1-(2,6-dichlorophenyl)-3-(4-(2-methoxy-4-methylphenoxy)-2-(4-morpholinophenylamino)pyrimidin-5-yl)urea

ID: ALA4174850

PubChem CID: 142749662

Max Phase: Preclinical

Molecular Formula: C29H28Cl2N6O4

Molecular Weight: 595.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(C)ccc1Oc1nc(Nc2ccc(N3CCOCC3)cc2)ncc1NC(=O)Nc1c(Cl)cccc1Cl

Standard InChI:  InChI=1S/C29H28Cl2N6O4/c1-18-6-11-24(25(16-18)39-2)41-27-23(34-29(38)35-26-21(30)4-3-5-22(26)31)17-32-28(36-27)33-19-7-9-20(10-8-19)37-12-14-40-15-13-37/h3-11,16-17H,12-15H2,1-2H3,(H,32,33,36)(H2,34,35,38)

Standard InChI Key:  TVAGQTILTIWFOZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   36.3398  -12.4413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   35.6283  -11.2134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6259  -10.3962    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.3323   -9.9855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0392  -10.3943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7452   -9.9843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   39.8669  -11.2104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.5757  -11.6191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2801  -11.2120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2819  -10.3944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.5732   -9.9857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8626  -10.3945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2154  -11.2138    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.5078  -11.6226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8000  -11.2141    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.5080  -12.4398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.0924  -11.6229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3851  -11.2127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6779  -11.6208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6777  -12.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3905  -12.8471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0947  -12.4367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3859  -10.3955    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   32.8038  -12.8428    0.0000 Cl  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
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  4 14  1  0
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 11 23  1  0
 24 25  1  0
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 18 24  1  0
  1 30  1  0
 30 31  1  0
 31 32  1  0
 31 33  2  0
 32 34  1  0
 34 35  2  0
 35 36  1  0
 36 37  2  0
 37 38  1  0
 38 39  2  0
 39 34  1  0
 35 40  1  0
 39 41  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4174850

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 595.49

Molecular Weight (Monoisotopic): 594.1549

AlogP: 7.12

#Rotatable Bonds: 8

Polar Surface Area: 109.87

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.04

CX Basic pKa: 2.97

CX LogP: 6.86

CX LogD: 6.86

Aromatic Rings: 4

Heavy Atoms: 41

QED Weighted: 0.20

Np Likeness Score: -1.60

References

1. Farag AK, Elkamhawy A, Londhe AM, Lee KT, Pae AN, Roh EJ..  (2017)  Novel LCK/FMS inhibitors based on phenoxypyrimidine scaffold as potential treatment for inflammatory disorders.,  141  [PMID:29107425] [10.1016/j.ejmech.2017.10.003]

Source

Source(1):

• Scientific Literature