N1,N2-bis[(1H-indol-3-yl)-methylene]-benzene-1,2-diamine is a new Schiff's base developed using a tamarind water-based green synthesis and traditional synthesis techniques. Novel Schiff's base compound was developed through the condensation of o-phenylenediamine with indole-3-carboxaldehyde. Mass spectral and physical analysis were used to describe the produced schiff’s base compound. Molecular docking studies using AutoDock software on the developed schiff's base compound exhibits significant binding interactions with the active site region of human peroxisome proliferator activated receptor gamma PPARγ (PDB ID: 2PRG), topoisomerase II (PDB ID: 3QX3), cyclooxegenase-1 (PDB ID: 3KK6), and cyclooxegenase-2 (PDB ID: 5IKR), in comparison to standard ligand.