N-(2-((5-chloro-2-((4-(cyclohexylamino)-2-methoxyphenyl)amino)pyrimidin-4-yl)amino)phenyl)acetamide

ID: ALA4569983

PubChem CID: 155551668

Max Phase: Preclinical

Molecular Formula: C25H29ClN6O2

Molecular Weight: 481.00

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(NC2CCCCC2)ccc1Nc1ncc(Cl)c(Nc2ccccc2NC(C)=O)n1

Standard InChI:  InChI=1S/C25H29ClN6O2/c1-16(33)28-20-10-6-7-11-21(20)30-24-19(26)15-27-25(32-24)31-22-13-12-18(14-23(22)34-2)29-17-8-4-3-5-9-17/h6-7,10-15,17,29H,3-5,8-9H2,1-2H3,(H,28,33)(H2,27,30,31,32)

Standard InChI Key:  BLPSZGDFXIVONQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 34 37  0  0  0  0  0  0  0  0999 V2000
   17.5971   -2.5836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5959   -3.4031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3040   -3.8121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0136   -3.4027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0108   -2.5800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3022   -2.1747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3038   -4.6293    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5960   -5.0377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5958   -5.8549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8884   -4.6290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7220   -3.8102    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.4291   -3.4004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1341   -3.8084    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.8407   -3.3993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8398   -2.5813    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1265   -2.1740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4228   -2.5853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7125   -2.1814    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   22.5488   -3.8072    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.2561   -3.3978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9633   -3.8073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6700   -3.3986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6696   -2.5805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9565   -2.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2526   -2.5839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9630   -4.6245    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.6706   -5.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3763   -2.1702    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.0850   -2.5771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0840   -3.3979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7886   -3.8047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4978   -3.3979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4978   -2.5797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7886   -2.1684    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
  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
 29 30  1  0
 29 34  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4569983

   ---

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: 481.00

Molecular Weight (Monoisotopic): 480.2041

AlogP: 6.33

#Rotatable Bonds: 8

Polar Surface Area: 100.20

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.36

CX Basic pKa: 5.74

CX LogP: 5.16

CX LogD: 5.15

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.30

Np Likeness Score: -1.36

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