Submission Details

Molecule(s):
O=C1NC[C@@H](c2cccc(Cl)c2)C(=O)N1c1cccnc1

PET-UNK-4dc48bbe-1

O=C1NC[C@@H](c2cccc(Cl)c2)C(=O)N1c1cccnc1

3-aminopyridine-like Check Availability on Manifold View
O=C1CCN(c2cccc(Cl)c2)C(=O)N1c1cccnc1

PET-UNK-4dc48bbe-2

O=C1CCN(c2cccc(Cl)c2)C(=O)N1c1cccnc1

3-aminopyridine-like Check Availability on Manifold View
O=c1[nH]cc(-c2cccc(Cl)c2)c(=O)n1-c1cccnc1

PET-UNK-4dc48bbe-3

O=c1[nH]cc(-c2cccc(Cl)c2)c(=O)n1-c1cccnc1

O=c1ccn(-c2cccc(Cl)c2)c(=O)n1-c1cncc2ccccc12

PET-UNK-4dc48bbe-4

O=c1ccn(-c2cccc(Cl)c2)c(=O)n1-c1cncc2ccccc12

O=c1ccn(-c2cccc(Cl)c2)c(=O)n1-c1cccnc1

PET-UNK-4dc48bbe-5

O=c1ccn(-c2cccc(Cl)c2)c(=O)n1-c1cccnc1

O=C1N[C@@H](c2cccc(Cl)c2)C(=O)N1c1cncc2ccccc12

PET-UNK-4dc48bbe-6

O=C1N[C@@H](c2cccc(Cl)c2)C(=O)N1c1cncc2ccccc12

3-aminopyridine-like Check Availability on Manifold View
O=C1N[C@@H](c2cccc(Cl)c2)C(=O)N1c1cccnc1

PET-UNK-4dc48bbe-7

O=C1N[C@@H](c2cccc(Cl)c2)C(=O)N1c1cccnc1

3-aminopyridine-like Check Availability on Manifold View
O=C1N[C@@H](c2ccc(Cl)cc2)C(=O)N1c1cncc2ccccc12

PET-UNK-4dc48bbe-8

O=C1N[C@@H](c2ccc(Cl)cc2)C(=O)N1c1cncc2ccccc12

3-aminopyridine-like Check Availability on Manifold View
O=C1N[C@@H](c2ccc(Cl)cc2)C(=O)N1c1cccnc1

PET-UNK-4dc48bbe-9

O=C1N[C@@H](c2ccc(Cl)cc2)C(=O)N1c1cccnc1

3-aminopyridine-like Check Availability on Manifold View

Design Rationale:

The designs in this submission are intended to present amidic carbonyl oxygens to both backbone NHs of E166 (like 3-aminoquinoline-like inhibitors) and G143 (like quinolones). The two carbonyl groups that flank the heteroaromatic ring will tend to force it out of coplanarity with respect to the amides and it is possible that the advantage of isoquinoline over pyridine will be smaller for these structural types than in the 3-aminoquinoline-like series.

Other Notes:

The x10789 structure was used for modelling and the pdb file associated with this submission includes this protein structure, a number of ligands from other relevant crystal structures and the suggested binding poses (generated using molecular mechanics energy minimization) for designs. I will provided detailed notes for the submission in the discussion.

Inspired By:
Download PDB File
Discussion: