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

ID: ALA5279320

Max Phase: Preclinical

Molecular Formula: C15H10N4O

Molecular Weight: 262.27

Names and Identifiers

Canonical SMILES:  O=c1c2cncn2c2ccccc2n1-c1ccccn1

Standard InChI:  InChI=1S/C15H10N4O/c20-15-13-9-16-10-18(13)11-5-1-2-6-12(11)19(15)14-7-3-4-8-17-14/h1-10H

Standard InChI Key:  GTFMEYDSYVIKFJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 23  0  0  0  0  0  0  0  0999 V2000
    1.7847   -0.0351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0702    0.3773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3558   -0.0351    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3586    0.3774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0685   -0.0342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7847    0.3737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7847    1.2020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0703    1.6142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3586    1.2023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3558    1.6148    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5273    2.4217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3479    2.5079    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6833    1.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0702    1.2023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3558   -0.8600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3616   -1.2743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3616   -2.0988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3548   -2.5079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0694   -2.0953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0694   -1.2728    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  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
  2 14  1  0
 14 10  1  0
 15  3  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 15  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5279320

   ---

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: 262.27

Molecular Weight (Monoisotopic): 262.0855

AlogP: 2.03

#Rotatable Bonds: 1

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: 2.00

CX LogP: 1.67

CX LogD: 1.67

Aromatic Rings: 4

Heavy Atoms: 20

QED Weighted: 0.53

Np Likeness Score: -1.32

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