In this research, the new hydrazine-1-carbothioamides (IC32and IC34) having unsubstituted benzimidazole skeleton wereconverted to 1, 2, 4-triazole derivatives (IC42 and IC44) by Ncyclizationreaction using the microwave-assisted synthesismethod in the basic medium with high efficiency in a shorttime. 2-Amino-1,3,4-thiadiazole derivatives (IC52 and IC54)were obtained from the carbothioamides in the acidic mediumby S-cyclization using the conventional method. The structureof all compounds was confirmed by FT-IR, 1HNMR, and 13CNMRspectroscopic techniques. The optimized structures, theoreticalNMR shielding values in DMSO-d6 solvent, the frontier molecularorbital, molecular electrostatic potential, and non-linearoptical properties of these molecules were calculated in theGaussian 09 W package program by using DFT method/B3LYPfunction and 6-311+ +G (d, p) basis set. All calculations exceptNMR calculations were performed in the gas phase and theobtained results were interpreted within the related sections.The discovery of new drugs is of great importance in combatinghealth problems and improving the quality of human life.In the light of this information, molecular docking withAutodock Vina and physicochemical calculations with theSwissADME server were performed at the end of the article.Therefore, the inhibiting potential of the ligands containingdifferent groups in their structure was investigated for the firsttime in this study.