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

ID: ALA4760815

PubChem CID: 162657729

Max Phase: Preclinical

Molecular Formula: C19H19N5O2

Molecular Weight: 349.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1C(=O)COc2ccc(Nc3cc4c(cn3)ncn4CC3CC3)cc21

Standard InChI:  InChI=1S/C19H19N5O2/c1-23-16-6-13(4-5-17(16)26-10-19(23)25)22-18-7-15-14(8-20-18)21-11-24(15)9-12-2-3-12/h4-8,11-12H,2-3,9-10H2,1H3,(H,20,22)

Standard InChI Key:  CHDUKKNKCRHGSE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 30  0  0  0  0  0  0  0  0999 V2000
   18.8807  -17.3137    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.8795  -18.1332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5876  -18.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5858  -16.9048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2944  -17.3101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2947  -18.1287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0733  -18.3815    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.5543  -17.7190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0729  -17.0569    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.3260  -19.1586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1254  -19.3283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1715  -18.5413    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4641  -18.1321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4693  -17.3150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7627  -16.9060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0537  -17.3140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0557  -18.1355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7628  -18.5408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7304  -19.8720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9000  -19.0726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3491  -18.5460    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6403  -18.1393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3458  -16.9058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6380  -17.3222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9337  -18.5499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3513  -19.3632    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
 22 25  2  0
 21 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4760815

   ---

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: 349.39

Molecular Weight (Monoisotopic): 349.1539

AlogP: 2.94

#Rotatable Bonds: 4

Polar Surface Area: 72.28

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.97

CX LogP: 1.73

CX LogD: 1.71

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.78

Np Likeness Score: -1.34

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