N2,N3-bis(4-chloro-3-(trifluoromethyl)phenyl)quinoxaline-2,3-diamine

ID: ALA4555777

PubChem CID: 118656851

Max Phase: Preclinical

Molecular Formula: C22H12Cl2F6N4

Molecular Weight: 517.26

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  FC(F)(F)c1cc(Nc2nc3ccccc3nc2Nc2ccc(Cl)c(C(F)(F)F)c2)ccc1Cl

Standard InChI:  InChI=1S/C22H12Cl2F6N4/c23-15-7-5-11(9-13(15)21(25,26)27)31-19-20(34-18-4-2-1-3-17(18)33-19)32-12-6-8-16(24)14(10-12)22(28,29)30/h1-10H,(H,31,33)(H,32,34)

Standard InChI Key:  BTJNCZHLHPPYJX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 34 37  0  0  0  0  0  0  0  0999 V2000
    7.2321  -14.0502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2309  -14.8776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9457  -15.2905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9439  -13.6374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6593  -14.0466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6581  -14.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3711  -15.2881    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0898  -14.8771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0910  -14.0486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3734  -13.6310    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8031  -15.2916    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8065  -13.6378    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8084  -12.8128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5261  -12.4038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5284  -11.5796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8144  -11.1646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0965  -11.5797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0977  -12.4026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8008  -16.1166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0858  -16.5228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0832  -17.3471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7971  -17.7624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5151  -17.3475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5142  -16.5246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2441  -11.1692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9574  -11.5837    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.2465  -10.3442    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.9544  -10.7501    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.2299  -17.7594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2305  -18.5844    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.9440  -17.3464    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.9419  -18.1711    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.8153  -10.3395    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.7959  -18.5873    0.0000 Cl  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
  5 10  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
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  9 12  1  0
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 11 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 15 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
 23 29  1  0
 29 30  1  0
 29 31  1  0
 29 32  1  0
 16 33  1  0
 22 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4555777

   ---

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: 517.26

Molecular Weight (Monoisotopic): 516.0343

AlogP: 8.46

#Rotatable Bonds: 4

Polar Surface Area: 49.84

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.85

CX Basic pKa: 2.19

CX LogP: 8.33

CX LogD: 8.33

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.27

Np Likeness Score: -1.04

References

1.  (2017)  Aryl amine substituted quinoxaline used as anticancer drugs, 

Source

Source(1):

• Patent Bioactivity Data