3-[3-(Pyridin-4-yl)phenyl]-2-(4-fluorophenyl)imidazo[1,2-a]pyridine

ID: ALA2393036

PubChem CID: 71699552

Max Phase: Preclinical

Molecular Formula: C24H16FN3

Molecular Weight: 365.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Fc1ccc(-c2nc3ccccn3c2-c2cccc(-c3ccncc3)c2)cc1

Standard InChI:  InChI=1S/C24H16FN3/c25-21-9-7-18(8-10-21)23-24(28-15-2-1-6-22(28)27-23)20-5-3-4-19(16-20)17-11-13-26-14-12-17/h1-16H

Standard InChI Key:  OWJDWWHEFMILGM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 32  0  0  0  0  0  0  0  0999 V2000
   16.3672  -14.4164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3660  -15.2359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0741  -15.6449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0723  -14.0075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7809  -14.4128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7812  -15.2359    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5641  -15.4901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0478  -14.8240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5637  -14.1582    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.8165  -16.2644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2681  -16.8717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5202  -17.6482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3204  -17.8185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8679  -17.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6128  -16.4320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6673  -17.3716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9218  -18.1493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7210  -18.3163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2664  -17.7066    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.0071  -16.9272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2085  -16.7638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8618  -14.8223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2700  -15.5315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0865  -15.5315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4956  -14.8231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0824  -14.1132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2673  -14.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3128  -14.8218    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  6  1  0
  5  4  1  0
  4  1  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9  5  2  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  7 10  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
 14 16  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
  8 22  1  0
 25 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2393036

   2-(4-Fluorophenyl)-3-[3-(4-pyridyl)phenyl]imidazo[1,2-a]pyridine

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 365.41

Molecular Weight (Monoisotopic): 365.1328

AlogP: 5.87

#Rotatable Bonds: 3

Polar Surface Area: 30.19

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 5.34

CX LogP: 4.93

CX LogD: 4.93

Aromatic Rings: 5

Heavy Atoms: 28

QED Weighted: 0.40

Np Likeness Score: -1.57

References

1. Enguehard-Gueiffier C, Musiu S, Henry N, Véron JB, Mavel S, Neyts J, Leyssen P, Paeshuyse J, Gueiffier A..  (2013)  3-Biphenylimidazo[1,2-a]pyridines or [1,2-b]pyridazines and analogues, novel Flaviviridae inhibitors.,  64  [PMID:23665801] [10.1016/j.ejmech.2013.03.054]

Source

Source(1):

• Scientific Literature