Submission Details

Molecule(s):
O=C(Nc1cncc2ccccc12)C(CCc1cccc(F)c1)c1cccc(Cl)c1

MIC-UNK-c66144cb-1

O=C(Nc1cncc2ccccc12)C(CCc1cccc(F)c1)c1cccc(Cl)c1

3-aminopyridine-like Check Availability on Manifold View
O=C(Nc1cncc2ccccc12)C(CCc1ccc(F)cc1)c1cccc(Cl)c1

MIC-UNK-c66144cb-2

O=C(Nc1cncc2ccccc12)C(CCc1ccc(F)cc1)c1cccc(Cl)c1

3-aminopyridine-like Check Availability on Manifold View
O=C(Nc1cncc2ccccc12)C(CCC1CCCCC1)c1cccc(Cl)c1

MIC-UNK-c66144cb-3
Duplicate of:
ALP-POS-3b848b35-4

O=C(Nc1cncc2ccccc12)C(CCC1CCCCC1)c1cccc(Cl)c1

Duplicate 3-aminopyridine-like Check Availability on Manifold View
[O-][S+](Cc1cncc2ccccc12)C(CCc1cccc(F)c1)c1cccc(Cl)c1

MIC-UNK-c66144cb-4

[O-][S+](Cc1cncc2ccccc12)C(CCc1cccc(F)c1)c1cccc(Cl)c1

[O-][S+](Cc1cncc2ccccc12)C(CCc1ccc(F)cc1)c1cccc(Cl)c1

MIC-UNK-c66144cb-5

[O-][S+](Cc1cncc2ccccc12)C(CCc1ccc(F)cc1)c1cccc(Cl)c1

[O-][S+](Cc1cncc2ccccc12)C(CCC1CCCCC1)c1cccc(Cl)c1

MIC-UNK-c66144cb-6

[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.

Inspired By:
Discussion: