6,8-difluoro-2-methyl-4-[7-(4-piperazin-2-ylphenyl)imidazo[1,2-a]pyridin-3-yl]quinoline

ID: ALA4778971

PubChem CID: 139495368

Max Phase: Preclinical

Molecular Formula: C27H23F2N5

Molecular Weight: 455.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(-c2cnc3cc(-c4ccc(C5CNCCN5)cc4)ccn23)c2cc(F)cc(F)c2n1

Standard InChI:  InChI=1S/C27H23F2N5/c1-16-10-21(22-12-20(28)13-23(29)27(22)33-16)25-15-32-26-11-19(6-9-34(25)26)17-2-4-18(5-3-17)24-14-30-7-8-31-24/h2-6,9-13,15,24,30-31H,7-8,14H2,1H3

Standard InChI Key:  UBTPOMHEYRBEHT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 34 39  0  0  0  0  0  0  0  0999 V2000
   29.9596  -26.3812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9596  -27.2067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6731  -27.6153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6731  -25.9644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3825  -26.3812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3825  -27.2032    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.1646  -27.4547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6471  -26.7923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1646  -26.1258    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.2448  -25.9727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2437  -25.1461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5274  -24.7356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8158  -25.1504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8208  -25.9801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5336  -26.3870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1594  -28.2756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4430  -28.6818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4374  -29.5020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1469  -29.9157    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.8654  -28.6886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8626  -29.5038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5666  -29.9100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2697  -29.5062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2686  -28.6880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5682  -28.2813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7228  -29.9057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9766  -28.2797    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   27.1060  -24.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1065  -23.9303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4008  -23.5254    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.6927  -23.9342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6950  -24.7523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4052  -25.1617    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.5657  -30.7272    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  2  0
  2  3  2  0
  3  6  1  0
  5  4  1  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
  1 10  1  0
  7 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 21  1  0
 20 16  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 20  2  0
 18 26  1  0
 24 27  1  0
 13 28  1  0
 28 29  1  0
 28 33  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 22 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4778971

   ---

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: 455.51

Molecular Weight (Monoisotopic): 455.1922

AlogP: 5.04

#Rotatable Bonds: 3

Polar Surface Area: 54.25

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.95

CX LogP: 3.63

CX LogD: 2.07

Aromatic Rings: 5

Heavy Atoms: 34

QED Weighted: 0.40

Np Likeness Score: -0.90

References

1. Engers DW,Bollinger SR,Felts AS,Vadukoot AK,Williams CH,Blobaum AL,Lindsley CW,Hong CC,Hopkins CR.  (2020)  Discovery, synthesis and characterization of a series of 7-aryl-imidazo[1,2-a]pyridine-3-ylquinolines as activin-like kinase (ALK) inhibitors.,  30  (18): [PMID:32750526] [10.1016/j.bmcl.2020.127418]

Source

Source(1):

• Scientific Literature