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

ID: ALA5176291

PubChem CID: 168275792

Max Phase: Preclinical

Molecular Formula: C17H21N3O

Molecular Weight: 283.38

Names and Identifiers

Canonical SMILES:  CCCN1CCc2c(cc(-c3ccncc3)n2CC)C1=O

Standard InChI:  InChI=1S/C17H21N3O/c1-3-10-19-11-7-15-14(17(19)21)12-16(20(15)4-2)13-5-8-18-9-6-13/h5-6,8-9,12H,3-4,7,10-11H2,1-2H3

Standard InChI Key:  LXCVVFIKRKVMKZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   -0.8023    1.6596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8023    0.8346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0875    0.4219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7166    0.6721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1875    0.0184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0125    0.0184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4268   -0.6990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2513   -0.6990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6604    0.0173    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2477    0.7321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4252    0.7321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6954   -0.6491    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0875   -0.4033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8023   -0.8159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5169   -0.4033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5169    0.4219    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2314    0.8345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9459    0.4219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6604    0.8345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9089   -1.4461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7058   -1.6596    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
 16 17  1  0
 17 18  1  0
 18 19  1  0
 12 20  1  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5176291

   ---

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: 283.38

Molecular Weight (Monoisotopic): 283.1685

AlogP: 2.98

#Rotatable Bonds: 4

Polar Surface Area: 38.13

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.06

CX LogP: 1.89

CX LogD: 1.89

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.86

Np Likeness Score: -1.12

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