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

ID: ALA4753738

PubChem CID: 118278476

Max Phase: Preclinical

Molecular Formula: C19H17F2N5O2

Molecular Weight: 385.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1C(=O)C(F)(F)Oc2cc(Nc3cc4c(cn3)ncn4CC3CC3)ccc21

Standard InChI:  InChI=1S/C19H17F2N5O2/c1-25-14-5-4-12(6-16(14)28-19(20,21)18(25)27)24-17-7-15-13(8-22-17)23-10-26(15)9-11-2-3-11/h4-8,10-11H,2-3,9H2,1H3,(H,22,24)

Standard InChI Key:  UWALHBHAIPDYBK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   14.5278  -27.6813    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.9406  -26.9756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1230  -26.9710    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   19.1819  -26.1501    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.1808  -26.9696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8888  -27.3786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8871  -25.7412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5957  -26.1465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5959  -26.9651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3746  -27.2179    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.8556  -26.5554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3742  -25.8933    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.6273  -27.9950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4267  -28.1647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4728  -27.3777    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.7654  -26.9685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7706  -26.1514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0640  -25.7424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3550  -26.1504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3570  -26.9719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0641  -27.3772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0317  -28.7084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2013  -27.9090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6504  -27.3824    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6471  -25.7422    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9393  -26.1586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2294  -25.7538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6435  -24.9250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12  8  1  0
 10 13  1  0
 13 14  1  0
  5 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 22 14  1  0
 23 22  1  0
 14 23  1  0
 20 24  1  0
 24  2  1  0
 19 25  1  0
 25 26  1  0
  2 26  1  0
 26 27  2  0
 25 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4753738

   7-[[1-(Cyclopropylmethyl)imidazo[4,5-c]pyridin-6-yl]amino]-2,2-difluoro-4-methyl-1,4-benzoxazin-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: 385.37

Molecular Weight (Monoisotopic): 385.1350

AlogP: 3.53

#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: 5.67

CX LogP: 2.88

CX LogD: 2.87

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.74

Np Likeness Score: -1.06

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