3-(cyclopropylmethyl)-N-(5-(imidazo[1,2-a]pyrimidin-3-yl)pyridin-2-yl)-7-methyl-3H-imidazo[4,5-b]pyridin-5-amine

ID: ALA4758608

PubChem CID: 122688198

Max Phase: Preclinical

Molecular Formula: C22H20N8

Molecular Weight: 396.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(Nc2ccc(-c3cnc4ncccn34)cn2)nc2c1ncn2CC1CC1

Standard InChI:  InChI=1S/C22H20N8/c1-14-9-19(28-21-20(14)26-13-29(21)12-15-3-4-15)27-18-6-5-16(10-24-18)17-11-25-22-23-7-2-8-30(17)22/h2,5-11,13,15H,3-4,12H2,1H3,(H,24,27,28)

Standard InChI Key:  VQQCPWHLJXFLOG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 35  0  0  0  0  0  0  0  0999 V2000
   19.1654  -26.6165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1643  -27.4360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8723  -27.8450    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.8705  -26.2076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5792  -26.6129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5794  -27.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3581  -27.6842    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.8391  -27.0218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3577  -26.3597    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.6108  -28.4614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4102  -28.6310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4563  -27.8440    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.7489  -27.4349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7541  -26.6178    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0475  -26.2087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3385  -26.6168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3405  -27.4382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0476  -27.8436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0151  -29.1747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1848  -28.3754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8644  -25.3866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6299  -26.2095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5440  -25.3969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7446  -25.2274    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8836  -26.5423    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3382  -25.9360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5425  -26.1058    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2911  -26.8813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8415  -27.4872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6351  -27.3143    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
  4 21  1  0
 22 23  2  0
 23 24  1  0
 24 26  2  0
 25 22  1  0
 16 22  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4758608

   ---

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: 396.46

Molecular Weight (Monoisotopic): 396.1811

AlogP: 4.00

#Rotatable Bonds: 5

Polar Surface Area: 85.82

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.57

CX Basic pKa: 3.99

CX LogP: 2.74

CX LogD: 2.74

Aromatic Rings: 5

Heavy Atoms: 30

QED Weighted: 0.48

Np Likeness Score: -1.48

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