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

ID: ALA5279584

Max Phase: Preclinical

Molecular Formula: C17H14N4O

Molecular Weight: 290.33

Names and Identifiers

Canonical SMILES:  Cc1ncn2c1c(=O)n(Cc1cccnc1)c1ccccc12

Standard InChI:  InChI=1S/C17H14N4O/c1-12-16-17(22)20(10-13-5-4-8-18-9-13)14-6-2-3-7-15(14)21(16)11-19-12/h2-9,11H,10H2,1H3

Standard InChI Key:  ONFTYQQDJPXOLJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
   -1.4162   -0.8544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7017   -1.2669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7017   -2.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4116   -2.4972    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1248   -2.0864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1248   -1.2690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0095   -0.8562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0095   -0.0347    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7210    0.3759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4324   -0.0348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7210    1.1973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3314    1.7469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9973    2.4972    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1804    2.4114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0095    1.6080    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7018    1.1973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7018    0.3759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4086   -0.0340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1217    0.3722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1217    1.1969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4104    1.6073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1248    1.5343    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
M  END

Alternative Forms

1. Parent:

   

   ALA5279584

   ---

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: 2.40

#Rotatable Bonds: 2

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: 4.81

CX LogP: 1.28

CX LogD: 1.28

Aromatic Rings: 4

Heavy Atoms: 22

QED Weighted: 0.57

Np Likeness Score: -1.27

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