(2R,3R,4S,5S)-2-{4-amino-7H-pyrrolo[2,3-d]pyrimidin-7-yl}-5-[(methylsulfanyl)methyl]oxolane-3,4-diol

• ChemBase ID: 2642
• Molecular Formular: C12H16N4O3S
• Molecular Mass: 296.34544
• Monoisotopic Mass: 296.09431139
• SMILES: CSC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1ccc2c(N)ncnc12
• Canonical SMILES: CSC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1ccc2c1ncnc2N
• InChI: InChI=1S/C12H16N4O3S/c1-20-4-7-8(17)9(18)12(19-7)16-3-2-6-10(13)14-5-15-11(6)16/h2-3,5,7-9,12,17-18H,4H2,1H3,(H2,13,14,15)/t7-,8-,9-,12-/m1/s1
• InChIKey: WBPLMFVTQMIPLW-MFYTUXHUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4S,5S)-2-{4-amino-7H-pyrrolo[2,3-d]pyrimidin-7-yl}-5-[(methylsulfanyl)methyl]oxolane-3,4-diol
• IUPAC Traditional name: (2R,3R,4S,5S)-2-{4-aminopyrrolo[2,3-d]pyrimidin-7-yl}-5-[(methylsulfanyl)methyl]oxolane-3,4-diol
• Synonyms: 5'-Deoxy-5'-(Methylthio)-Tubercidin

Database IDs

• PubChem SID: 46507618; 160966091
• PubChem CID: 188350

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.473557
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -1.3197553
• LogD (pH = 7.4): -0.004181272
• Log P: 0.20401108
• Molar Refractivity: 76.2052 cm^3
• Polarizability: 29.58633 Å^3
• Polar Surface Area: 106.42 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.04
• LOG S: -1.81
• Solubility (Water): 4.64e+00 g/l

DETAILS

DrugBank - DB02933

Drug information: experimental