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

ID: ALA4742906

PubChem CID: 139495458

Max Phase: Preclinical

Molecular Formula: C27H25N5

Molecular Weight: 419.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(-c2cnc3cc(-c4ccc(C5CNCCN5)cc4)ccn23)c2ccccc2n1

Standard InChI:  InChI=1S/C27H25N5/c1-18-14-23(22-4-2-3-5-24(22)31-18)26-17-30-27-15-21(10-13-32(26)27)19-6-8-20(9-7-19)25-16-28-11-12-29-25/h2-10,13-15,17,25,28-29H,11-12,16H2,1H3

Standard InChI Key:  UQEFQNWFVJXGDE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    6.8966  -25.6796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8966  -26.5051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6101  -26.9137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6101  -25.2628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3195  -25.6796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3195  -26.5015    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1016  -26.7531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5841  -26.0906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1017  -25.4242    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1818  -25.2711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1808  -24.4445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4645  -24.0340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7528  -24.4488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7579  -25.2785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4706  -25.6853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0964  -27.5740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3800  -27.9802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3745  -28.8004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0839  -29.2141    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8024  -27.9870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7996  -28.8021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5036  -29.2083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2068  -28.8046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2057  -27.9863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5052  -27.5797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6599  -29.2041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0430  -24.0438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0435  -23.2287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3378  -22.8238    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6298  -23.2326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6320  -24.0507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3423  -24.4601    0.0000 N   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
 13 27  1  0
 27 28  1  0
 27 32  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4742906

   ---

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: 419.53

Molecular Weight (Monoisotopic): 419.2110

AlogP: 4.76

#Rotatable Bonds: 3

Polar Surface Area: 54.25

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.95

CX LogP: 3.35

CX LogD: 1.79

Aromatic Rings: 5

Heavy Atoms: 32

QED Weighted: 0.44

Np Likeness Score: -0.59

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