ethyl 2-((4-((5-chloro-4-((2-(isopropylsulfonyl)phenyl)amino)pyrimidin-2-yl)amino)-3-methoxyphenyl)sulfonyl)acetate

ID: ALA4743757

PubChem CID: 162646960

Max Phase: Preclinical

Molecular Formula: C24H27ClN4O7S2

Molecular Weight: 583.09

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)CS(=O)(=O)c1ccc(Nc2ncc(Cl)c(Nc3ccccc3S(=O)(=O)C(C)C)n2)c(OC)c1

Standard InChI:  InChI=1S/C24H27ClN4O7S2/c1-5-36-22(30)14-37(31,32)16-10-11-18(20(12-16)35-4)28-24-26-13-17(25)23(29-24)27-19-8-6-7-9-21(19)38(33,34)15(2)3/h6-13,15H,5,14H2,1-4H3,(H2,26,27,28,29)

Standard InChI Key:  MUTFIMYCMYDHBB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   41.6891  -25.3494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.1019  -26.0593    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   42.5103  -25.3470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.8574  -28.5191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.0402  -28.5191    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   35.4488  -29.2269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.1560  -26.4761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1549  -27.2957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8629  -27.7046    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.5726  -27.2952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5698  -26.4725    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.8611  -26.0673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2809  -27.7027    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.9880  -27.2930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4468  -27.7037    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.7395  -27.2945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7446  -26.4775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0381  -26.0684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3291  -26.4765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3311  -27.2979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0382  -27.7033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6930  -27.7009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3996  -27.2919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3988  -26.4738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6854  -26.0665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9818  -26.4779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3349  -28.9316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8142  -26.4697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5207  -26.0591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2296  -26.4656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.6931  -28.5181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.4009  -28.9266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6249  -28.5270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3395  -29.7488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4482  -26.0677    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   43.5183  -25.2419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.9361  -26.0550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.6450  -26.4615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  5  4  2  0
  6  5  2  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
 10 13  1  0
 13 14  1  0
  8 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 14 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 14  1  0
 24  2  1  0
 21  5  1  0
  5 27  1  0
  2 28  1  0
 28 29  1  0
 29 30  1  0
 22 31  1  0
 31 32  1  0
 27 33  1  0
 27 34  1  0
  7 35  1  0
 29 36  2  0
 30 37  1  0
 37 38  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4743757

   ---

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: 583.09

Molecular Weight (Monoisotopic): 582.1010

AlogP: 4.14

#Rotatable Bonds: 11

Polar Surface Area: 153.65

Molecular Species: NEUTRAL

HBA: 11

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.10

CX Basic pKa: 1.75

CX LogP: 3.84

CX LogD: 3.84

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.31

Np Likeness Score: -1.60

References

1. Zhu M,Li W,Zhao T,Chen Y,Li T,Wei S,Guo M,Zhai X.  (2020)  Fragment-based modification of 2,4-diarylaminopyrimidine derivatives as ALK and ROS1 dual inhibitors to overcome secondary mutants.,  28  (20.0): [PMID:33069075] [10.1016/j.bmc.2020.115719]

Source

Source(1):

• Scientific Literature