Submission Details

Molecule(s):
O=C(Nc1nncn1C1CC1)[C@]1(CCC2CCCCC2)CCOc2ccc(Cl)cc21

MIC-UNK-deda7a44-1

O=C(Nc1nncn1C1CC1)[C@]1(CCC2CCCCC2)CCOc2ccc(Cl)cc21

3-aminopyridine-like Check Availability on Manifold View
O=C(Nc1nncn1C1CC1)[C@]1(CCc2ccccc2)CCOc2ccc(Cl)cc21

MIC-UNK-deda7a44-2

O=C(Nc1nncn1C1CC1)[C@]1(CCc2ccccc2)CCOc2ccc(Cl)cc21

3-aminopyridine-like Check Availability on Manifold View
O=C(Nc1nncn1C1CC1)[C@]1(CCc2ccc(F)cc2)CCOc2ccc(Cl)cc21

MIC-UNK-deda7a44-3

O=C(Nc1nncn1C1CC1)[C@]1(CCc2ccc(F)cc2)CCOc2ccc(Cl)cc21

3-aminopyridine-like Check Availability on Manifold View
O=C(Nc1nncn1C1CC1)[C@]1(CCc2cccc(F)c2)CCOc2ccc(Cl)cc21

MIC-UNK-deda7a44-4

O=C(Nc1nncn1C1CC1)[C@]1(CCc2cccc(F)c2)CCOc2ccc(Cl)cc21

3-aminopyridine-like Check Availability on Manifold View
O=C(Nc1nncn1C1CC1)C1COc2ccc(Cl)cc21

MIC-UNK-deda7a44-5
Duplicate of:
NAU-LAT-8502cac5-2

O=C(Nc1nncn1C1CC1)C1COc2ccc(Cl)cc21

Duplicate 3-aminopyridine-like Made Check Availability on Manifold View
O=C(Nc1nnc2n1CCC2)C1CCOc2ccc(Cl)cc21

MIC-UNK-deda7a44-6

O=C(Nc1nnc2n1CCC2)C1CCOc2ccc(Cl)cc21

3-aminopyridine-like Check Availability on Manifold View
O=C(Nc1nnc2n1CCCC2)C1CCOc2ccc(Cl)cc21

MIC-UNK-deda7a44-7

O=C(Nc1nnc2n1CCCC2)C1CCOc2ccc(Cl)cc21

3-aminopyridine-like Check Availability on Manifold View
O=C(Nc1nncn1C1CC1)[C@]1(CCc2ccccc2CC2CC2)CCOc2ccc(Cl)cc21

MIC-UNK-deda7a44-8

O=C(Nc1nncn1C1CC1)[C@]1(CCc2ccccc2CC2CC2)CCOc2ccc(Cl)cc21

3-aminopyridine-like Check Availability on Manifold View
CC(C)Cc1ccccc1CC[C@@]1(C(=O)Nc2nncn2C2CC2)CCOc2ccc(Cl)cc21

MIC-UNK-deda7a44-9

CC(C)Cc1ccccc1CC[C@@]1(C(=O)Nc2nncn2C2CC2)CCOc2ccc(Cl)cc21

3-aminopyridine-like Check Availability on Manifold View

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)

Inspired By:
Discussion: