Theoretical calculations of a model of NOS indazole inhibitors: interaction of aromatic compounds with Zn-porphyrins

Bioorg Med Chem. 2009 Dec 1;17(23):8027-31. doi: 10.1016/j.bmc.2009.10.006. Epub 2009 Oct 9.

Abstract

We report a theoretical approach, at the M05-2x/6-311+G(d) level, to explain the affinity of indazoles for nitric oxide synthases using a simplified model of porphyrin. The theoretical E(rel)=E(i) stacking-E(i) apical values correlate with the experimental inhibition percents allowing to predict that 3,7-dinitro-1H-indazole should be a good NOS inhibitor.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Enzyme Inhibitors / pharmacology*
  • Indazoles / pharmacology*
  • Metalloporphyrins / antagonists & inhibitors
  • Metalloporphyrins / metabolism*
  • Models, Molecular*
  • Nitric Oxide Synthase / antagonists & inhibitors
  • Nitric Oxide Synthase / metabolism*
  • Quantum Theory

Substances

  • Enzyme Inhibitors
  • Indazoles
  • Metalloporphyrins
  • zinc hematoporphyrin
  • Nitric Oxide Synthase