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

ID: ALA5290343

Max Phase: Preclinical

Molecular Formula: C16H14N4O2

Molecular Weight: 294.31

Names and Identifiers

Canonical SMILES:  Cc1cc(Cn2c(=O)c3c(C)ncn3c3ccccc32)no1

Standard InChI:  InChI=1S/C16H14N4O2/c1-10-7-12(18-22-10)8-19-13-5-3-4-6-14(13)20-9-17-11(2)15(20)16(19)21/h3-7,9H,8H2,1-2H3

Standard InChI Key:  IQDOFMVAWPILPW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
   -0.7063   -1.0373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0080   -0.6247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0080    0.2002    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7225    0.6126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4370    0.2002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7225    1.4377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3356    1.9896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0001    2.7433    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1796    2.6571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0080    1.8502    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7063    1.4377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7063    0.6127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4163    0.2010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1325    0.6090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1325    1.4373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4181    1.8495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1325    1.7761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7925   -1.8573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5992   -2.0288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0115   -1.3147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4597   -0.7018    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0117   -2.7433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  8  7  1  0
  9  8  2  0
 10  9  1  0
  6 10  1  0
 11 10  1  0
 12  3  1  0
 12 11  2  0
 13 12  1  0
 14 13  2  0
 15 14  1  0
 11 16  1  0
 16 15  2  0
  7 17  1  0
 18  1  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21  1  2  0
 19 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5290343

   ---

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: 294.31

Molecular Weight (Monoisotopic): 294.1117

AlogP: 2.30

#Rotatable Bonds: 2

Polar Surface Area: 65.33

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.50

CX LogP: 1.14

CX LogD: 1.14

Aromatic Rings: 4

Heavy Atoms: 22

QED Weighted: 0.57

Np Likeness Score: -1.73

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