5-nitrobenzo[d][1,3]dioxole

ID: ALA379408

Cas Number: 2620-44-2

PubChem CID: 75798

Product Number: M157812, Order Now?

Max Phase: Preclinical

Molecular Formula: C7H5NO4

Molecular Weight: 167.12

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 5-Nitrobenzo[D][1,3]Dioxole | 2620-44-2|5-Nitro-1,3-benzodioxole|5-nitrobenzo[d][1,3]dioxole|1,2-(Methylenedioxy)-4-nitrobenzene|3,4-Methylenedioxynitrobenzene|1,3-Benzodioxole, 5-nitro-|Methylenedioxynitrobenzene|5-Nitrobenzodioxole|1,2-methylenedioxy-4-nitrobenzene|3,4-(Methylenedioxy)-1-nitrobenzene|5-nitro-2H-1,3-benzodioxole|Benzene, 1,2-(methylenedioxy)-4-nitro-|CHEMBL379408|8934AS6CY6|NSC-5562|MFCD00005824|NSC5562|NSC 5562|EINECS 220-055-6|5-Nitro-1,3-dioxaindan|3,4methylenedioxynitrobenzShow More⌵

Canonical SMILES:  O=[N+]([O-])c1ccc2c(c1)OCO2

Standard InChI:  InChI=1S/C7H5NO4/c9-8(10)5-1-2-6-7(3-5)12-4-11-6/h1-3H,4H2

Standard InChI Key:  SNWQAKNKGGOVMO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 12 13  0  0  0  0  0  0  0  0999 V2000
   -1.8088    0.4665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8099   -0.3605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0955   -0.7731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0973    0.8790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3823    0.4701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3821   -0.3605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4080   -0.6170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8960    0.0552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4076    0.7269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5237    0.8783    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2377    0.4659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5239    1.7029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  6  2  0
  1  2  2  0
  5  4  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  5  1  0
  4  1  1  0
  5  6  1  0
 10 11  2  0
 10 12  1  0
  1 10  1  0
M  CHG  2  10   1  12  -1
M  END

Alternative Forms

1. Parent:

   

   ALA379408

   3,4-Methylenedioxynitrobenzene

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: 167.12

Molecular Weight (Monoisotopic): 167.0219

AlogP: 1.32

#Rotatable Bonds: 1

Polar Surface Area: 61.60

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.54

CX LogD: 1.54

Aromatic Rings: 1

Heavy Atoms: 12

QED Weighted: 0.47

Np Likeness Score: -1.01

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. Alam MI, Alam MA, Alam O, Nargotra A, Taneja SC, Koul S..  (2016)  Molecular modeling and snake venom phospholipase A2 inhibition by phenolic compounds: Structure-activity relationship.,  114  [PMID:26986086] [10.1016/j.ejmech.2016.03.008]

Source

Source(1):

• Scientific Literature