We began by investigating our initial library of copolymer backbones, copolymer-PEG conjugates, and copolymer-peptide conjugates that we will refer to as a random screen. To explore a broad compositional space, we employed N,N-dimethylacrylamide (DMA) as a neutral monomer, [2-(methacryloyloxy)ethyl]trimethylammonium chloride (TMAEMA) as a cationic monomer, and methyl methacrylate (MMA) and butyl methacrylate (BMA) as hydrophobic monomers. All representative monomer, copolymer, and copolymer conjugate structures are provided (Figures ). Additionally, we varied DP (200, 300, and 400) and valency of SPAAC-functionalized PEG or peptide (2, 5, and 10 mol%). For polymer-peptide conjugates, we focused on two peptides that have been previously validated and characterized for binding with an objective of enabling nanoparticle design. All characterization data of PDB simulated proteins (simulation details provided in Materials and Methods), copolymer backbones, PEG-SCNPs, EPO-SCNPs, and WDCL-SCNPs are provided in Tables S3-S7.