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

• ChemBase ID: 4698
• Molecular Formular: C17H18Cl2N6O4
• Molecular Mass: 441.26862
• Monoisotopic Mass: 440.07665845
• SMILES: c1c(Cl)c(Cl)ccc1CNc1nc2c(N)ncnc2n1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O
• Canonical SMILES: OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1c(NCc2ccc(c(c2)Cl)Cl)nc2c1ncnc2N
• InChI: InChI=1S/C17H18Cl2N6O4/c18-8-2-1-7(3-9(8)19)4-21-17-24-11-14(20)22-6-23-15(11)25(17)16-13(28)12(27)10(5-26)29-16/h1-3,6,10,12-13,16,26-28H,4-5H2,(H,21,24)(H2,20,22,23)/t10-,12-,13-,16-/m1/s1
• InChIKey: VBJKVZXRYLCYGQ-XNIJJKJLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4S,5R)-2-(6-amino-8-{[(3,4-dichlorophenyl)methyl]amino}-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
• IUPAC Traditional name: (2R,3R,4S,5R)-2-(6-amino-8-{[(3,4-dichlorophenyl)methyl]amino}purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
• Synonyms: (2R,3R,4S,5R)-2-[6-amino-8-[(3,4-dichlorophenyl)methylamino]purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol

Database IDs

• PubChem SID: 99443516; 160968130
• PubChem CID: 25195347

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.452195
• H Acceptors: 9
• H Donor: 5
• LogD (pH = 5.5): 0.75250846
• LogD (pH = 7.4): 0.9943809
• Log P: 0.9986267
• Molar Refractivity: 107.0849 cm^3
• Polarizability: 40.907207 Å^3
• Polar Surface Area: 151.57 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.39
• LOG S: -2.94
• Solubility (Water): 5.11e-01 g/l

DETAILS

DrugBank - DB07045

Drug information: experimental