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

• ChemBase ID: 173160
• Molecular Formular: C12H16N4O5
• Molecular Mass: 296.27924
• Monoisotopic Mass: 296.11206963
• SMILES: n1c(nc2c(c1OC)ccn2[C@H]1[C@@H]([C@@H]([C@H](O1)CO)O)O)N
• Canonical SMILES: OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1ccc2c1nc(N)nc2OC
• InChI: InChI=1S/C12H16N4O5/c1-20-10-5-2-3-16(9(5)14-12(13)15-10)11-8(19)7(18)6(4-17)21-11/h2-3,6-8,11,17-19H,4H2,1H3,(H2,13,14,15)/t6-,7-,8-,11-/m1/s1
• InChIKey: NVZVAEZSBCORRD-KCGFPETGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4S,5R)-2-{2-amino-4-methoxy-7H-pyrrolo[2,3-d]pyrimidin-7-yl}-5-(hydroxymethyl)oxolane-3,4-diol
• IUPAC Traditional name: (2R,3R,4S,5R)-2-{2-amino-4-methoxypyrrolo[2,3-d]pyrimidin-7-yl}-5-(hydroxymethyl)oxolane-3,4-diol
• Synonyms: 2-Amino-4-methoxy-7-β-D-ribofuranosylpyrrolo[2,3-d]pyrimidine; 4-Methoxy-7-β-D-ribofuranosyl-7H-pyrrolo[2,3-d]pyrimidin-2-amine

Database IDs

• CAS Number: 115479-42-0
• PubChem SID: 164229070
• PubChem CID: 639614

CALCULATED PROPERTIES

• Acid pKa: 12.455624
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -0.8615541
• LogD (pH = 7.4): -0.7588335
• Log P: -0.7573453
• Molar Refractivity: 71.7808 cm^3
• Polarizability: 27.926111 Å^3
• Polar Surface Area: 135.88 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Ethyl Acetate (sparingly); Methanol
• Apperance: White Powder