Molecular docking and prediction of ADME/drug-likeness properties of some benzochromenopyrimidine derivatives as inhibitors of cyclooxygenase 2 (COX-2)
نویسندگان
1 Department of Chemistry, Faculty of Science, Imam Khomeini International University, Qazvin, Iran
2 Department of Chemistry, Faculty of Science, Tonekabon Branch, Islamic Azad University, Tonekabon, Iran
3 Department of Chemistry, Qazvin Branch, Islamic Azad University, Qazvin, Iran
4 Department of Chemistry, Faculty of Science, Tonekabon Branch, Islamic Azad University, Tonekabon, Iran
doi
10.22034/crl.2024.483994.1453چکیده
This study aimed to evaluate a series of benzochromenopyrimidines as inhibitors of cyclooxygenase-2 (COX-2), a type of nonsteroidal anti-inflammatory drug (NSAID). An in-silico docking study using AutoDock 4.2 was conducted to assess the inhibitory potential of the synthesized compounds against COX-2. The results indicated that compounds C and J demonstrated significant affinity for COX-2. Molecular docking revealed that both compounds C and J had a ligand affinity of -10.3 kcal/mol with COX-2. Compound C formed two hydrogen bonds at Gln524(A) and Arg513(A) with bond distances of 2.68 Å and 3.24 Å. Compound J interacted at Gln372(A), Phe371(A), and Phe371(B) with three hydrogen bonds at distances of 2.80 Å, 2.89 Å, and 3.05 Å. Additionally, an investigation of the ADME and drug-likeness parameters for compounds A-L indicates that compound C has good potential for gastrointestinal absorption and demonstrates zero violations of Lipinski's rule of five. However, compound C exhibited a greater COX-2 inhibitory effect than Benzydamine, a non-steroidal anti-inflammatory drug.
