Submission Details
Molecule(s):
O=C(c1ccccc1)N1CCN(C(=O)C2CCOCC2)CC1
O=S1(=O)CCC(N2CCN(S(=O)(=O)c3ccccc3)CC2)CC1
O=C(C1CCN(S(=O)(=O)c2ccccc2)CC1)N1CCOCC1
Design Rationale:
Eye, bioequivalents replacement
Other Notes:
With respect to the inspired and reported fragments, as a nucleophilic residue is supposed to attack the chloromethilene group, in order to create a covalent inhibition. In order to remove the toxicity of primary chloride (high electrophilicity toward other biological targets), there is replace with a hydrogen bonding acceptor (will create hydrogen bonding with OH or SH or NH residue responsible of the nucleophilic attack). Amide carbonyls can also be replaced by bioequivalents (methylene, sulfonyl). Aromatic group can be replaced with several alkyl or aryl substituents. Tetrahydropyran could be replaced with other HBA groups.Simple synthesis. Three or four synthesis step.