6-nitroquinoxaline

ID: ALA380630

Cas Number: 6639-87-8

PubChem CID: 96029

Product Number: N463418, Order Now?

Max Phase: Preclinical

Molecular Formula: C8H5N3O2

Molecular Weight: 175.15

Molecule Type: Small molecule

Names and Identifiers

Synonyms: TCMDC-123943 | TCMDC-123943 | 6-nitroquinoxaline|6639-87-8|Quinoxaline, 6-nitro-|TCMDC-123943|6-nitro-quinoxaline|MFCD00462822|CHEMBL380630|NSC48950|NSC 48950|Quinoxaline,6-nitro-|6-Nitroquinoxaline, 97%|SCHEMBL212004|WLN: T66 BN ENJ HNW|DTXSID70216616|YLKFDRWBZAALPN-UHFFFAOYSA-N|AMY14055|BCP20131|BDBM50182127|NSC-48950|AKOS001740024|AC-30702|SY007246|CS-0035479|FT-0680085|12P-625|A867465|J-518966|InChI=1/C8H5N3O2/c12-11(13)6-1-2-7-8(5-6)10-4-3-9-7/h1-5

Canonical SMILES:  O=[N+]([O-])c1ccc2nccnc2c1

Standard InChI:  InChI=1S/C8H5N3O2/c12-11(13)6-1-2-7-8(5-6)10-4-3-9-7/h1-5H

Standard InChI Key:  YLKFDRWBZAALPN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 13 14  0  0  0  0  0  0  0  0999 V2000
    2.5264   -3.1816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5253   -4.0086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2397   -4.4212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2379   -2.7690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9529   -3.1780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9536   -4.0044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6685   -4.4152    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3833   -4.0006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3785   -3.1710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6629   -2.7640    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8115   -2.7697    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0975   -3.1822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8113   -1.9452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  6  2  0
  6  7  1  0
  1  2  2  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
M  CHG  2  11   1  13  -1
M  END

Alternative Forms

1. Parent:

   

   ALA380630

   6-Nitroquinoxaline

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: 175.15

Molecular Weight (Monoisotopic): 175.0382

AlogP: 1.54

#Rotatable Bonds: 1

Polar Surface Area: 68.92

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.46

CX LogP: 1.24

CX LogD: 1.24

Aromatic Rings: 2

Heavy Atoms: 13

QED Weighted: 0.49

Np Likeness Score: -1.69

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]

2. Gamo FJ, Sanz LM, Vidal J, de Cozar C, Alvarez E, Lavandera JL, Vanderwall DE, Green DV, Kumar V, Hasan S, Brown JR, Peishoff CE, Cardon LR, Garcia-Bustos JF..  (2010)  Thousands of chemical starting points for antimalarial lead identification.,  465  (7296): [PMID:20485427] [10.1038/nature09107]

3. St. Jude Leishmania screening dataset.,  [10.6019/CHEMBL3433997]

Source

Source(3):

• Scientific Literature
• GSK Malaria Screening
• St Jude Leishmania Screening