QSAR study on adenosine kinase inhibition of pyrrolo[2,3-d]pyrimidine nucleoside analogues using the hansch approach.
QSAR studies on series of pyrrolo[2,3-d]pyrimidine nucleoside analogues were performed for their adenosine kinase (AK) inhibitory activity using the Hansch approach. Significant correlations were obtained with hydrophobic parameter at position 'X'. Electronic and steric parameters on pyrimidine and pyrrole rings found to play an important role in the ligand-receptor interactions with the active sites of the enzyme. Presence of bulkier groups at 'X' and 'Y' positions seems to protect the title compounds from biodegradation, as is evident from their positive sterimol steric parameter B1 at these positions.
Srikanth
K
K
Department of Pharmaceutical Technology, Division of Medicinal and Pharmaceutical Chemistry, PO Box No. 17020, Jadavpur University, -700032, Kolkata, India.
Debnath
Bikash
B
Jha
Tarun
T
D000248:Adenosine Kinase / Q000037:antagonists & inhibitors*; D001673:Biodegradation, Environmental; D057927:Hydrophobic and Hydrophilic Interactions; D008024:Ligands; D011743:Pyrimidines / Q000737:chemistry*; D011758:Pyrroles / Q000737:chemistry*; D021281:Quantitative Structure-Activity Relationship
D008024:Ligands; D011743:Pyrimidines; D011758:Pyrroles; C450639:Pyrrolo(2,3-d)pyrimidine; D000248:Adenosine Kinase