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

ID: ALA5283190

Max Phase: Preclinical

Molecular Formula: C18H16N4O

Molecular Weight: 304.35

Names and Identifiers

Canonical SMILES:  CCc1ncn2c1c(=O)n(Cc1ccccn1)c1ccccc12

Standard InChI:  InChI=1S/C18H16N4O/c1-2-14-17-18(23)21(11-13-7-5-6-10-19-13)15-8-3-4-9-16(15)22(17)12-20-14/h3-10,12H,2,11H2,1H3

Standard InChI Key:  BARUQCFQLCWPGZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
   -1.7067   -0.8545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9923   -1.2670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9923   -2.0885    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7021   -2.4974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4154   -2.0865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4154   -1.2691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2808   -0.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2808   -0.0348    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4306    0.3759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1420   -0.0348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4306    1.1973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0410    1.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7070    2.4974    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1100    2.4117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2808    1.6081    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9923    1.1974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9923    0.3759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6991   -0.0340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4123    0.3722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4123    1.1970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7009    1.6074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8345    1.5344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4154    2.1152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  2  0
  4  3  1  0
  5  4  2  0
  1  6  2  0
  6  5  1  0
  7  2  1  0
  8  7  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 13 12  1  0
 14 13  2  0
 15 14  1  0
 11 15  1  0
 16 15  1  0
 17  8  1  0
 17 16  2  0
 18 17  1  0
 19 18  2  0
 20 19  1  0
 16 21  1  0
 21 20  2  0
 12 22  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5283190

   ---

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: 304.35

Molecular Weight (Monoisotopic): 304.1324

AlogP: 2.65

#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: 4.12

CX LogP: 2.06

CX LogD: 2.06

Aromatic Rings: 4

Heavy Atoms: 23

QED Weighted: 0.58

Np Likeness Score: -1.45

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