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

ID: ALA4794167

PubChem CID: 162673930

Max Phase: Preclinical

Molecular Formula: C18H18N6O2

Molecular Weight: 350.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1C(=O)COc2nc(Nc3cc4c(cn3)ncn4CC3CC3)ccc21

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

Standard InChI Key:  AMWNRMKYGKWUDE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   27.1159  -27.0003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3573  -26.1748    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.3561  -26.9944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0642  -27.4033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0624  -25.7660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7710  -26.1712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7713  -26.9899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5499  -27.2426    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.0309  -26.5802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5495  -25.9181    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.8027  -28.0198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6020  -28.1894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6481  -27.4024    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.9407  -26.9933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9459  -26.1762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2393  -25.7671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5303  -26.1752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5323  -26.9966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2394  -27.4020    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.2070  -28.7331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3767  -27.9337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8257  -27.4072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.8224  -25.7670    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.1147  -26.1833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4047  -25.7786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.8189  -24.9498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  7  2  0
  6  5  2  0
  5  2  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10  6  1  0
  8 11  1  0
 11 12  1  0
  3 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 20 12  1  0
 21 20  1  0
 12 21  1  0
 18 22  1  0
 22  1  1  0
 17 23  1  0
 23 24  1  0
  1 24  1  0
 24 25  2  0
 23 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4794167

   ---

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: 13.22

CX Basic pKa: 4.48

CX LogP: 1.70

CX LogD: 1.70

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.78

Np Likeness Score: -1.11

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