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

ID: ALA4785208

PubChem CID: 118278501

Max Phase: Preclinical

Molecular Formula: C19H19N7

Molecular Weight: 345.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(Nc2ccc(-n3ccnc3)cn2)nc2c1ncn2CC1CC1

Standard InChI:  InChI=1S/C19H19N7/c1-13-8-17(24-19-18(13)22-12-26(19)10-14-2-3-14)23-16-5-4-15(9-21-16)25-7-6-20-11-25/h4-9,11-12,14H,2-3,10H2,1H3,(H,21,23,24)

Standard InChI Key:  AIPTUGAJMJPLFY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   42.0550  -26.6123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0539  -27.4319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.7619  -27.8408    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.7602  -26.2035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.4688  -26.6087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.4690  -27.4274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2477  -27.6801    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.7287  -27.0176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2473  -26.3556    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.5004  -28.4572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.2998  -28.6269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3459  -27.8399    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.6385  -27.4307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6437  -26.6137    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.9371  -26.2046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2281  -26.6127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2301  -27.4341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9372  -27.8395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.9048  -29.1706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.0744  -28.3712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.7540  -25.3825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5195  -26.2054    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.4336  -25.3928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6342  -25.2233    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.2260  -25.9313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7732  -26.5382    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  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 22  1  0
 16 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4785208

   3-(cyclopropylmethyl)-N-(5-imidazol-1-ylpyridin-2-yl)-7-methylimidazo[4,5-b]pyridin-5-amine

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: 345.41

Molecular Weight (Monoisotopic): 345.1702

AlogP: 3.47

#Rotatable Bonds: 5

Polar Surface Area: 73.45

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.04

CX LogP: 3.10

CX LogD: 3.09

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.60

Np Likeness Score: -1.73

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