Crystal structure, Hirshfeld analysis and mol­ecular docking with the vascular endothelial growth factor receptor-2 of (3Z)-5-fluoro-3-(hy­droxy­imino)­indolin-2-one

The reaction between 5-fluoro­isatin and hydroxyl­amine hydro­chloride in acidic ethanol yields the title compound, C(8)H(5)FN(2)O(2), whose mol­ecular structure matches the asymmetric unit and is nearly planar with an r.m.s. deviation for the mean plane through all non-H atoms of 0.0363 Å. In the crystal, the mol­ecules are linked by N—H⋯N, N—H⋯O and O—H⋯O hydrogen-bonding inter­actions into a two-dimensional network along the (100) plane, forming rings with R(2)(2)(8) and R(1)(2)(5) graph-set motifs. The crystal packing also features weak π–π inter­actions along the [100] direction [centroid-to-centroid distance 3.9860 (5) Å]. Additionally, the Hirshfeld surface analysis indicates that the major contributions for the crystal structure are the O⋯H (28.50%) and H⋯F (16.40%) inter­actions. An in silico evaluation of the title compound with the vascular endothelial growth factor receptor-2 (VEGFR-2) was carried out. The title compound and the selected biological target VEGFR-2 show the N—H⋯O(GLU94), (CYS96)N—H⋯O(isatine) and (PHE95)N—H⋯O(isatine) inter­molecular inter­actions, which suggests a solid theoretical structure–activity relationship.