N2,N3-bis(3-bromophenyl)-6-nitroquinoxaline-2,3-diamine

ID: ALA4555517

PubChem CID: 130230865

Max Phase: Preclinical

Molecular Formula: C20H13Br2N5O2

Molecular Weight: 515.17

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1ccc2nc(Nc3cccc(Br)c3)c(Nc3cccc(Br)c3)nc2c1

Standard InChI:  InChI=1S/C20H13Br2N5O2/c21-12-3-1-5-14(9-12)23-19-20(24-15-6-2-4-13(22)10-15)26-18-11-16(27(28)29)7-8-17(18)25-19/h1-11H,(H,23,25)(H,24,26)

Standard InChI Key:  AGGUGRICYDZXQK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   32.1059  -22.1015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9632  -22.1026    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.5335  -20.4421    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.3923  -20.8613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1041  -20.4485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5312  -22.0991    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.3911  -21.6886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9665  -20.4489    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.2511  -20.8597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8195  -20.8577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8182  -21.6861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2499  -21.6881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9685  -19.6317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6785  -19.2302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6809  -18.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9736  -18.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2625  -18.4140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2637  -19.2291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6845  -20.4529    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.9609  -22.9198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2513  -23.3246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2487  -24.1411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9558  -24.5525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6670  -24.1415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6661  -23.3264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9769  -20.8616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.6843  -19.6357    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.3897  -18.0073    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   36.3750  -24.5495    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0
  6 12  2  0
 12  9  1  0
 10 11  1  0
 12  2  1  0
 10  5  2  0
  7  1  1  0
  5  4  1  0
  1 11  2  0
 11  6  1  0
  9  3  2  0
  4  7  2  0
 10  3  1  0
  8 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
  4 19  1  0
  2 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 19 26  2  0
 19 27  1  0
 15 28  1  0
 24 29  1  0
M  CHG  2  19   1  27  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4555517

   ---

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: 515.17

Molecular Weight (Monoisotopic): 512.9436

AlogP: 6.55

#Rotatable Bonds: 5

Polar Surface Area: 92.98

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.21

CX Basic pKa: 0.70

CX LogP: 6.85

CX LogD: 6.85

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.23

Np Likeness Score: -1.30

References

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

Source

Source(1):

• Patent Bioactivity Data