(2R,3R,4S,5S)-2-(6-amino-9H-purin-9-yl)-5-[(ethylsulfanyl)methyl]oxolane-3,4-diol

• ChemBase ID: 4705
• Molecular Formular: C12H17N5O3S
• Molecular Mass: 311.36008
• Monoisotopic Mass: 311.10521043
• SMILES: CCSC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1ncnc2N
• Canonical SMILES: CCSC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1ncnc2N
• InChI: InChI=1S/C12H17N5O3S/c1-2-21-3-6-8(18)9(19)12(20-6)17-5-16-7-10(13)14-4-15-11(7)17/h4-6,8-9,12,18-19H,2-3H2,1H3,(H2,13,14,15)/t6-,8-,9-,12-/m1/s1
• InChIKey: HMXHURAGFHWODC-WOUKDFQISA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 160968137; 99443523
• PubChem CID: 10041129

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.4718275
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -0.5012928
• LogD (pH = 7.4): -0.357673
• Log P: -0.35546273
• Molar Refractivity: 78.827 cm^3
• Polarizability: 30.576971 Å^3
• Polar Surface Area: 119.31 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.42
• LOG S: -1.79
• Solubility (Water): 5.00e+00 g/l

DETAILS

DrugBank - DB07052

Drug information: experimental