1-(4-chlorophenyl)-3-(2-methyl-4-((6-(methylamino)pyrimidin-4-yl)oxy)phenyl)urea

ID: ALA4096368

PubChem CID: 137655533

Max Phase: Preclinical

Molecular Formula: C19H18ClN5O2

Molecular Weight: 383.84

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNc1cc(Oc2ccc(NC(=O)Nc3ccc(Cl)cc3)c(C)c2)ncn1

Standard InChI:  InChI=1S/C19H18ClN5O2/c1-12-9-15(27-18-10-17(21-2)22-11-23-18)7-8-16(12)25-19(26)24-14-5-3-13(20)4-6-14/h3-11H,1-2H3,(H,21,22,23)(H2,24,25,26)

Standard InChI Key:  WEZBUZDHZHQDGE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
    6.7672   -8.3039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7661   -9.1235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4741   -9.5324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1838   -9.1230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1810   -8.3003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4723   -7.8951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0581   -9.5315    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3507   -9.1224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6426   -9.5304    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3513   -8.3052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9353   -9.1212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9407   -8.3031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2341   -7.8940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5251   -8.3021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5271   -9.1235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2342   -9.5289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8871   -7.8891    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5964   -8.2950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5961   -9.1099    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3045   -9.5157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0117   -9.1044    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0060   -8.2830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2970   -7.8809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7107   -7.8693    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4213   -8.2727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8172   -7.8939    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.4739  -10.3496    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
  2  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
  9 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
  5 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 22 24  1  0
 24 25  1  0
 14 26  1  0
  3 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4096368

   ---

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: 383.84

Molecular Weight (Monoisotopic): 383.1149

AlogP: 4.92

#Rotatable Bonds: 5

Polar Surface Area: 88.17

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.66

CX Basic pKa: 4.78

CX LogP: 4.47

CX LogD: 4.47

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.58

Np Likeness Score: -1.92

References

1. Chen Y, Zheng Y, Jiang Q, Qin F, Zhang Y, Fu L, He G..  (2017)  Integrated bioinformatics, computational and experimental methods to discover novel Raf/extracellular-signal regulated kinase (ERK) dual inhibitors against breast cancer cells.,  127  [PMID:27839788] [10.1016/j.ejmech.2016.11.009]

Source

Source(1):

• Scientific Literature