2-Fluoro-4-(8-fluoro-3-(quinolin-6-ylmethyl)imidazo[1,2-a]pyridin-6-yl)-N-methylbenzamide

ID: ALA3582294

PubChem CID: 122179442

Max Phase: Preclinical

Molecular Formula: C25H18F2N4O

Molecular Weight: 428.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNC(=O)c1ccc(-c2cc(F)c3ncc(Cc4ccc5ncccc5c4)n3c2)cc1F

Standard InChI:  InChI=1S/C25H18F2N4O/c1-28-25(32)20-6-5-16(11-21(20)26)18-12-22(27)24-30-13-19(31(24)14-18)10-15-4-7-23-17(9-15)3-2-8-29-23/h2-9,11-14H,10H2,1H3,(H,28,32)

Standard InChI Key:  HLMASOKCFIFSOF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
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    9.9269   -7.3526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4566   -7.0558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9784   -5.6341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9706   -4.5089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4410   -4.8059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9191   -6.2276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6161   -9.6755    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8799   -9.0690    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2647  -10.2056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5323   -0.2385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0089   -0.5238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4837   -1.9674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4923   -3.0864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0019   -2.7891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5408   -1.3575    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7701    1.0457    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3292    0.7391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1929   -0.7441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8942   -1.4964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964    1.4973    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8020    0.3769    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.6628   -7.9558    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  2  7  2  0
  1  8  2  0
  1  9  1  0
  9 10  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 11 16  1  0
 17 18  1  0
 18 19  2  0
 16 19  1  0
 11 17  2  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 21 30  1  0
 25 30  1  0
 20 27  1  0
 19 20  1  0
 12 31  1  0
  5 14  1  0
  3 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3582294

   ---

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: 428.44

Molecular Weight (Monoisotopic): 428.1449

AlogP: 4.78

#Rotatable Bonds: 4

Polar Surface Area: 59.29

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.03

CX Basic pKa: 5.15

CX LogP: 3.78

CX LogD: 3.78

Aromatic Rings: 5

Heavy Atoms: 32

QED Weighted: 0.45

Np Likeness Score: -1.27

References

1. Li C, Ai J, Zhang D, Peng X, Chen X, Gao Z, Su Y, Zhu W, Ji Y, Chen X, Geng M, Liu H..  (2015)  Design, Synthesis, and Biological Evaluation of Novel Imidazo[1,2-a]pyridine Derivatives as Potent c-Met Inhibitors.,  6  (5): [PMID:26005523] [10.1021/ml5004876]

Source

Source(1):

• Scientific Literature