The concept of 'imageability' was fist established by Lynch (1960, p. 9), who emphasises on the importance of meaning, legibility and visibility in the physical environment. Akin to this, this study will explore the value of a memorable image within the city centre's quarters, by analysing social interaction, pedestrian flow and human perception. Consequently, some growing urban areas of our age - as new rivals of the growing retail industry-are constrained by planners and policy-makers to maximise their retailing capabilities, thereby often experiencing rapid image and environmental transformations. This particular study will focus upon the relationship between two retailing - yet connected but different - quarters of a city centre and the impact that a hugely-scaled urban shopping mall can have upon the whole image and memory of a city centre. A case study of two main quarters in City Centre of Derby, UK will be analysed in order to give theoretical suggestions to planning and design of the future yet similar developments.