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

ID: ALA4759785

PubChem CID: 118278511

Max Phase: Preclinical

Molecular Formula: C19H20N6O2

Molecular Weight: 364.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1nc(Nc2cnc3c(c2)OCC(=O)N3C)cc2c1ncn2CC1CC1

Standard InChI:  InChI=1S/C19H20N6O2/c1-11-18-14(25(10-21-18)8-12-3-4-12)6-16(22-11)23-13-5-15-19(20-7-13)24(2)17(26)9-27-15/h5-7,10,12H,3-4,8-9H2,1-2H3,(H,22,23)

Standard InChI Key:  PUQZTPDZIKRZRD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   18.6743   -2.2617    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6731   -3.0812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3812   -3.4902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3794   -1.8528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0880   -2.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0883   -3.0767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8669   -3.3295    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.3480   -2.6670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8665   -2.0049    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1197   -4.1066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9191   -4.2763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9651   -3.4893    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2577   -3.0801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2629   -2.2630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5564   -1.8540    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8474   -2.2620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8493   -3.0835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5565   -3.4888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5240   -4.8200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6937   -4.0206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1427   -3.4940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4339   -3.0873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1394   -1.8538    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4317   -2.2702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7218   -1.8654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1359   -1.0366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3732   -1.0318    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
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  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
  4 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4759785

   7-[[1-(Cyclopropylmethyl)-4-methylimidazo[4,5-c]pyridin-6-yl]amino]-4-methylpyrido[3,2-b][1,4]oxazin-3-one

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: 364.41

Molecular Weight (Monoisotopic): 364.1648

AlogP: 2.64

#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: ┄

CX Basic pKa: 6.24

CX LogP: 1.23

CX LogD: 1.21

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.77

Np Likeness Score: -1.26

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