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

ID: ALA5175087

PubChem CID: 69192220

Max Phase: Preclinical

Molecular Formula: C18H15N3O

Molecular Weight: 289.34

Names and Identifiers

Canonical SMILES:  O=C1NC(c2ccccc2)Cc2[nH]c(-c3ccncc3)cc21

Standard InChI:  InChI=1S/C18H15N3O/c22-18-14-10-15(13-6-8-19-9-7-13)20-17(14)11-16(21-18)12-4-2-1-3-5-12/h1-10,16,20H,11H2,(H,21,22)

Standard InChI Key:  GRXTWQXVRAIPAQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
   -0.8021    1.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8021    1.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0874    0.6178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7168    0.8680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1876    0.2143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0126    0.2143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4269   -0.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2514   -0.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6605    0.2132    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2479    0.9280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4254    0.9280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6955   -0.4533    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0874   -0.2074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8021   -0.6200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5168   -0.2074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5168    0.6178    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2313   -0.6198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9488   -0.2056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6605   -0.6219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6605   -1.4429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9443   -1.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2313   -1.4449    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
 17 15  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 17  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5175087

   6-Phenyl-2-pyridin-4-yl-1,5,6,7-tetrahydropyrrolo[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: 289.34

Molecular Weight (Monoisotopic): 289.1215

AlogP: 3.10

#Rotatable Bonds: 2

Polar Surface Area: 57.78

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.66

CX Basic pKa: 5.14

CX LogP: 1.99

CX LogD: 1.99

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.76

Np Likeness Score: -0.10

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