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

ID: ALA4475754

PubChem CID: 130230727

Max Phase: Preclinical

Molecular Formula: C22H19N5O4

Molecular Weight: 417.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cccc(Nc2nc3ccc([N+](=O)[O-])cc3nc2Nc2cccc(OC)c2)c1

Standard InChI:  InChI=1S/C22H19N5O4/c1-30-17-7-3-5-14(11-17)23-21-22(24-15-6-4-8-18(12-15)31-2)26-20-13-16(27(28)29)9-10-19(20)25-21/h3-13H,1-2H3,(H,23,25)(H,24,26)

Standard InChI Key:  YFBZHNOVGLRCPR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
   33.1171  -20.9005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9744  -20.9016    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.5447  -19.2411    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.4034  -19.6603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1153  -19.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5423  -20.8981    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.4022  -20.4876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9777  -19.2479    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.2623  -19.6587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8306  -19.6566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8294  -20.4851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2610  -20.4871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9797  -18.4307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6897  -18.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6920  -17.2128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9848  -16.8017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2737  -17.2129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2749  -18.0280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6956  -19.2518    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.9721  -21.7188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2625  -22.1236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2599  -22.9400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9669  -23.3514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6782  -22.9404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6773  -22.1254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9880  -19.6606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.6954  -18.4346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.4009  -16.8062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.3862  -23.3485    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.1074  -17.2169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0936  -22.9394    0.0000 C   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
 28 30  1  0
 29 31  1  0
M  CHG  2  19   1  27  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4475754

   ---

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: 417.43

Molecular Weight (Monoisotopic): 417.1437

AlogP: 5.04

#Rotatable Bonds: 7

Polar Surface Area: 111.44

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.14

CX Basic pKa: 0.67

CX LogP: 4.99

CX LogD: 4.99

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.32

Np Likeness Score: -1.20

References

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

Source

Source(1):

• Patent Bioactivity Data