In summary, our objective was to demonstrate the utility of a data-driven design approach for identifying compact SCNPs that are challenging to design de novo. We first completed a random screen of over 1000 SCNP random heteropolymers and copolymer conjugates with varied DP, composition, valence, and functionality. In this random screen, we characterized SCNPs by DLS and SAXS to quantify macromolecular compactness and flexibility. Data visualization approaches (KDE and PCA) demonstrated that this is a complex multi-objective problem that cannot be understood by simple chemical design principles alone and seemed to indicate that polymerpeptide conjugates served as an intermediate between disordered copolymers and folded proteins.