The rapid urbanization trend in most developing countries including India is creating a plethora of civic concerns such as loss of green space, degradation of environmental health, clean water availability, air pollution, traffic congestion leading to delays in vehicular transportation, etc. Transportation and network modeling through transportation indices have been widely used to understand transportation problems in the recent past. This necessitates predicting transportation indices to facilitate sustainable urban planning and traffic management. Recent advancements in deep learning research, in particular, Generative Adversarial Networks (GANs), and their modifications in spatial data analysis such as CityGAN, Conditional GAN, and MetroGAN have enabled urban planners to simulate hyper-realistic urban patterns. These synthetic urban universes mimic global urban patterns and evaluating their landscape structures through spatial pattern analysis can aid in comprehending landscape dynamics, thereby enhancing sustainable urban planning. This research addresses several challenges in predicting the urban transportation index for small and medium-sized Indian cities. A hybrid framework based on Kernel Ridge Regression (KRR) and CityGAN is introduced to predict transportation index using spatial indicators of human settlement patterns. This paper establishes a relationship between the transportation index and human settlement indicators and models it using KRR for the selected 503 Indian cities. The proposed hybrid pipeline, we call it RidgeGAN model, can evaluate the sustainability of urban sprawl associated with infrastructure development and transportation systems in sprawling cities. Experimental results show that the two-step pipeline approach outperforms existing benchmarks based on spatial and statistical measures.