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

ID: ALA4514156

PubChem CID: 155539390

Max Phase: Preclinical

Molecular Formula: C29H31ClN8O4

Molecular Weight: 591.07

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(NC(=O)NCc2cccnc2)ccc1Nc1ncc(Cl)c(Nc2ccc(N3CCOCC3)c(OC)c2)n1

Standard InChI:  InChI=1S/C29H31ClN8O4/c1-40-25-14-21(35-29(39)33-17-19-4-3-9-31-16-19)5-7-23(25)36-28-32-18-22(30)27(37-28)34-20-6-8-24(26(15-20)41-2)38-10-12-42-13-11-38/h3-9,14-16,18H,10-13,17H2,1-2H3,(H2,33,35,39)(H2,32,34,36,37)

Standard InChI Key:  NCHSGENTRQHGTO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 42 46  0  0  0  0  0  0  0  0999 V2000
    0.5599   -3.1821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5587   -4.0016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2668   -4.4106    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9764   -4.0011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9736   -3.1785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2650   -2.7732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6798   -2.7672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3890   -3.1731    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0952   -2.7619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8044   -3.1678    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5106   -2.7565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2158   -3.1642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9215   -2.7536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9189   -1.9356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2047   -1.5298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5019   -1.9427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0921   -1.9447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6306   -3.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6333   -3.9771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6245   -1.5234    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3343   -1.9283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3343   -2.7457    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0432   -3.1506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7498   -2.7383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7430   -1.9169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0335   -1.5157    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4602   -3.1424    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.4472   -1.5023    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1584   -1.9047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1602   -2.7209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8706   -3.1233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5757   -2.7086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5660   -1.8872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8551   -1.4885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2687   -1.4701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9813   -1.8700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2874   -3.1101    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9910   -2.6945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7028   -3.0960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7109   -3.9132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0073   -4.3288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2956   -3.9273    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
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  9 17  2  0
 13 18  1  0
 18 19  1  0
 14 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 24 27  1  0
 25 28  1  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 29  1  0
 33 35  1  0
 35 36  1  0
 32 37  1  0
 37 42  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4514156

   ---

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: 591.07

Molecular Weight (Monoisotopic): 590.2157

AlogP: 5.19

#Rotatable Bonds: 10

Polar Surface Area: 134.79

Molecular Species: NEUTRAL

HBA: 10

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.75

CX Basic pKa: 4.82

CX LogP: 4.02

CX LogD: 4.01

Aromatic Rings: 4

Heavy Atoms: 42

QED Weighted: 0.20

Np Likeness Score: -1.87

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