Submission Details
Molecule(s):
O=C(Nc1cncc2ccccc12)C(CCc1cccc(F)c1)c1cccc(Cl)c1
O=C(Nc1cncc2ccccc12)C(CCc1ccc(F)cc1)c1cccc(Cl)c1
MIC-UNK-c66144cb-3
Duplicate of:
ALP-POS-3b848b35-4
O=C(Nc1cncc2ccccc12)C(CCC1CCCCC1)c1cccc(Cl)c1
[O-][S+](Cc1cncc2ccccc12)C(CCc1cccc(F)c1)c1cccc(Cl)c1
[O-][S+](Cc1cncc2ccccc12)C(CCc1ccc(F)cc1)c1cccc(Cl)c1
[O-][S+](Cc1cncc2ccccc12)C(CCC1CCCCC1)c1cccc(Cl)c1
Design Rationale:
Quinoline analogues of JOR-UNI-2f98d0b-12. If it turns out that amides are hydrolized, maybe sulfoxides may be worthwhile. Ureas carry come conformational penalty compared to amides (compare TRY-UNI-714a760b-12 - urea - 64µM, TRY-UNI-714a740b-6 - amide - 24µM, EDJ-MED-49816e9b-1 - other amide - 29µM) so one could expect that amides should be more potent. Sulfoxides are still more flexible.
Other Notes:
All of these compounds can be prepared in short sequence from appropiate chalcones which in turn can be made from aldehydes and 3-chloroacetophenone. Isoquinoline part can be supplied as either 4-aminoisoquinoline or 4-chloromethylisoquinoline.