In summary, these results suggest that the structural similarity calculations based on MAP4 fingerprint and MinHashed function help to explore the activity landscape of peptides. Methods such as extended SAS maps and SALI enable the landscape study of 165 anti-MRSA peptides rapidly uncovering small changes in structures associated with large modifications in the pMIC 50 values. Though this methodology is general and could be adapted to study any other properties of peptides, i.e., P-SPR. We remark that TMAPs are useful to visualize different features of the properties landscape of peptides (and other small molecules). However, we need to consider that TMAPs, as other visualization methods, highly depend on the structural representation (e.g., molecular fingerprint), and it is sensitive to the relative size of peptides that are compared. Thus, we recommend using only TMAP visualization when the peptide size is comparable.