3-(4-((5-chloro-4-((3-methoxy-4-morpholinophenyl)amino)pyrimidin-2-yl)amino)-3-methoxyphenyl)-1-methyl-1-(pyridin-3-ylmethyl)urea

ID: ALA4569257

PubChem CID: 155560392

Max Phase: Preclinical

Molecular Formula: C30H33ClN8O4

Molecular Weight: 605.10

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(NC(=O)N(C)Cc2cccnc2)ccc1Nc1ncc(Cl)c(Nc2ccc(N3CCOCC3)c(OC)c2)n1

Standard InChI:  InChI=1S/C30H33ClN8O4/c1-38(19-20-5-4-10-32-17-20)30(40)35-22-6-8-24(26(15-22)41-2)36-29-33-18-23(31)28(37-29)34-21-7-9-25(27(16-21)42-3)39-11-13-43-14-12-39/h4-10,15-18H,11-14,19H2,1-3H3,(H,35,40)(H2,33,34,36,37)

Standard InChI Key:  OMPWEEDIMNWBIN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 43 47  0  0  0  0  0  0  0  0999 V2000
   19.5682   -2.7701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2774   -3.1760    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.9836   -2.7648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6888   -3.1725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3945   -2.7619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3919   -1.9438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6777   -1.5381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9749   -1.9510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5651   -1.9529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.1036   -3.1681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.1062   -3.9853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0975   -1.5316    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.8073   -1.9366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8073   -2.7539    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.5162   -3.1588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2228   -2.7466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2160   -1.9252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5065   -1.5240    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.9331   -3.1506    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   25.9202   -1.5105    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.6314   -1.9130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6332   -2.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3435   -3.1316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3280   -1.4968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0390   -1.8955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0499   -2.7168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7582   -3.1159    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.7647   -3.9340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4726   -4.3352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1784   -3.9228    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.1719   -3.1046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4595   -2.6990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7413   -1.4778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.7308   -0.6607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8620   -3.1814    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1528   -2.7755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8651   -3.9986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1589   -4.4098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4514   -4.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7457   -4.4133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7483   -5.2313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4625   -5.6371    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1653   -5.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  3  1  0
  1  9  2  0
  5 10  1  0
 10 11  1  0
  6 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 16 19  1  0
 17 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 26  2  0
 25 24  2  0
 24 21  1  0
 25 26  1  0
 27 28  1  0
 27 32  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 26 27  1  0
 25 33  1  0
 33 34  1  0
  1 35  1  0
 35 36  1  0
 35 37  1  0
 37 38  1  0
 38 39  2  0
 39 40  1  0
 40 41  2  0
 41 42  1  0
 42 43  2  0
 43 38  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4569257

   ---

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: 605.10

Molecular Weight (Monoisotopic): 604.2313

AlogP: 5.53

#Rotatable Bonds: 10

Polar Surface Area: 126.00

Molecular Species: NEUTRAL

HBA: 10

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.75

CX Basic pKa: 4.81

CX LogP: 4.24

CX LogD: 4.24

Aromatic Rings: 4

Heavy Atoms: 43

QED Weighted: 0.21

Np Likeness Score: -1.91

References

1. Chen H, Li R, Ning X, Zhao X, Jin Y, Yin Y..  (2019)  Synthesis and anti-tumor efficacy of novel 2, 4-diarylaminopyrimidine derivatives bearing N-(3-pyridinylmethyl) urea moiety as anaplastic lymphoma kinase inhibitors.,  178  [PMID:31177074] [10.1016/j.ejmech.2019.05.060]

Source

Source(1):

• Scientific Literature