N-(2-(2-(3,4-dimethylphenylamino)-5-(trifluoromethyl)pyrimidin-4-yl)isoindolin-4-yl)-N-methylmethanesulfonamide

ID: ALA4520283

PubChem CID: 155542059

Max Phase: Preclinical

Molecular Formula: C23H24F3N5O2S

Molecular Weight: 491.54

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(Nc2ncc(C(F)(F)F)c(N3Cc4cccc(N(C)S(C)(=O)=O)c4C3)n2)cc1C

Standard InChI:  InChI=1S/C23H24F3N5O2S/c1-14-8-9-17(10-15(14)2)28-22-27-11-19(23(24,25)26)21(29-22)31-12-16-6-5-7-20(18(16)13-31)30(3)34(4,32)33/h5-11H,12-13H2,1-4H3,(H,27,28,29)

Standard InChI Key:  QTUXQOKLHFWMFF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   35.7459  -10.7308    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.5354  -11.5232    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   36.3269  -11.3093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.0861  -10.7473    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.0849  -11.5668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7930  -11.9758    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.5026  -11.5663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4998  -10.7437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7912  -10.3384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2115  -11.9714    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.2982  -12.7840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9575  -11.6379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5053  -12.2442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0994  -12.9499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5074  -13.6521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3213  -13.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   34.3150  -12.2403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2072  -10.3302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8497   -9.9560    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   33.0065  -10.6307    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   32.3403   -9.4866    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   29.3769  -11.9748    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.7194  -11.5302    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.9493  -12.2306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3066  -10.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3763  -12.7920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6681  -13.1985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6671  -14.0149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3750  -14.4249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0854  -14.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0829  -13.1974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9589  -14.4226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3755  -15.2421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
 10 11  1  0
 11 14  1  0
 13 12  1  0
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  7 10  1  0
 13 14  2  0
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 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
  8 19  1  0
  5 23  1  0
 18 24  1  0
 24  2  1  0
  2 25  1  0
 24 26  1  0
 23 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 27  1  0
 29 33  1  0
 30 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4520283

   ---

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: 491.54

Molecular Weight (Monoisotopic): 491.1603

AlogP: 4.77

#Rotatable Bonds: 5

Polar Surface Area: 78.43

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.84

CX Basic pKa: 4.25

CX LogP: 4.85

CX LogD: 4.85

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.55

Np Likeness Score: -1.55

References

1. Choi MJ, Roh EJ, Hur W, Lee SH, Sim T, Oh CH, Lee SH, Kim JS, Yoo KH..  (2018)  Design, synthesis, and biological evaluation of novel aminopyrimidinylisoindolines as AXL kinase inhibitors.,  28  (23-24): [PMID:30340900] [10.1016/j.bmcl.2018.10.013]

Source

Source(1):

• Scientific Literature