N-(2-((5-chloro-2-((2-methoxy-4-(2-oxopiperidin-1-yl)phenyl)amino)pyrimidin-4-yl)amino)phenyl)acetamide

ID: ALA4572661

PubChem CID: 155564024

Max Phase: Preclinical

Molecular Formula: C24H25ClN6O3

Molecular Weight: 480.96

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(N2CCCCC2=O)ccc1Nc1ncc(Cl)c(Nc2ccccc2NC(C)=O)n1

Standard InChI:  InChI=1S/C24H25ClN6O3/c1-15(32)27-18-7-3-4-8-19(18)28-23-17(25)14-26-24(30-23)29-20-11-10-16(13-21(20)34-2)31-12-6-5-9-22(31)33/h3-4,7-8,10-11,13-14H,5-6,9,12H2,1-2H3,(H,27,32)(H2,26,28,29,30)

Standard InChI Key:  POTGZPRTWMEZJA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 34 37  0  0  0  0  0  0  0  0999 V2000
   16.7469   -9.5628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7457  -10.3823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4538  -10.7913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1634  -10.3818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1606   -9.5592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4520   -9.1539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4536  -11.6084    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7458  -12.0169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7456  -12.8341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0382  -11.6081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8718  -10.7893    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.5789  -10.3796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2839  -10.7875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.9905  -10.3785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9896   -9.5604    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.2763   -9.1531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5726   -9.5645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8623   -9.1605    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   21.6986  -10.7863    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.4059  -10.3770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1130  -10.7864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8198  -10.3777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8194   -9.5597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1063   -9.1520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4024   -9.5630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1128  -11.6036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8204  -12.0124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5261   -9.1494    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.2302   -9.5585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9348   -9.1517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9371   -8.3342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2286   -7.9251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5178   -8.3336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2291  -10.3757    0.0000 O   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
  3  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  4 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 17 18  1  0
 14 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 21 26  1  0
 26 27  1  0
 23 28  1  0
 28 29  1  0
 28 33  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 29 34  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4572661

   ---

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: 480.96

Molecular Weight (Monoisotopic): 480.1677

AlogP: 5.10

#Rotatable Bonds: 7

Polar Surface Area: 108.48

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.70

CX Basic pKa: 3.19

CX LogP: 3.66

CX LogD: 3.66

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.43

Np Likeness Score: -1.56

References

1. Lei H, Jia F, Cao M, Wang J, Guo M, Zhu M, Zuo D, Zhai X..  (2019)  An exploration of solvent-front region high affinity moiety leading to novel potent ALK & ROS1 dual inhibitors with mutant-combating effects.,  27  (20): [PMID:31492532] [10.1016/j.bmc.2019.115051]

Source

Source(1):

• Scientific Literature