5-(2-(pyridin-2-yl)ethyl)imidazo[1,5-a]quinoxalin-4(5H)-one

ID: ALA5287086

Max Phase: Preclinical

Molecular Formula: C17H14N4O

Molecular Weight: 290.33

Names and Identifiers

Canonical SMILES:  O=c1c2cncn2c2ccccc2n1CCc1ccccn1

Standard InChI:  InChI=1S/C17H14N4O/c22-17-16-11-18-12-21(16)15-7-2-1-6-14(15)20(17)10-8-13-5-3-4-9-19-13/h1-7,9,11-12H,8,10H2

Standard InChI Key:  QOFIJCBSRVGHSR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
    1.0702   -0.6538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3557   -0.2413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3557    0.5836    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3585    0.9961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0685    0.5844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7847    0.9924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7847    1.8206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0703    2.2328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3585    1.8210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3557    2.2335    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5273    3.0404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3478    3.1265    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6833    2.3729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0702    1.8210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0702    0.9960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7847    0.5836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0702   -1.4787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7838   -1.8915    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7838   -2.7139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0692   -3.1265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3527   -2.7174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3527   -1.8930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  3  1  0
  5  4  1  0
  6  5  2  0
  7  6  1  0
  8  7  2  0
  4  9  2  0
  9  8  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 14 13  2  0
 14 10  1  0
  3 15  1  0
 15 14  1  0
 15 16  2  0
  1 17  1  0
 18 17  2  0
 19 18  1  0
 20 19  2  0
 21 20  1  0
 22 21  2  0
 17 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5287086

   ---

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: 290.33

Molecular Weight (Monoisotopic): 290.1168

AlogP: 2.29

#Rotatable Bonds: 3

Polar Surface Area: 52.19

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.55

CX LogP: 1.46

CX LogD: 1.46

Aromatic Rings: 4

Heavy Atoms: 22

QED Weighted: 0.58

Np Likeness Score: -1.47

References

1. Károlyi BI, Potor A, Kapus GL, Fodor L, Bobok A, Krámos B, Magdó I, Bata I, Szabó G..  (2023)  Novel imidazo[1,5-a]quinoxaline derivatives: SAR, selectivity and modeling challenges en route to the identification of an α5-GABAA receptor NAM.,  80  [PMID:36549396] [10.1016/j.bmcl.2022.129107]

Source

Source(1):

• Scientific Literature