Submission Details
Molecule(s):
O=C(Nc1nncn1C1CC1)[C@]1(CCC2CCCCC2)CCOc2ccc(Cl)cc21
O=C(Nc1nncn1C1CC1)[C@]1(CCc2ccccc2)CCOc2ccc(Cl)cc21
O=C(Nc1nncn1C1CC1)[C@]1(CCc2ccc(F)cc2)CCOc2ccc(Cl)cc21
O=C(Nc1nncn1C1CC1)[C@]1(CCc2cccc(F)c2)CCOc2ccc(Cl)cc21
MIC-UNK-deda7a44-5
Duplicate of:
NAU-LAT-8502cac5-2
O=C(Nc1nncn1C1CC1)C1COc2ccc(Cl)cc21
O=C(Nc1nnc2n1CCC2)C1CCOc2ccc(Cl)cc21
O=C(Nc1nnc2n1CCCC2)C1CCOc2ccc(Cl)cc21
O=C(Nc1nncn1C1CC1)[C@]1(CCc2ccccc2CC2CC2)CCOc2ccc(Cl)cc21
CC(C)Cc1ccccc1CC[C@@]1(C(=O)Nc2nncn2C2CC2)CCOc2ccc(Cl)cc21
Design Rationale:
Attempt at filling hydrophobic pocket as in LON-WEI-babf2c61 series (fluorophenethyl substituent) and JOR-UNI-2fc98d0b-12 (cyclohexylethyl substituent) building upon JAG-UCB-a3ef7265-20. It is still possible to bind Glu166 like in x0104 or beta-lactams. Maybe cyclopropylamine is not necessary (isoquinoline fits in aminopyridine pocket). Last two molecules attempt to additionally fill the same hydrophobic pocket that is filled by cyclopropyl ring of x0397.
Other Notes:
Single isomer is drawn but synthesis would be way easier for racemate Appropiate carboxylic acids can be made by quaternary ammonium-catalyzed alkylation of chromane-4-carboxylic acid ester with appropiate alkyl chlorides (PTC conditions)