[(2S,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl N-ethylsulfamate

• ChemBase ID: 1919
• Molecular Formular: C12H18N6O6S
• Molecular Mass: 374.37292
• Monoisotopic Mass: 374.10085333
• SMILES: CCNS(=O)(=O)OC[C@@H]1O[C@H]([C@H](O)[C@H]1O)n1cnc2c1ncnc2N
• Canonical SMILES: CCNS(=O)(=O)OC[C@@H]1O[C@H]([C@@H]([C@H]1O)O)n1cnc2c1ncnc2N
• InChI: InChI=1S/C12H18N6O6S/c1-2-17-25(21,22)23-3-6-8(19)9(20)12(24-6)18-5-16-7-10(13)14-4-15-11(7)18/h4-6,8-9,12,17,19-20H,2-3H2,1H3,(H2,13,14,15)/t6-,8-,9+,12+/m0/s1
• InChIKey: ONCSLXAPOGUODU-FNQQPIMXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2S,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl N-ethylsulfamate
• IUPAC Traditional name: [(2S,3R,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl N-ethylsulfamate
• Synonyms: 5'-O-(N-Ethyl-Sulfamoyl)Adenosine

Database IDs

• PubChem SID: 46506758; 160965374
• PubChem CID: 46936316

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.744459
• H Acceptors: 10
• H Donor: 4
• LogD (pH = 5.5): -2.1761978
• LogD (pH = 7.4): -2.0325944
• Log P: -2.03037
• Molar Refractivity: 84.3681 cm^3
• Polarizability: 33.74026 Å^3
• Polar Surface Area: 174.71 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.32
• LOG S: -1.85
• Solubility (Water): 5.29e+00 g/l

DETAILS

DrugBank - DB02162

Drug information: experimental