Heparanase is a mammalian-only β-endoglycosidase that deals with the processing of carbohydrate networks1. The multifaceted role of heparanase is a valuable source in mammalian physiological homeostasis. This involves catalytic degradation of the HSPG network, regulating the turnover of cell-associated heparan-sulfate, and the processing of HSPG networks1. However, heparanase has been identified in diseases like diabetes, tissue fibrosis, acute and chronic inflammation, cancer progression and tumor metastasis2,3. The ongoing drug discovery campaign has identified a series of potent small molecule inhibitors for heparanase. Through synthetic and medicinal chemistry, the project will develop analogs to investigate the structure-activity relationship of this interaction.