N-(6-Methyl-3-(phenylthio)pyrido[2,3-b]pyrazin-7-yl)-N'-(3-(trifluoromethyl)phenyl)urea

ID: ALA4066862

PubChem CID: 137632274

Max Phase: Preclinical

Molecular Formula: C22H16F3N5OS

Molecular Weight: 455.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc2nc(Sc3ccccc3)cnc2cc1NC(=O)Nc1cccc(C(F)(F)F)c1

Standard InChI:  InChI=1S/C22H16F3N5OS/c1-13-17(29-21(31)28-15-7-5-6-14(10-15)22(23,24)25)11-18-20(27-13)30-19(12-26-18)32-16-8-3-2-4-9-16/h2-12H,1H3,(H2,28,29,31)

Standard InChI Key:  OARBNKXPJWNVQM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
    4.7366   -7.8334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7355   -8.6530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4435   -9.0619    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4418   -7.4246    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1504   -7.8298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1511   -8.6489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8597   -9.0559    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5679   -8.6451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5632   -7.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8541   -7.4196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0275   -9.0610    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.3201   -8.6519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3253   -7.8348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6187   -7.4257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9097   -7.8338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9117   -8.6552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6188   -9.0606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2772   -9.0509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2684   -7.4101    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9786   -7.8144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6838   -7.4015    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9836   -8.6315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3940   -7.8057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3946   -8.6229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1039   -9.0271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8101   -8.6141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8025   -7.7927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0926   -7.3922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5062   -7.3773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2178   -7.7791    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.4984   -6.5602    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.2113   -6.9626    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  2 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
  8 18  1  0
  9 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
 27 29  1  0
 29 30  1  0
 29 31  1  0
 29 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4066862

   ---

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: 455.47

Molecular Weight (Monoisotopic): 455.1028

AlogP: 6.15

#Rotatable Bonds: 4

Polar Surface Area: 79.80

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.28

CX Basic pKa: 1.78

CX LogP: 5.34

CX LogD: 5.34

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.39

Np Likeness Score: -1.72

References

1. Argyros O, Lougiakis N, Kouvari E, Papafotika A, Raptopoulou CP, Psycharis V, Christoforidis S, Pouli N, Marakos P, Tamvakopoulos C..  (2017)  Design and synthesis of novel 7-aminosubstituted pyrido[2,3-b]pyrazines exhibiting anti-breast cancer activity.,  126  [PMID:28006668] [10.1016/j.ejmech.2016.12.025]

Source

Source(1):

• Scientific Literature