C@H]1O)n1cccc[nH]c1=O
• Canonical SMILES: OC[C@@H]1O[C@H]([C@@H]([C@H]1O)O)n1cccc[nH]c1=O
• InChI: InChI=1S/C10H14N2O5/c13-5-6-7(14)8(15)9(17-6)12-4-2-1-3-11-10(12)16/h1-4,6-9,13-15H,5H2,(H,11,16)/t6-,7-,8+,9+/m0/s1
• InChIKey: MEPCJRCEYSZBDO-RBXMUDONSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-2,3-dihydro-1H-1,3-diazepin-2-one
• IUPAC Traditional name: 1-[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-1,3-diazepin-2-one
• Synonyms: 1-Beta-Ribofuranosyl-1,3-Diazepinone

Database IDs

• PubChem SID: 160966330; 46505407
• PubChem CID: 46936597

CALCULATED PROPERTIES

JChem

• Acid pKa: 10.287511
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -2.0466835
• LogD (pH = 7.4): -2.047176
• Log P: -2.0466774
• Molar Refractivity: 57.2595 cm^3
• Polarizability: 22.28115 Å^3
• Polar Surface Area: 102.26 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.36
• LOG S: -0.12
• Solubility (Water): 1.83e+02 g/l

DETAILS

DrugBank - DB03185

Drug information: experimental