Submission Details

BEN-DND-c852c98b
Molecule(s):
N#Cc1ccc2cncc(NC(=O)C3CCOc4ccc(Cl)cc43)c2c1

BEN-DND-c852c98b-1

N#Cc1ccc2cncc(NC(=O)C3CCOc4ccc(Cl)cc43)c2c1

3-aminopyridine-like Assayed Check Availability on Manifold View
O=C(Nc1cncc2ccc(OC(F)(F)F)cc12)C1CCOc2ccc(Cl)cc21

BEN-DND-c852c98b-2

O=C(Nc1cncc2ccc(OC(F)(F)F)cc12)C1CCOc2ccc(Cl)cc21

3-aminopyridine-like Check Availability on Manifold View
CC(C)(O)c1ccc2cncc(NC(=O)C3CCOc4ccc(Cl)cc43)c2c1

BEN-DND-c852c98b-3

CC(C)(O)c1ccc2cncc(NC(=O)C3CCOc4ccc(Cl)cc43)c2c1

3-aminopyridine-like Check Availability on Manifold View
O=C(Nc1cncc2ccc(O)cc12)C1CCOc2ccc(Cl)cc21

BEN-DND-c852c98b-4

O=C(Nc1cncc2ccc(O)cc12)C1CCOc2ccc(Cl)cc21

3-aminopyridine-like Assayed Check Availability on Manifold View
CS(=O)(=O)c1ccc2cncc(NC(=O)C3CCOc4ccc(Cl)cc43)c2c1

BEN-DND-c852c98b-5

CS(=O)(=O)c1ccc2cncc(NC(=O)C3CCOc4ccc(Cl)cc43)c2c1

3-aminopyridine-like Assayed Check Availability on Manifold View
O=C(Nc1cncc2ccc(OC(F)F)cc12)C1CCOc2ccc(Cl)cc21

BEN-DND-c852c98b-6

O=C(Nc1cncc2ccc(OC(F)F)cc12)C1CCOc2ccc(Cl)cc21

3-aminopyridine-like Check Availability on Manifold View
O=C(Nc1cncc2ccc(C(F)F)cc12)C1CCOc2ccc(Cl)cc21

BEN-DND-c852c98b-7

O=C(Nc1cncc2ccc(C(F)F)cc12)C1CCOc2ccc(Cl)cc21

3-aminopyridine-like Check Availability on Manifold View
O=C(Nc1cncc2c1COCC2)C1CCOc2ccc(Cl)cc21

BEN-DND-c852c98b-8

O=C(Nc1cncc2c1COCC2)C1CCOc2ccc(Cl)cc21

3-aminopyridine-like Check Availability on Manifold View
CN1CCc2cncc(NC(=O)C3CCOc4ccc(Cl)cc43)c2C1

BEN-DND-c852c98b-9

CN1CCc2cncc(NC(=O)C3CCOc4ccc(Cl)cc43)c2C1

3-aminopyridine-like Check Availability on Manifold View
O=C(Nc1cncc2c1CNCC2)C1CCOc2ccc(Cl)cc21

BEN-DND-c852c98b-10

O=C(Nc1cncc2c1CNCC2)C1CCOc2ccc(Cl)cc21

3-aminopyridine-like Assayed Check Availability on Manifold View
Design Rationale:

Based on structure the 6 position of the isoquinoline seems most amenable to functionalization - the ideas here are either bulletproofing this position for metabolism, or lowering log D, or both. Note some (e.g. phenol) could preempt 2nd phase metabolism, but experience suggests this occurs on case by case basis so still worth checking experimentally.

Inspired By:
Discussion:

Contributor: Benjamin Perry, DNDi - Thu, 05 Nov 2020 16:15:13 +0000