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

• ChemBase ID: 1529
• Molecular Formular: C16H26N8O6S
• Molecular Mass: 458.49264
• Monoisotopic Mass: 458.16960159
• SMILES: CC[C@@H](C)[C@H](N)C(=O)NS(=O)(=O)NC[C@@H]1O[C@H]([C@H](O)[C@H]1O)n1cnc2c1ncnc2N
• Canonical SMILES: CC[C@H]([C@@H](C(=O)NS(=O)(=O)NC[C@@H]1O[C@H]([C@@H]([C@H]1O)O)n1cnc2c1ncnc2N)N)C
• InChI: InChI=1S/C16H26N8O6S/c1-3-7(2)9(17)15(27)23-31(28,29)22-4-8-11(25)12(26)16(30-8)24-6-21-10-13(18)19-5-20-14(10)24/h5-9,11-12,16,22,25-26H,3-4,17H2,1-2H3,(H,23,27)(H2,18,19,20)/t7-,8+,9+,11+,12-,16-/m1/s1
• InChIKey: XVTRBLLRODNOJV-VRSYREPISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R)-2-amino-N-({[(2S,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}sulfamoyl)-3-methylpentanamide
• IUPAC Traditional name: (2S,3R)-2-amino-N-({[(2S,3R,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}sulfamoyl)-3-methylpentanamide
• Synonyms: N-[Isoleucinyl]-N'-[Adenosyl]-Diaminosufone

Database IDs

• PubChem SID: 160964986; 46508937
• PubChem CID: 46936207

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.8265216
• H Acceptors: 12
• H Donor: 6
• LogD (pH = 5.5): -3.4044504
• LogD (pH = 7.4): -3.3039184
• Log P: -3.3096995
• Molar Refractivity: 107.6887 cm^3
• Polarizability: 43.462482 Å^3
• Polar Surface Area: 220.6 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -0.81
• LOG S: -2.31
• Solubility (Water): 2.26e+00 g/l

DETAILS

DrugBank - DB01755

Drug information: experimental