In the present report, we offer a novel way for studying (via optical and digital means) features in Renaissance and Leonardo’s (and of course any other painter who followed this canon) paintings, based on a software that separately recognizes white, red, green, blue colors and measures the intensity of single bright spots in canvasses. After mapping the distribution of individual colors, the software proposes a trajectory considering the different geometrical and topological aspects. What we propose here is not just a variant of known methods for discovering the color distribution in a painting; on the contrary, it represents a new way to find unknown parameters in any Renaissance painting. In addition, via multispectral and hyperspectral analyses and image processing, the developed software permitted us to monitor the decay of some pigments in these canvasses at macro- and microscopic levels.