6,7-dinitroquinoxaline

ID: ALA380953

Cas Number: 68836-13-5

PubChem CID: 2724608

Max Phase: Preclinical

Molecular Formula: C8H4N4O4

Molecular Weight: 220.14

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 6,7-Dinitroquinoxaline | 6,7-dinitroquinoxaline|CHEMBL380953|68836-13-5|SCHEMBL1351219|DTXSID80369187|BDBM50182124|AKOS024306934

Canonical SMILES:  O=[N+]([O-])c1cc2nccnc2cc1[N+](=O)[O-]

Standard InChI:  InChI=1S/C8H4N4O4/c13-11(14)7-3-5-6(10-2-1-9-5)4-8(7)12(15)16/h1-4H

Standard InChI Key:  MRCFKNAXRGITFV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
    8.5809   -3.2105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5797   -4.0373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2940   -4.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2922   -2.7980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0072   -3.2069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0080   -4.0332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7229   -4.4439    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4374   -4.0294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4326   -3.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7172   -2.7930    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8660   -2.7987    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1521   -3.2111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8658   -1.9742    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8634   -4.4529    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8627   -5.2774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1498   -4.0400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  2  0
  5  4  2  0
  8  9  1  0
  4  1  1  0
  9 10  2  0
 10  5  1  0
  2  3  1  0
  5  6  1  0
 11 12  2  0
 11 13  1  0
  1 11  1  0
  3  6  2  0
  6  7  1  0
  1  2  2  0
 14 15  2  0
 14 16  1  0
  2 14  1  0
M  CHG  4  11   1  13  -1  14   1  16  -1
M  END

Alternative Forms

1. Parent:

   

   ALA380953

   6,7-Dinitroquinoxaline

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: 220.14

Molecular Weight (Monoisotopic): 220.0233

AlogP: 1.45

#Rotatable Bonds: 2

Polar Surface Area: 112.06

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.18

CX LogD: 1.18

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.56

Np Likeness Score: -0.87

References

1. Andricopulo AD, Akoachere MB, Krogh R, Nickel C, McLeish MJ, Kenyon GL, Arscott LD, Williams CH, Davioud-Charvet E, Becker K..  (2006)  Specific inhibitors of Plasmodium falciparum thioredoxin reductase as potential antimalarial agents.,  16  (8): [PMID:16458512] [10.1016/j.bmcl.2006.01.027]

Source

Source(1):

• Scientific Literature