3D-QSAR and docking studies on adenosine A2A receptor antagonists by the CoMFA method

SAR QSAR Environ Res. 2015 Jun;26(6):461-77. doi: 10.1080/1062936X.2015.1049666. Epub 2015 Jun 8.

Abstract

Parkinson's disease affects millions of people around the world. Recently, adenosine A2A receptor antagonists have been identified as a drug target for the treatment of Parkinson's disease. Consequently, there is an immediate need to develop new classes of A2A receptor antagonists. In the present analysis, three-dimensional quantitative structure-activity relationship (3D-QSAR) studies were performed on a series of pyrimidines, using comparative molecular field analysis (CoMFA). The best prediction was obtained with a CoMFA standard model (q(2) = 0.475, r(2) = 0.977) and a CoMFA region focusing model (q(2) = 0.637, r(2) = 0.976) combined with steric and electrostatic fields. The structural insights derived from the contour maps helped to better interpret the structure-activity relationships. Also, to understand the structure-activity correlation of A2A receptor antagonists, we have carried out molecular docking analysis. Based on the results obtained from the present 3D-QSAR and docking studies, we have identified some key features for increasing the activity of compounds, which have been used to design new A2A receptor antagonists. The newly designed molecules showed high activity with the obtained models.

Keywords: 3D-QSAR; A2A receptor antagonists; CoMFA; docking; drug design.

MeSH terms

  • Adenosine A2 Receptor Antagonists / chemistry*
  • Antiparkinson Agents / chemistry*
  • Models, Molecular
  • Molecular Docking Simulation
  • Pyrimidines / chemistry*
  • Pyrimidines / pharmacology
  • Quantitative Structure-Activity Relationship
  • Receptor, Adenosine A2A / chemistry*
  • Static Electricity

Substances

  • Adenosine A2 Receptor Antagonists
  • Antiparkinson Agents
  • Pyrimidines
  • Receptor, Adenosine A2A