3-(4'-Fluorobiphenyl-3-yl)-2-(4-fluorophenyl)imidazo[1,2-a]pyridine

ID: ALA2393035

PubChem CID: 71699551

Max Phase: Preclinical

Molecular Formula: C25H16F2N2

Molecular Weight: 382.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Fc1ccc(-c2cccc(-c3c(-c4ccc(F)cc4)nc4ccccn34)c2)cc1

Standard InChI:  InChI=1S/C25H16F2N2/c26-21-11-7-17(8-12-21)19-4-3-5-20(16-19)25-24(18-9-13-22(27)14-10-18)28-23-6-1-2-15-29(23)25/h1-16H

Standard InChI Key:  VQOKZDJSQPVWSM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    8.7235  -14.6310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7224  -15.4505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4304  -15.8595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4287  -14.2221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1373  -14.6274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1375  -15.4506    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9205  -15.7047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4042  -15.0386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9201  -14.3728    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1728  -16.4790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6244  -17.0863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8766  -17.8628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6768  -18.0332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2243  -17.4208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9692  -16.6467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0236  -17.5862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2782  -18.3639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0773  -18.5310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6227  -17.9212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3634  -17.1418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5649  -16.9785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2182  -15.0369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6264  -15.7461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4428  -15.7461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8520  -15.0378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4388  -14.3278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6237  -14.3313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6692  -15.0364    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.4229  -18.0870    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
 19 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2393035

   2-(4-Fluorophenyl)-3-[3-(4-fluorophenyl)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: 382.41

Molecular Weight (Monoisotopic): 382.1282

AlogP: 6.61

#Rotatable Bonds: 3

Polar Surface Area: 17.30

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 5.04

CX LogP: 6.29

CX LogD: 6.29

Aromatic Rings: 5

Heavy Atoms: 29

QED Weighted: 0.34

Np Likeness Score: -1.39

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