Docking heparan sulfate-based ligands as a promising inhibitor for SARS-CoV-2

J Mol Model. 2024 Dec 12;31(1):19. doi: 10.1007/s00894-024-06236-0.

Abstract

Context: Heparan sulfate (HS) linear polysaccharide glycosaminoglycan compound is linked to components from the cell surface and the extracellular matrix. HS mediates SARS-CoV-2 infection through spike protein binding to cell surface receptors and is required to bind ACE2, prompting the need for electronic structure and molecular docking evaluation of this core system to exploit this attachment in developing new derivatives. Therefore, we have studied five molecules based on HS using molecular docking and electronic structure analysis. Non-covalent interaction analysis shows hydrogen bonding and van der Waals interactions in the binding to RBD-ACE2 interface and 3CLpro. SDM3 and SDM1 molecules present the lowest gap, including solvent effect under 154.6 kcal/mol, and exhibit the most reactivity behavior in this group, potentially leading to enhanced interaction in docking studies.

Methods: Heparan sulfate and four derivatives were optimized using B3LYP functional with two basis sets 6-31 + G(d,p) and def2SVP. Electronic structure was used to explore the main interactions and the reactivity of these molecules, and these optimized structures were used in the molecular docking study against 3CLpro, RBD, and ACE2.

Keywords: B3LYP; Heparan sulfate; Molecular docking; SARS-CoV-2.

MeSH terms

  • Angiotensin-Converting Enzyme 2* / chemistry
  • Angiotensin-Converting Enzyme 2* / metabolism
  • Antiviral Agents* / chemistry
  • Antiviral Agents* / pharmacology
  • Binding Sites
  • COVID-19 / virology
  • COVID-19 Drug Treatment
  • Coronavirus 3C Proteases / antagonists & inhibitors
  • Coronavirus 3C Proteases / chemistry
  • Coronavirus 3C Proteases / metabolism
  • Heparitin Sulfate* / chemistry
  • Humans
  • Hydrogen Bonding
  • Ligands
  • Molecular Docking Simulation*
  • Protein Binding
  • SARS-CoV-2* / drug effects
  • Spike Glycoprotein, Coronavirus / antagonists & inhibitors
  • Spike Glycoprotein, Coronavirus / chemistry
  • Spike Glycoprotein, Coronavirus / metabolism

Substances

  • Heparitin Sulfate
  • Ligands
  • Angiotensin-Converting Enzyme 2
  • Antiviral Agents
  • ACE2 protein, human
  • Spike Glycoprotein, Coronavirus
  • spike protein, SARS-CoV-2
  • Coronavirus 3C Proteases