Submission Details

Molecule(s):
O=C(Cc1cc(Cl)cc(CC2CCN2)c1)Nc1cncc2ccccc12

PET-UNK-c5865d42-1

O=C(Cc1cc(Cl)cc(CC2CCN2)c1)Nc1cncc2ccccc12

3-aminopyridine-like Check Availability on Manifold View
O=C(Cc1cc(Cl)cc(C(F)(F)C2CCN2)c1)Nc1cncc2ccccc12

PET-UNK-c5865d42-2

O=C(Cc1cc(Cl)cc(C(F)(F)C2CCN2)c1)Nc1cncc2ccccc12

3-aminopyridine-like Check Availability on Manifold View

Design Rationale:

These two designs replace the O-linked beta lactam with a C-linked azetidine which is likely to stabilize crystallographically-observed conformation of beta-lactam). Both designs have the potential to present a hydrogen bond donor to the backbone amide carbonyl of E166. I'd anticipate that the first design will be ionized at pH 7 while the second will be neutral.

Inspired By:
Discussion: