|
In summary, along with bicyclo[2.2.2]pentane (BCP) and cubane (CUB), bicyclo[2.2.2]octane (BCO) is one of the three prominent 3-D isosteres for the 2-D phenyl ring. Since BCO has all sp3 carbons, it could potentially offer several advantages over the flat phenyl group, including possible better binding with the targets thus higher potency, better selectivity thus lower promiscuity and lower toxicity, and potentially improved solubility as a consequence of disrupting aromaticity. However, BCO is 3-carbon larger and more lipophilic than the bicyclo[2.2.2]pentylgroup (BCP). It is sometimes beneficial to consider using BCP in place of BCO as the bioisostere of a phenyl group.
Read More |
|
