4-nitrobenzo[c][1,2,5]thiadiazole

ID: ALA383084

Cas Number: 6583-06-8

PubChem CID: 81062

Product Number: N159774, Order Now?

Max Phase: Preclinical

Molecular Formula: C6H3N3O2S

Molecular Weight: 181.18

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 4-Nitrobenzo[C][1,2,5]Thiadiazole | 4-Nitro-2,1,3-benzothiadiazole|6583-06-8|4-nitrobenzo[c][1,2,5]thiadiazole|4-Nitro-benzo[1,2,5]thiadiazole|4-Nitropiazthiole|2,1,3-Benzothiadiazole, 4-nitro-|4-Nitro-1,2,3-benzothiadiazole|NSC404747|CHEMBL383084|NSC-404747|WN6H8S4VKP|Oprea1_370043|4-Nitro-2,3-benzothiadiazole|SCHEMBL2213406|4-nitrobenzo-2,1,3-thiadiazole|DTXSID10216019|2,3-Benzothiadiazole, 4-nitro-|IWQKAMJGVIHECB-UHFFFAOYSA-N|HMS3741C11|4-Nitro-2,1, 3-benzothiadiazole|EINECS 229-514-5|BDBM501Show More⌵

Canonical SMILES:  O=[N+]([O-])c1cccc2nsnc12

Standard InChI:  InChI=1S/C6H3N3O2S/c10-9(11)5-3-1-2-4-6(5)8-12-7-4/h1-3H

Standard InChI Key:  IWQKAMJGVIHECB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 12 13  0  0  0  0  0  0  0  0999 V2000
    8.8140    1.0286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8128    0.2017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5273   -0.2109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5255    1.4411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0222    1.2896    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2359    1.0303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2407    0.2017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0309   -0.0485    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5118    0.6263    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.5233    2.2661    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8089    2.6780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2371    2.6789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  7  1  0
  1  2  1  0
  6  4  1  0
  5  6  2  0
  7  8  2  0
  8  9  1  0
  9  5  1  0
  4  1  2  0
  6  7  1  0
 10 11  2  0
 10 12  1  0
  4 10  1  0
M  CHG  2  10   1  12  -1
M  END

Alternative Forms

1. Parent:

   

   ALA383084

   4-Nitro-2,1,3-benzothiadiazole

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: 181.18

Molecular Weight (Monoisotopic): 180.9946

AlogP: 1.60

#Rotatable Bonds: 1

Polar Surface Area: 68.92

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.06

CX LogD: 2.06

Aromatic Rings: 2

Heavy Atoms: 12

QED Weighted: 0.49

Np Likeness Score: -2.40

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. Tomek P, Palmer BD, Flanagan JU, Sun C, Raven EL, Ching LM..  (2017)  Discovery and evaluation of inhibitors to the immunosuppressive enzyme indoleamine 2,3-dioxygenase 1 (IDO1): Probing the active site-inhibitor interactions.,  126  [PMID:28011425] [10.1016/j.ejmech.2016.12.029]

Source

Source(1):

• Scientific Literature