Successful examples of serendipitous scaffold hopping

Indeed scaffold hopping can be interpreted as the broadest expansion of the bioisosterism concept. The idea of scaffold hopping is indeed not new, it is rather a new term to designate known experimental evidences. A retrospective analysis of the marketed drugs and/or of the ligands acting 

CHAPTER 15 Molecular Variations Based on Isosteric Replacements 

FIGURE 15.52 Serotonin analogs resulting from a functional reversal.  

FIGURE 15.53 Structure and chemical similarity are not always synonymous of similar biologically active compounds. 

FIGURE 15.54 An example of scaffold hopping four structurally different molecules have similar therapeutic properties by interacting with the same receptor. 

---