(2S,3R,5S)-5-(6-amino-8-bromo-9H-purin-9-yl)-2-(hydroxymethyl)oxolan-3-ol

• ChemBase ID: 80214
• Molecular Formular: C10H12BrN5O3
• Molecular Mass: 330.13798
• Monoisotopic Mass: 329.01235127
• SMILES: n1([C@H]2O[C@@H](CO)[C@@H](C2)O)c(nc2c1ncnc2N)Br
• Canonical SMILES: OC[C@@H]1O[C@@H](C[C@H]1O)n1c(Br)nc2c1ncnc2N
• InChI: InChI=1S/C10H12BrN5O3/c11-10-15-7-8(12)13-3-14-9(7)16(10)6-1-4(18)5(2-17)19-6/h3-6,17-18H,1-2H2,(H2,12,13,14)/t4-,5+,6+/m1/s1
• InChIKey: NJBIVXMQFIQOGE-SRQIZXRXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,5S)-5-(6-amino-8-bromo-9H-purin-9-yl)-2-(hydroxymethyl)oxolan-3-ol
• IUPAC Traditional name: (2S,3R,5S)-5-(6-amino-8-bromopurin-9-yl)-2-(hydroxymethyl)oxolan-3-ol
• Synonyms: 5-(6-amino-8-bromo-9H-purin-9-yl)-2-(hydroxymethyl)tetrahydrofuran-3-ol

Database IDs

• MDL Number: MFCD00829329
• PubChem SID: 162067334
• PubChem CID: 736437

CALCULATED PROPERTIES

• Acid pKa: 13.886681
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -0.14063254
• LogD (pH = 7.4): -0.12644285
• Log P: -0.1262587
• Molar Refractivity: 69.3097 cm^3
• Polarizability: 26.945408 Å^3
• Polar Surface Area: 119.31 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true