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

• ChemBase ID: 2242
• Molecular Formular: C15H21N7O7S
• Molecular Mass: 443.43494
• Monoisotopic Mass: 443.12231705
• SMILES: Nc1ncnc2c1ncn2[C@@H]1O[C@@H](COS(=O)(=O)NC(=O)[C@@H]2CCCN2)[C@H](O)[C@H]1O
• Canonical SMILES: O[C@H]1[C@H](COS(=O)(=O)NC(=O)[C@@H]2CCCN2)O[C@H]([C@@H]1O)n1cnc2c1ncnc2N
• InChI: InChI=1S/C15H21N7O7S/c16-12-9-13(19-5-18-12)22(6-20-9)15-11(24)10(23)8(29-15)4-28-30(26,27)21-14(25)7-2-1-3-17-7/h5-8,10-11,15,17,23-24H,1-4H2,(H,21,25)(H2,16,18,19)/t7-,8-,10-,11+,15+/m0/s1
• InChIKey: LKVJEMXWEODCAY-WTOVGXSXSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 46506105; 160965695
• PubChem CID: 46936411

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.4327567
• H Acceptors: 12
• H Donor: 5
• LogD (pH = 5.5): -3.7275498
• LogD (pH = 7.4): -3.5815547
• Log P: -3.5858808
• Molar Refractivity: 99.7093 cm^3
• Polarizability: 40.171387 Å^3
• Polar Surface Area: 203.81 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -1.54
• LOG S: -2.04
• Solubility (Water): 4.09e+00 g/l

DETAILS

DrugBank - DB02510

Drug information: experimental