(2R,3R,4S,5R)-2-(6-amino-8-ethenyl-9H-purin-9-yl)-5-({[4-(aminooxy)butyl](methyl)amino}methyl)oxolane-3,4-diol

• ChemBase ID: 5790
• Molecular Formular: C17H27N7O4
• Molecular Mass: 393.44078
• Monoisotopic Mass: 393.21245238
• SMILES: NOCCCCN(C)C[C@H]1O[C@@H](n2c3ncnc(N)c3nc2C=C)[C@H](O)[C@@H]1O
• Canonical SMILES: NOCCCCN(C[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1c(C=C)nc2c1ncnc2N)C
• InChI: InChI=1S/C17H27N7O4/c1-3-11-22-12-15(18)20-9-21-16(12)24(11)17-14(26)13(25)10(28-17)8-23(2)6-4-5-7-27-19/h3,9-10,13-14,17,25-26H,1,4-8,19H2,2H3,(H2,18,20,21)/t10-,13-,14-,17-/m1/s1
• InChIKey: XUKYGMIDWKBMIW-IWCJZZDYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4S,5R)-2-(6-amino-8-ethenyl-9H-purin-9-yl)-5-({[4-(aminooxy)butyl](methyl)amino}methyl)oxolane-3,4-diol
• IUPAC Traditional name: (2R,3R,4S,5R)-2-(6-amino-8-ethenylpurin-9-yl)-5-({[4-(aminooxy)butyl](methyl)amino}methyl)oxolane-3,4-diol
• Synonyms: 5'-{[4-(aminooxy)butyl](methyl)amino}-5'-deoxy-8-ethenyladenosine

Database IDs

• PubChem SID: 99444634; 160969217
• PubChem CID: 25181315

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.466933
• H Acceptors: 10
• H Donor: 4
• LogD (pH = 5.5): -3.4250004
• LogD (pH = 7.4): -1.54565
• Log P: -0.37689778
• Molar Refractivity: 103.8828 cm^3
• Polarizability: 40.275356 Å^3
• Polar Surface Area: 157.8 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.11
• LOG S: -2.17
• Solubility (Water): 2.68e+00 g/l

DETAILS

DrugBank - DB08163

Drug information: experimental