Several urban planner researchers emphasized a need to establish a scientific basis for urban design analysis methods based on quantitative model. Researchers also argue that such methods must also take into consideration the social and spatial aspects that affects the perception of the urban morphology. The paper presents the main principles and the analysis tools of space syntax and its methodological perspectives within the GIS environment, which the outcomes should be of interest for many urban planners. The paper argues that applying such model of space syntax theory within the GIS spatial analysis environment leads for a better understanding and modeling of real-world phenomena. The paper experiments the proposed methodology and its practical evaluations of using the potential of the space syntax approach within GIS on Darb Al- Ahmar Kessm in historic Cairo.