<abstract xmlns="http://www.w3.org/1999/xhtml"><p>The rodenticide brodifacoum is highly toxic to mammals and birds, and extremely toxic to fish. It is a highly cumulative poison due to its high lipophilicity and extremely slow elimination. For this reason, it may be interesting to find similar compounds in order to enlarge the spectrum of vitamin K epoxide reductase enzyme inhibitors used today in pest control. We used the Similar Compounds search type of the Chemical Structure Search of the PubChem Compound Database to locate records that are similar to the chemical structure of brodifacoum, using pre-specified similarity thresholds. Using the threshold ≥ than 95% for the similar structures criteria, we found 14 compounds (from over 30 million entries) that meet this criteria. Two of these compounds have a better binding affinity to vitamin K epoxide reductase enzyme than brodifacoum, but the binding energy of the other 12 substances is also high, having identical or lower lipophilicity; consequently, they will eliminate faster, possibly lacking a part of the adverse effects.</p></abstract>

The rodenticide brodifacoum is highly toxic to mammals and birds, and extremely toxic to fish. It is a highly cumulative poison due to its high lipophilicity and extremely slow elimination. For this reason, it may be interesting to find similar compounds in order to enlarge the spectrum of vitamin K epoxide reductase enzyme inhibitors used today in pest control. We used the Similar Compounds search type of the Chemical Structure Search of the PubChem Compound Database to locate records that are similar to the chemical structure of brodifacoum, using pre-specified similarity thresholds. Using the threshold ≥ than 95% for the similar structures criteria, we found 14 compounds (from over 30 million entries) that meet this criteria. Two of these compounds have a better binding affinity to vitamin K epoxide reductase enzyme than brodifacoum, but the binding energy of the other 12 substances is also high, having identical or lower lipophilicity; consequently, they will eliminate faster, possibly lacking a part of the adverse effects.

Identification of new superwarfarin-type rodenticides by structural similarity. The docking of ligands on the vitamin K epoxide reductase enzyme’s active site

Sapientia Hungarian University of Transylvania, Faculty of Technical and Human Sciences, Str. Sighişoarei 1C, Târgu-Mureş – Corunca, 540485, Romania

University of Medicine and Pharmacy Târgu-Mureș, Faculty of Pharmacy, Str. Gh. Marinescu 38, Târgu-Mureș, 540139, Romania

Acta Universitatis Sapientiae, Agriculture and Environment

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 3.0 License.

The rodenticide brodifacoum is highly toxic to mammals and birds, and extremely toxic to fish. It is a highly cumulative poison due to its high lipophilicity...

Identification of new superwarfarin-type rodenticides by structural similarity. The docking of ligands on the vitamin K epoxide reductase enzyme’s active site

Publicado en línea: 22 dic 2015

Páginas: 108 - 122

Recibido: 05 jun 2015

Aceptado: 30 ago 2015

DOI: https://doi.org/10.1515/ausae-2015-0010

Palabras clave
brodifacoum, structural similarity, screening, docking

© 2015 László Ferencz et al., published by De Gruyter Open

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 3.0 License.

Identification of new superwarfarin-type rodenticides by structural similarity. The docking of ligands on the vitamin K epoxide reductase enzyme’s active site

Publicado en línea: 22 dic 2015

Páginas: 108 - 122

Recibido: 05 jun 2015

Aceptado: 30 ago 2015

DOI: https://doi.org/10.1515/ausae-2015-0010

Palabras clavebrodifacoum, structural similarity, screening, docking

© 2015 László Ferencz et al., published by De Gruyter Open

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 3.0 License.

Palabras clave
brodifacoum, structural similarity, screening, docking