γ-Aminobutyric acid (GABA) is the most abundant inhibitory neurotransmitter in the Central Nervous System (CNS); deficiencies in its transmission are related to conditions such as epilepsy and anxiety. Treatment with GABA analogues such as vigabatrin (VGB) that incorporate suitable functional groups that increase their ability to cross the Blood Brain Barrier (BBB), is a recurring strategy. Several studies have suggested that the conformation of GABA at the binding site at the time of its recognition with receptors of the GABAergic system is crucial; therefore, being restricted by geometric configurations of the E/Z type and evaluating its activity in biological models, it is possible to understand the relationship that exists between the activity and proper orientation of the functional groups, since it is stated that it varies in each of the GABAergic receptors. The aryl-amides and aryl-imides derived from m-aminobenzoic acid (MABA) are compounds that due to their structure are expected to inhibit the GABA aminotransferase (GABA-AT) modifying animal behavior by incorporation of two or more GABA fragments. 
A series of GABA analogs derived from MABA were evaluated in their physicochemical properties associated to an ADMET type profile. Subsequently, its molecular recognition was carried out by docking simulations on two 3D models GABA-AT, which is one of the therapeutic targets addressed in the treatment of GABAergic perturbations. In the same way, the synthesis conditions of some of these GABA analogs was established.
Favorable binding modes and interactions were observed in docking simulations, coinciding with the binding site where the GABA transamination reaction takes place. Amides and imides were synthesized, achieving good yields, being characterized by 1H and 13C NMR. At LD50 experiments, chosen compounds were found to be safe up to doses of 1,000 mg / kg.

m-aminobenzoic acid/GABA analogues evaluation and molecular recognition over GABA-AT 3D models of Homo sapiens and Pseudomonas fluorescens.

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