N3-(3-ethynylphenyl)-N2-(4-methoxyphenyl)-6-nitroquinoxaline-2,3-diamine

ID: ALA4551394

PubChem CID: 130230866

Max Phase: Preclinical

Molecular Formula: C23H17N5O3

Molecular Weight: 411.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C#Cc1cccc(Nc2nc3cc([N+](=O)[O-])ccc3nc2Nc2ccc(OC)cc2)c1

Standard InChI:  InChI=1S/C23H17N5O3/c1-3-15-5-4-6-17(13-15)25-23-22(24-16-7-10-19(31-2)11-8-16)26-20-12-9-18(28(29)30)14-21(20)27-23/h1,4-14H,2H3,(H,24,26)(H,25,27)

Standard InChI Key:  UUCUXKYURZHXPB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
   19.7647  -24.5109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8916  -22.0346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3343  -24.5105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7395  -20.7908    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0526  -23.2788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0549  -22.4547    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3494  -19.5565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3354  -22.0366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0473  -24.9254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7638  -23.6889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0582  -20.7868    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7763  -19.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6130  -20.7800    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0259  -21.2030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4534  -21.2027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0654  -18.3197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3367  -21.2011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7786  -18.7343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8928  -21.1990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7393  -19.9666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0602  -19.9626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4522  -22.0371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3369  -23.6871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1714  -20.7864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1732  -22.4535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6106  -22.4511    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.4936  -18.3242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3482  -18.7344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2025  -17.9177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0461  -25.7426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3378  -26.1501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  7 21  1  0
 12 18  1  0
  3  9  2  0
 17 11  1  0
 17 13  2  0
  6  5  1  0
 19  2  1  0
 24 15  1  0
  5 23  2  0
 21 12  2  0
 18 16  2  0
 18 27  1  0
  2 26  1  0
 10  5  1  0
 26  8  2  0
  4 14  2  0
 16 28  1  0
  9  1  1  0
 23  3  1  0
 19 24  2  0
 19 13  1  0
 11 21  1  0
  1 10  2  0
  8  6  1  0
 15 22  2  0
 25  2  2  0
  8 17  1  0
 15  4  1  0
 22 25  1  0
  4 20  1  0
 28  7  2  0
 27 29  3  0
  9 30  1  0
 30 31  1  0
M  CHG  2   4   1  20  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4551394

   ---

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: 411.42

Molecular Weight (Monoisotopic): 411.1331

AlogP: 5.02

#Rotatable Bonds: 6

Polar Surface Area: 102.21

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.97

CX Basic pKa: 0.94

CX LogP: 5.30

CX LogD: 5.30

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.26

Np Likeness Score: -1.54

References

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

Source

Source(1):

• Patent Bioactivity Data