(2S)-2-amino-1-[({[(2S,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}sulfonyl)amino]propan-1-one

• ChemBase ID: 3059
• Molecular Formular: C13H19N7O7S
• Molecular Mass: 417.39766
• Monoisotopic Mass: 417.10666698
• SMILES: C[C@H](N)C(=O)NS(=O)(=O)OC[C@@H]1O[C@H]([C@H](O)[C@H]1O)n1cnc2c1ncnc2N
• Canonical SMILES: O=C([C@@H](N)C)NS(=O)(=O)OC[C@@H]1O[C@H]([C@@H]([C@H]1O)O)n1cnc2c1ncnc2N
• InChI: InChI=1S/C13H19N7O7S/c1-5(14)12(23)19-28(24,25)26-2-6-8(21)9(22)13(27-6)20-4-18-7-10(15)16-3-17-11(7)20/h3-6,8-9,13,21-22H,2,14H2,1H3,(H,19,23)(H2,15,16,17)/t5-,6-,8-,9+,13+/m0/s1
• InChIKey: CWWYMWDIYBJVLP-KOMLLWLHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-1-[({[(2S,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}sulfonyl)amino]propan-1-one
• IUPAC Traditional name: (2S)-2-amino-1-({[(2S,3R,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxysulfonyl}amino)propan-1-one
• Synonyms: '5'-O-(N-(L-Alanyl)-Sulfamoyl)Adenosine

Database IDs

• PubChem SID: 160966505; 46509106
• PubChem CID: 46936655

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.4419038
• H Acceptors: 12
• H Donor: 5
• LogD (pH = 5.5): -4.0031676
• LogD (pH = 7.4): -3.9095564
• Log P: -3.9150245
• Molar Refractivity: 92.1423 cm^3
• Polarizability: 37.244293 Å^3
• Polar Surface Area: 217.8 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -1.36
• LOG S: -1.96
• Solubility (Water): 4.58e+00 g/l

DETAILS

DrugBank - DB03376

Drug information: experimental