Exploratory research output for the purpose of post-synthetic data-visualization grouping technique and theoretical analysis scheduled to design a degradable pharmaceutical ingredient on covalent organic framework like differently substituted phenyl acetates (DSPA: 2.1-2.17) is validated in all possible way using web servers ProTox-II, SwissADME and pkCSM. The substituent behaviors towards the physicochemical parameters of the DSPA: 2.1-2.17 have been investigated by dividing them into three different groups; (i) Alkoxy group is varied by keeping the phenyl acetate unit as constant, (ii) Substitution on phenyl ring is varied by keeping the Alkoxy group constant and (iii) Number of hydrogen bond acceptor is increased in the phenyl ring by increasing methoxy groups. In-silico investigational toxicity studies like oral acute toxicity, organ toxicity, immunotoxicity, genetic toxicity endpoints, nuclear receptor signalling, and stress response pathways of DSPA: 2.1-2.17 using ProTox-II webserver have been widely explored to assess the safety profile of drug candidates and the computational studies categorized as safer chemical compound to mammal. The title compounds DSPA: 2.1-2.17 are subjected to predict pharmacokinetic properties using graph-based signatures called pkCSM and the results of every category of the compounds marvelously complies the Lipinski’s rule of five without even a single violation and exhibited good drug-likeness scores. However, a dissimilar linearity observed in the BOILED-Egg graph plotted by SwissADME web server based on the categories (i)-(iii) of the compounds listed. The topological polar surface area values attained by SwissADME are almost similar for the (i) and (ii) cases, the substituent behaviors (alkoxy groups or substitution on phenyl ring) towards the physicochemical parameters of those compounds are not much deviated. Hence, this is directed to synthesis compounds 2.1-2.12 (having a highly valuable consensus Log Po/w values ≤ 3) by introducing varies alkoxy group of the ester and also by increasing the number of hydrogen bond acceptor in phenyl ring by increasing methoxy groups for further studies.