1-(2-Methyl-4-((6-(methylamino)pyrimidin-4-yl)oxy)phenyl)-3-phenylthiourea

ID: ALA4104119

PubChem CID: 137658277

Max Phase: Preclinical

Molecular Formula: C19H19N5OS

Molecular Weight: 365.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNc1cc(Oc2ccc(NC(=S)Nc3ccccc3)c(C)c2)ncn1

Standard InChI:  InChI=1S/C19H19N5OS/c1-13-10-15(25-18-11-17(20-2)21-12-22-18)8-9-16(13)24-19(26)23-14-6-4-3-5-7-14/h3-12H,1-2H3,(H,20,21,22)(H2,23,24,26)

Standard InChI Key:  ZKRWTSMKLOMWRM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   19.0829   -7.9820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0817   -8.8016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7898   -9.2105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4994   -8.8011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4966   -7.9784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7880   -7.5732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3737   -9.2096    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6663   -8.8004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9583   -9.2085    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6670   -7.9832    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.2509   -8.7993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2563   -7.9811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5498   -7.5721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8408   -7.9801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8427   -8.8016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5499   -9.2069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2028   -7.5672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.9120   -7.9731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9118   -8.7879    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.6202   -9.1938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3273   -8.7825    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.3216   -7.9611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6126   -7.5589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0263   -7.5473    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.7370   -7.9508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7896  -10.0277    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
  3 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4104119

   ---

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: 365.46

Molecular Weight (Monoisotopic): 365.1310

AlogP: 4.43

#Rotatable Bonds: 5

Polar Surface Area: 71.10

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.73

CX Basic pKa: 4.78

CX LogP: 4.76

CX LogD: 4.76

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.58

Np Likeness Score: -1.89

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