(2R,3R,4S,5S)-2-(6-amino-9H-purin-9-yl)-5-({[2-(decylamino)ethyl]sulfanyl}methyl)oxolane-3,4-diol

• ChemBase ID: 5062
• Molecular Formular: C22H38N6O3S
• Molecular Mass: 466.64052
• Monoisotopic Mass: 466.27261011
• SMILES: C(CCCCCCCNCCSC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1ncnc2N)CC
• Canonical SMILES: CCCCCCCCCCNCCSC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1ncnc2N
• InChI: InChI=1S/C22H38N6O3S/c1-2-3-4-5-6-7-8-9-10-24-11-12-32-13-16-18(29)19(30)22(31-16)28-15-27-17-20(23)25-14-26-21(17)28/h14-16,18-19,22,24,29-30H,2-13H2,1H3,(H2,23,25,26)/t16-,18-,19-,22-/m1/s1
• InChIKey: CJIJFWHOTNCRDA-WGQQHEPDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4S,5S)-2-(6-amino-9H-purin-9-yl)-5-({[2-(decylamino)ethyl]sulfanyl}methyl)oxolane-3,4-diol
• IUPAC Traditional name: (2R,3R,4S,5S)-2-(6-aminopurin-9-yl)-5-({[2-(decylamino)ethyl]sulfanyl}methyl)oxolane-3,4-diol
• Synonyms: 5'-S-[2-(decylamino)ethyl]-5'-thioadenosine

Database IDs

• PubChem SID: 99443884; 160968493
• PubChem CID: 12000133

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.47391
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -0.61309314
• LogD (pH = 7.4): 0.11454016
• Log P: 2.7587295
• Molar Refractivity: 128.4364 cm^3
• Polarizability: 50.44897 Å^3
• Polar Surface Area: 131.34 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.44
• LOG S: -4.08
• Solubility (Water): 3.85e-02 g/l

DETAILS

DrugBank - DB07413

Drug information: experimental