We presented a variety of examples of folded structures using range of toy-models. We additionally investigated two folding hypotheses relating model parameters of the (1b1s) model to foldamer secondary structure. Within the structure search using many different models we identified many types of single helices, a double helix, sheet-like structures and knot-like structures. We found that minimum values of R min With this framework we can investigate further folding hypotheses with the goal to inform atomistic foldamer design. While this study is a feasibility study, further folding hypothesis can easily be explored using cg_pyrosetta. The studies presented here could be expanded by adding families of 1b1s models which explore the parameter space at a variety of control model parameters. In our side chain experiment, we explored variation of the R min S and d BS for models with internal geometry of θ B = 120 • . These control choices of parameters dictated many of the structures we found. Exploration of families of structural parameters would give a broader picture of the overall effect of these model changes, including increased complexity of monomer sites to better capture molecular structure. Given how computationally inexpensive (≤ 1 hour/simulation running on a single core) these simple MC simulations are, expanding the study to families of models is easily achievable.