1-benzyl-2-(pyridin-4-yl)-1,5,6,7-tetrahydro-4H-pyrrolo[3,2-c]pyridin-4-one

ID: ALA5170263

PubChem CID: 69401866

Max Phase: Preclinical

Molecular Formula: C19H17N3O

Molecular Weight: 303.37

Names and Identifiers

Canonical SMILES:  O=C1NCCc2c1cc(-c1ccncc1)n2Cc1ccccc1

Standard InChI:  InChI=1S/C19H17N3O/c23-19-16-12-18(15-6-9-20-10-7-15)22(17(16)8-11-21-19)13-14-4-2-1-3-5-14/h1-7,9-10,12H,8,11,13H2,(H,21,23)

Standard InChI Key:  SRUDZBMASYXMNS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
   -1.8739    2.1642    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8739    1.3392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1593    0.9265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3550    1.1767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1158    0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9408    0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3550   -0.1945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1796   -0.1945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5887    0.5219    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1760    1.2366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3535    1.2366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3763   -0.1447    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1593    0.1012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8739   -0.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5887    0.1012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5887    0.9265    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1627   -0.9416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6341   -1.1550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2177   -0.5718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0119   -0.7855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2255   -1.5826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6462   -2.1642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8485   -1.9554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  3  4  1  0
  4  5  2  0
  6  5  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11  6  2  0
 12  5  1  0
 13 12  1  0
 13  3  2  0
 14 13  1  0
 15 14  1  0
 16 15  1  0
 16  2  1  0
 12 17  1  0
 17 18  1  0
 19 18  2  0
 20 19  1  0
 21 20  2  0
 22 21  1  0
 23 22  2  0
 18 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5170263

   1-benzyl-2-pyridin-4-yl-6,7-dihydro-5H-pyrrolo[3,2-c]pyridin-4-one

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 303.37

Molecular Weight (Monoisotopic): 303.1372

AlogP: 2.88

#Rotatable Bonds: 3

Polar Surface Area: 46.92

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.05

CX LogP: 2.16

CX LogD: 2.15

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.81

Np Likeness Score: -0.60

References

1. Scott F, Fala AM, Takarada JE, Ficu MP, Pennicott LE, Reuillon TD, Couñago RM, Massirer KB, Elkins JM, Ward SE..  (2022)  Development of dihydropyrrolopyridinone-based PKN2/PRK2 chemical tools to enable drug discovery.,  60  [PMID:35104640] [10.1016/j.bmcl.2022.128588]

Source

Source(1):

• Scientific Literature