As the technology node scales down toward the deep submicron area (e.g. sub-5nm), design-technology co-optimization (DTCO) becomes imperative to assess the impact of various technology-level options on the design-level benefits. The key challenge of DTCO lies in the extensive engineering efforts and numerous design iterations to analyze the effects of each technology-level option on the final design-level quality. This paper focuses on the option of standard cell pin configuration, and introduces a framework for assessing different pin modulations of standard cells. Particularly, we introduce a standard cell layout generator that automatically builds cell libraries with adaptable pin modification options. Then, we present a comprehensive chip-level design quality analysis with diverse pin configurations generated by our standard cell layout generator. This process facilitates the DTCO of simultaneously optimizing pin accessibility and design power-performance-area (PPA). Our experimental results demonstrate that the proposed standard cell layout generator and design evaluation framework allows a faster iteration for measuring the effects of adjusting standard cell pins in VLSI design quality, which is beneficial in identifying optimal design points for violation-free and high-quality chip design.