1-(1-Methyl-5-(pyridin-3-ylethynyl)-1H-pyrazol-3-yl)-3-(4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)phenyl)-urea

ID: ALA2324928

PubChem CID: 71605225

Max Phase: Preclinical

Molecular Formula: C25H26F3N7O

Molecular Weight: 497.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCN(Cc2ccc(NC(=O)Nc3cc(C#Cc4cccnc4)n(C)n3)cc2C(F)(F)F)CC1

Standard InChI:  InChI=1S/C25H26F3N7O/c1-33-10-12-35(13-11-33)17-19-6-7-20(14-22(19)25(26,27)28)30-24(36)31-23-15-21(34(2)32-23)8-5-18-4-3-9-29-16-18/h3-4,6-7,9,14-16H,10-13,17H2,1-2H3,(H2,30,31,32,36)

Standard InChI Key:  NWKLIKWHLFEAFY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 36 39  0  0  0  0  0  0  0  0999 V2000
    2.1860  -24.5487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1849  -25.3683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8929  -25.7772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6026  -25.3678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5997  -24.5451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8911  -24.1399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4768  -25.7763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7695  -25.3671    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.4762  -26.5935    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.7635  -26.1790    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.4782  -24.1403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4780  -23.3231    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1892  -22.9099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1910  -22.0963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4850  -21.6849    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7756  -22.0916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7721  -22.9114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4879  -20.8677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3109  -25.7753    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0180  -25.3656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7266  -25.7729    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0167  -24.5484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3932  -25.3002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1631  -25.5633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6511  -24.9077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1784  -24.2411    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3984  -24.4847    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4398  -23.4668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4682  -24.9172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2818  -24.9254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0989  -24.9336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4984  -25.6466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3147  -25.6552    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7313  -24.9511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3255  -24.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5104  -24.2318    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
  2  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
  1 11  1  0
 11 12  1  0
 12 13  1  0
 12 17  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
  4 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 27 23  2  0
 26 28  1  0
 25 29  1  0
 29 30  3  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 36 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2324928

   1-[4-[(4-Methylpiperazin-1-yl)methyl]-3-(trifluoromethyl)phenyl]-3-[1-methyl-5-(2-pyridin-3-ylethynyl)pyrazol-3-yl]urea

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: 497.53

Molecular Weight (Monoisotopic): 497.2151

AlogP: 3.63

#Rotatable Bonds: 4

Polar Surface Area: 78.32

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.42

CX Basic pKa: 7.62

CX LogP: 3.63

CX LogD: 3.21

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.54

Np Likeness Score: -1.75

References

1. Desai B, Dixon K, Farrant E, Feng Q, Gibson KR, van Hoorn WP, Mills J, Morgan T, Parry DM, Ramjee MK, Selway CN, Tarver GJ, Whitlock G, Wright AG..  (2013)  Rapid discovery of a novel series of Abl kinase inhibitors by application of an integrated microfluidic synthesis and screening platform.,  56  (7): [PMID:23441572] [10.1021/jm400099d]

Source

Source(1):

• Scientific Literature