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

ID: ALA5282000

Max Phase: Preclinical

Molecular Formula: C17H14N4O

Molecular Weight: 290.33

Names and Identifiers

Canonical SMILES:  Cc1cncc(Cn2c(=O)c3cncn3c3ccccc32)c1

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

Standard InChI Key:  CAWMQQWIOZELOK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
    2.1434   -0.0349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.3775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.0349    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.8599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.2723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7173   -0.8581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4290   -1.2745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4290   -2.0953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7127   -2.5079    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.0974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.8619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.3775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7097   -0.0341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4259    0.3738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4259    1.2021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7115    1.6142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.2025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.6149    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8860    2.4218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7065    2.5079    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0419    1.7544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.2024    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  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10  5  2  0
  7 11  1  0
 12  3  1  0
 13 12  1  0
 14 13  2  0
 15 14  1  0
 16 15  2  0
 12 17  2  0
 17 16  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 22 21  2  0
  2 22  1  0
 22 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5282000

   ---

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: 5.32

CX LogP: 1.66

CX LogD: 1.66

Aromatic Rings: 4

Heavy Atoms: 22

QED Weighted: 0.57

Np Likeness Score: -1.08

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