(2S,3S,4S,5S)-2-(hydroxymethyl)-5-{4-hydroxypyrrolo[3,2-d]pyrimidin-7-yl}pyrrolidine-3,4-diol

• ChemBase ID: 3394
• Molecular Formular: C11H14N4O4
• Molecular Mass: 266.25326
• Monoisotopic Mass: 266.10150495
• SMILES: OC[C@@H]1N[C@H]([C@H](O)[C@H]1O)c1c[nH]c2c(O)ncnc12
• Canonical SMILES: OC[C@@H]1N[C@H]([C@@H]([C@H]1O)O)c1c[nH]c2c1ncnc2O
• InChI: InChI=1S/C11H14N4O4/c16-2-5-9(17)10(18)7(15-5)4-1-12-8-6(4)13-3-14-11(8)19/h1,3,5,7,9-10,12,15-18H,2H2,(H,13,14,19)/t5-,7-,9-,10-/m0/s1
• InChIKey: IWKXDMQDITUYRK-YNAXYJCJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,5S)-2-(hydroxymethyl)-5-{4-hydroxypyrrolo[3,2-d]pyrimidin-7-yl}pyrrolidine-3,4-diol
• IUPAC Traditional name: (2S,3S,4S,5S)-2-(hydroxymethyl)-5-{4-hydroxypyrrolo[3,2-d]pyrimidin-7-yl}pyrrolidine-3,4-diol
• Synonyms: 1,4-Dideoxy-4-Aza-1-(S)-(9-Deazahypoxanthin-9-Yl)-D-Ribitol

Database IDs

• PubChem SID: 162103340
• PubChem CID: 46936780

CALCULATED PROPERTIES

JChem

• Lipinski's Rule of Five: true
• Acid pKa: 12.022156
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): -4.6687784
• LogD (pH = 7.4): -2.9872339
• Log P: -1.8891555
• Molar Refractivity: 63.0597 cm^3
• Polarizability: 25.983904 Å^3
• Polar Surface Area: 131.62 Å^2
• Rotatable Bonds: 2

ALOGPS 2.1

• Solubility (Water): 1.07e+01 g/l
• Log P: -1.38
• LOG S: -1.39

DETAILS

DrugBank - DB03743

Drug information: experimental