7-(1-(cyclopropylmethyl)-1H-imidazo[4,5-c]pyridin-6-ylamino)-4-methyl-2H-pyrido[4,3-b][1,4]oxazin-3(4H)-one

ID: ALA4761336

PubChem CID: 162660731

Max Phase: Preclinical

Molecular Formula: C18H18N6O2

Molecular Weight: 350.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1C(=O)COc2cc(Nc3cc4c(cn3)ncn4CC3CC3)ncc21

Standard InChI:  InChI=1S/C18H18N6O2/c1-23-14-7-20-17(5-15(14)26-9-18(23)25)22-16-4-13-12(6-19-16)21-10-24(13)8-11-2-3-11/h4-7,10-11H,2-3,8-9H2,1H3,(H,19,20,22)

Standard InChI Key:  LGGQWNKPBCAIKX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   42.3222  -26.9366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.0302  -27.3456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.0284  -25.7082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7370  -26.1135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7373  -26.9321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5160  -27.1848    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.9970  -26.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5155  -25.8603    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.7687  -27.9620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.5681  -28.1316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6141  -27.3446    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.9068  -26.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9119  -26.1184    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.2054  -25.7093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4964  -26.1174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4984  -26.9388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2055  -27.3442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.1730  -28.6753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.3427  -27.8760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7918  -27.3494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.0829  -26.9427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7884  -25.7092    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.0807  -26.1255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3708  -25.7208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.7849  -24.8920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  7 10  1  0
 10 11  1  0
  2 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 19 11  1  0
 20 19  1  0
 11 20  1  0
 17 21  1  0
 21 22  1  0
 16 23  1  0
 23 24  1  0
 22 24  1  0
 24 25  2  0
 23 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4761336

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 350.38

Molecular Weight (Monoisotopic): 350.1491

AlogP: 2.34

#Rotatable Bonds: 4

Polar Surface Area: 85.17

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.09

CX Basic pKa: 5.02

CX LogP: 1.10

CX LogD: 1.10

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.78

Np Likeness Score: -0.99

References

1. Lewis A,Beresford A,Chambers MS,Clark G,Hartley DC,Hirst KL,Higashino M,Kawahadara S,Nakanishi M,Saito T,Imagawa A,Habashita H,Maidment S,Macleod AM,Owens AP,Rae A,Rouse C,Wishart G.  (2020)  Discovery of ONO-8590580: A novel, potent and selective GABA α negative allosteric modulator for the treatment of cognitive disorders.,  30  (22): [PMID:32898695] [10.1016/j.bmcl.2020.127536]

Source

Source(1):

• Scientific Literature