An "in silico" study of one isatin-derivative with the di­hydro­folate reductase was carried out.

What is it about?

The reaction between 5-nitro­isatin and phenyl­hydrazine in acidic ethanol yields the title compound, C14H10N4O3, whose mol­ecular structure deviates slightly from a planar geometry (r.m.s. deviation = 0.065 Å for the mean plane through all non-H atoms). An intra­molecular N-H...O hydrogen bond is present, forming a ring of graph-set motif S(6). In the crystal, mol­ecules are linked by N-H...O and C-H...O hydrogen-bonding inter­actions into a two-dimensional network along (120), and rings of graph-set motif R22(8), R22(26) and R44(32) are observed. Additionally, a Hirshfeld surface analysis suggests that the mol­ecules are stacked along [100] through C=O...Cg inter­actions and indicates that the most important contributions for the crystal structure are O...H (28.5%) and H...H (26.7%) inter­actions. An in silico evaluation of the title compound with the DHFR enzyme (di­hydro­folate reductase) was performed. The isatin-hydrazone derivative and the active site of the selected enzyme show N-H...O(ASP29), N-H...O(ILE96) and Cg...Cg(PHE33) inter­actions.

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