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

ID: ALA4064523

PubChem CID: 137637185

Max Phase: Preclinical

Molecular Formula: C22H15F3N4OS

Molecular Weight: 440.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc2nc(Sc3ccccc3)cnc2cc1NC(=O)c1cccc(C(F)(F)F)c1

Standard InChI:  InChI=1S/C22H15F3N4OS/c1-13-17(28-21(30)14-6-5-7-15(10-14)22(23,24)25)11-18-20(27-13)29-19(12-26-18)31-16-8-3-2-4-9-16/h2-12H,1H3,(H,28,30)

Standard InChI Key:  VLBRGBSHXNCBHZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
   26.8927  -20.4944    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.6024  -20.0849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5996  -19.2623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8910  -18.8570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1847  -20.0854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1870  -19.2676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4810  -18.8586    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.7724  -19.2661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7740  -20.0870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4806  -20.4924    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.3108  -20.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3057  -18.8510    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.0673  -20.4973    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   23.3566  -20.1138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3601  -19.2987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6522  -18.8919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9445  -19.3022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9491  -20.1236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6575  -20.5267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0150  -19.2569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7212  -18.8457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0181  -20.0741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.4288  -19.2550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1345  -18.8444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1319  -18.0264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4176  -17.6206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7149  -18.0335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4117  -16.8034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1164  -16.3897    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   29.7010  -16.4000    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   30.4053  -15.9848    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10  5  2  0
  2 11  1  0
  3 12  1  0
  9 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 12 20  1  0
 20 21  1  0
 20 22  2  0
 21 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 21  1  0
 26 28  1  0
 28 29  1  0
 28 30  1  0
 28 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4064523

   ---

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: 440.45

Molecular Weight (Monoisotopic): 440.0919

AlogP: 5.76

#Rotatable Bonds: 4

Polar Surface Area: 67.77

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 1.78

CX LogP: 5.29

CX LogD: 5.29

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.44

Np Likeness Score: -1.57

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