4-methoxy-N-(4-methyl-3-(4-(pyrazolo[1,5-a]pyrimidin-6-yl)-1H-pyrazol-1-yl)phenyl)benzamide

ID: ALA4741331

PubChem CID: 162647255

Max Phase: Preclinical

Molecular Formula: C24H20N6O2

Molecular Weight: 424.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(C(=O)Nc2ccc(C)c(-n3cc(-c4cnc5ccnn5c4)cn3)c2)cc1

Standard InChI:  InChI=1S/C24H20N6O2/c1-16-3-6-20(28-24(31)17-4-7-21(32-2)8-5-17)11-22(16)29-14-19(13-27-29)18-12-25-23-9-10-26-30(23)15-18/h3-15H,1-2H3,(H,28,31)

Standard InChI Key:  FQRASLPAVXFUEP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
    7.0190   -2.4474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0179   -3.2669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7259   -3.6759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4356   -3.2665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4327   -2.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7241   -2.0385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3112   -2.0390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1439   -3.6740    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8510   -3.2643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5593   -3.6717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8497   -2.4471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5560   -4.4874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2635   -4.8948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9715   -4.4850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.2595   -3.2599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3098   -3.6750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5681   -3.3412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0208   -3.9480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4289   -4.6561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2283   -4.4867    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2015   -3.9415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7988   -3.2269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9831   -3.2185    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7886   -4.6476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9667   -4.6374    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5644   -3.9187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7564   -4.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6594   -4.8973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4074   -5.2422    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6804   -4.8916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6828   -5.7088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  1  7  1  0
  4  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 10 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 10  1  0
  2 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 17  1  0
 19 22  1  0
 22 23  1  0
 22 25  2  0
 23 24  2  0
 24 27  1  0
 26 25  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 26  1  0
 14 31  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4741331

   ---

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: 424.46

Molecular Weight (Monoisotopic): 424.1648

AlogP: 4.15

#Rotatable Bonds: 5

Polar Surface Area: 86.34

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.60

CX LogP: 3.83

CX LogD: 3.83

Aromatic Rings: 5

Heavy Atoms: 32

QED Weighted: 0.46

Np Likeness Score: -1.89

References

1. Hu L,Cao T,Lv Y,Ding Y,Yang L,Zhang Q,Guo M.  (2016)  Design, synthesis, and biological activity of 4-(imidazo[1,2-b]pyridazin-3-yl)-1H-pyrazol-1-yl-phenylbenzamide derivatives as BCR-ABL kinase inhibitors.,  26  (23.0): [PMID:28029512] [10.1016/j.bmcl.2016.10.007]

Source

Source(1):

• Scientific Literature