2-((4-((5-chloro-4-((2-(isopropylsulfonyl)phenyl)amino)pyrimidin-2-yl)amino)-3-methoxyphenyl)sulfonyl)-1-(4-ethylpiperazin-1-yl)ethan-1-one

ID: ALA4749215

PubChem CID: 162651957

Max Phase: Preclinical

Molecular Formula: C28H35ClN6O6S2

Molecular Weight: 651.21

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN1CCN(C(=O)CS(=O)(=O)c2ccc(Nc3ncc(Cl)c(Nc4ccccc4S(=O)(=O)C(C)C)n3)c(OC)c2)CC1

Standard InChI:  InChI=1S/C28H35ClN6O6S2/c1-5-34-12-14-35(15-13-34)26(36)18-42(37,38)20-10-11-22(24(16-20)41-4)32-28-30-17-21(29)27(33-28)31-23-8-6-7-9-25(23)43(39,40)19(2)3/h6-11,16-17,19H,5,12-15,18H2,1-4H3,(H2,30,31,32,33)

Standard InChI Key:  MAKLQLGGXQPLRV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 43 46  0  0  0  0  0  0  0  0999 V2000
   24.7634   -9.0964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.1761   -9.8063    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   25.5845   -9.0939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9316  -12.2661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1144  -12.2661    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.5230  -12.9738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2303  -10.2231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2291  -11.0426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9372  -11.4516    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.6468  -11.0422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6440  -10.2195    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.9354   -9.8142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3552  -11.4497    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.0622  -11.0399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5211  -11.4507    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.8137  -11.0415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8189  -10.2245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1123   -9.8154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4033  -10.2235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4053  -11.0449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1124  -11.4503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7673  -11.4479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4738  -11.0388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4730  -10.2208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7597   -9.8135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0560  -10.2248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4091  -12.6786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8884  -10.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5949   -9.8060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3038  -10.2126    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.7673  -12.2651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.4751  -12.6736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6991  -12.2740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4137  -13.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5224   -9.8147    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   26.5926   -8.9888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.3062  -11.0298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0103   -9.8019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7192  -10.2085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7216  -11.0257    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.4305  -11.4322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0151  -11.4363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1370  -11.0216    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
 30 38  1  0
 38 39  1  0
 37 42  1  0
 39 40  1  0
 40 41  1  0
 40 42  1  0
 41 43  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4749215

   ---

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: 651.21

Molecular Weight (Monoisotopic): 650.1748

AlogP: 3.75

#Rotatable Bonds: 11

Polar Surface Area: 150.90

Molecular Species: NEUTRAL

HBA: 11

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.20

CX Basic pKa: 5.28

CX LogP: 3.19

CX LogD: 3.18

Aromatic Rings: 3

Heavy Atoms: 43

QED Weighted: 0.31

Np Likeness Score: -1.83

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