3-((2-(imidazo[1,2-a]pyridin-3-yl)-5-(trifluoromethyl)phenyl)amino)benzonitrile

ID: ALA5270430

Max Phase: Preclinical

Molecular Formula: C21H13F3N4

Molecular Weight: 378.36

Names and Identifiers

Canonical SMILES:  N#Cc1cccc(Nc2cc(C(F)(F)F)ccc2-c2cnc3ccccn23)c1

Standard InChI:  InChI=1S/C21H13F3N4/c22-21(23,24)15-7-8-17(19-13-26-20-6-1-2-9-28(19)20)18(11-15)27-16-5-3-4-14(10-16)12-25/h1-11,13,27H

Standard InChI Key:  BERDVOXKNIMPOM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -0.3221    1.9114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5335    2.7089    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5323   -1.4770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5323   -2.2983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8230   -2.7089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8230   -1.0664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1097   -1.4729    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1097   -2.2983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3258   -2.5554    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8364   -1.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3258   -1.2157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0758   -0.4353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2715   -0.2640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0193    0.5166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5702    1.1267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3768    0.9509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6253    0.1704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2785   -0.8738    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0816   -0.7022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6283   -1.3153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4308   -1.1443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6845   -0.3623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1296    0.2487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3292    0.0745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9825   -1.7506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5323   -2.3606    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4835    2.0820    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  1  0
  5  6  2  0
  7  4  2  0
  8  7  1  0
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  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  8  1  0
 12 13  1  0
 13 14  2  0
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 16  2  1  0
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 18 13  1  0
 14 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 22 26  1  0
 26 27  3  0
  2 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5270430

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 378.36

Molecular Weight (Monoisotopic): 378.1092

AlogP: 5.64

#Rotatable Bonds: 3

Polar Surface Area: 53.12

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 5.88

CX LogP: 4.50

CX LogD: 4.49

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.50

Np Likeness Score: -2.08

References

1. Samanta S, Kumar S, Aratikatla EK, Ghorpade SR, Singh V..  (2023)  Recent developments of imidazo[1,2-a]pyridine analogues as antituberculosis agents.,  14  (4): [PMID:37122538] [10.1039/d3md00019b]

Source

Source(1):

• Scientific Literature