(2S,3R,5R)-5-(6-amino-2-fluoro-9H-purin-9-yl)-2-(hydroxymethyl)oxolan-3-ol

• ChemBase ID: 2656
• Molecular Formular: C10H12FN5O3
• Molecular Mass: 269.2323832
• Monoisotopic Mass: 269.09241749
• SMILES: Nc1nc(F)nc2c1ncn2[C@H]1C[C@@H](O)[C@H](CO)O1
• Canonical SMILES: OC[C@@H]1O[C@H](C[C@H]1O)n1cnc2c1nc(F)nc2N
• InChI: InChI=1S/C10H12FN5O3/c11-10-14-8(12)7-9(15-10)16(3-13-7)6-1-4(18)5(2-17)19-6/h3-6,17-18H,1-2H2,(H2,12,14,15)/t4-,5+,6-/m1/s1
• InChIKey: ZWPYUXAXLRFWQC-NGJCXOISSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,5R)-5-(6-amino-2-fluoro-9H-purin-9-yl)-2-(hydroxymethyl)oxolan-3-ol
• IUPAC Traditional name: @2-fluoro-2'-deoxyadenosine
• Synonyms: 2-Fluoro-2'-Deoxyadenosine

Database IDs

• PubChem SID: 160966105; 46506905
• PubChem CID: 46936536

CALCULATED PROPERTIES

JChem

• Acid pKa: 13.886663
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -0.62968487
• LogD (pH = 7.4): -0.5701943
• Log P: -0.5693647
• Molar Refractivity: 62.5485 cm^3
• Polarizability: 23.661068 Å^3
• Polar Surface Area: 119.31 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.52
• LOG S: -1.47
• Solubility (Water): 9.17e+00 g/l

DETAILS

DrugBank - DB02947

Drug information: experimental