N-(6-(4-chloro-1H-imidazol-1-yl)pyridin-3-yl)-3-cyclopropyl-7-(trifluoromethyl)-3H-imidazo[4,5-b]pyridin-5-amine

ID: ALA4757188

PubChem CID: 118288358

Max Phase: Preclinical

Molecular Formula: C18H13ClF3N7

Molecular Weight: 419.80

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  FC(F)(F)c1cc(Nc2ccc(-n3cnc(Cl)c3)nc2)nc2c1ncn2C1CC1

Standard InChI:  InChI=1S/C18H13ClF3N7/c19-13-7-28(8-24-13)15-4-1-10(6-23-15)26-14-5-12(18(20,21)22)16-17(27-14)29(9-25-16)11-2-3-11/h1,4-9,11H,2-3H2,(H,26,27)

Standard InChI Key:  DYUFJVHWJYWILF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   42.6606  -19.6974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.3686  -20.1064    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.3669  -18.4690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.0755  -18.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.0757  -19.6929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.8544  -19.9457    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   45.3354  -19.2832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.8540  -18.6212    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   45.1071  -20.7228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9526  -20.1055    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.2452  -19.6963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2504  -18.8793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5438  -18.4702    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.8348  -18.8783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8368  -19.6997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5439  -20.1051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1262  -18.4710    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.0403  -17.6583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2409  -17.4889    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.8327  -18.1968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3799  -18.8037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0200  -18.2828    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   43.3607  -17.6480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.0653  -17.2341    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   42.6499  -17.2448    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   43.3565  -16.8308    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   44.9420  -21.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.7192  -21.2697    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
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  5  6  1  0
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  7 10  1  0
  2 11  1  0
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 15 16  1  0
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 17 12  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 18  1  0
 15 18  1  0
 21 23  1  0
  4 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
 28 10  1  0
 29 28  1  0
 10 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4757188

   N-[6-(4-chloroimidazol-1-yl)pyridin-3-yl]-3-cyclopropyl-7-(trifluoromethyl)imidazo[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: 419.80

Molecular Weight (Monoisotopic): 419.0873

AlogP: 4.76

#Rotatable Bonds: 4

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: 3.74

CX LogP: 3.97

CX LogD: 3.97

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.52

Np Likeness Score: -1.50

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