Fig. 5

Binding pose of pyridine-3-carboxylic acid derivatives. A and B structure and binding pose of two selected compound 1 analogues. For both compounds, an amide group and a carboxylic group are present in position 2 and 3, respectively. In figure A pyridine moiety is able to establish pi–pi interaction with Phe185 residue and is pointing toward the metal ion, thus retrieving a stable binding pose. Binding pose in figure B shows a ligand–protein interaction just through H-bond between carboxylic group and Ser 188. However, these compounds miss interactions with residues Tyr132 and Lys206, known to be crucial in the natural cofactor binding. C Overlapping compound 1 and compound shown in (A)