4-methyl-7-((4-oxoimidazo[1,5-a]quinoxalin-5(4H)-yl)methyl)-2H-benzo[b][1,4]oxazin-3(4H)-one

ID: ALA5285035

Max Phase: Preclinical

Molecular Formula: C20H16N4O3

Molecular Weight: 360.37

Names and Identifiers

Canonical SMILES:  CN1C(=O)COc2cc(Cn3c(=O)c4cncn4c4ccccc43)ccc21

Standard InChI:  InChI=1S/C20H16N4O3/c1-22-16-7-6-13(8-18(16)27-11-19(22)25)10-23-14-4-2-3-5-15(14)24-12-21-9-17(24)20(23)26/h2-9,12H,10-11H2,1H3

Standard InChI Key:  YTBQKFMHGZGVAG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    1.7857    0.9964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0712    0.5839    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0712   -0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3567   -0.6536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3608   -0.2392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0709   -0.6557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0709   -1.4766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3562   -1.8893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3567   -1.4786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3562   -2.7146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0710   -3.1272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7857   -2.7146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7857   -1.8893    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5002   -1.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5002   -3.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3567    0.9965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3532    0.5848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0695    0.9928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0695    1.8211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3550    2.2333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3567    1.8215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0712    2.2340    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2428    3.0410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0633    3.1272    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3988    2.3735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7857    1.8215    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
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  9 10  1  0
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  9 11  1  0
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  8 14  1  0
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 17 22  2  0
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 24 25  2  0
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  2 27  1  0
 27 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5285035

   ---

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: 360.37

Molecular Weight (Monoisotopic): 360.1222

AlogP: 2.05

#Rotatable Bonds: 2

Polar Surface Area: 68.84

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.67

CX LogP: 1.01

CX LogD: 1.01

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.55

Np Likeness Score: -1.20

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