N-(2-methyl-5-nitrophenyl)-4-nitrobenzenesulfonamide

ID: ALA2289639

PubChem CID: 350045

Max Phase: Preclinical

Molecular Formula: C13H11N3O6S

Molecular Weight: 337.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc([N+](=O)[O-])cc1NS(=O)(=O)c1ccc([N+](=O)[O-])cc1

Standard InChI:  InChI=1S/C13H11N3O6S/c1-9-2-3-11(16(19)20)8-13(9)14-23(21,22)12-6-4-10(5-7-12)15(17)18/h2-8,14H,1H3

Standard InChI Key:  RTZPAZZTEDUMKK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   33.2300  -16.6695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4106  -16.6533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9887  -17.3537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3850  -18.0707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2076  -18.0830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6258  -17.3820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4429  -17.3946    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   34.8405  -18.1085    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.6576  -18.1211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0500  -18.8363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8663  -18.8492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2866  -18.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8846  -17.4310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0695  -17.4216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2271  -16.5337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.1846  -17.1817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.2669  -19.5636    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.0840  -19.5765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.8471  -20.2647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.6681  -16.7098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1662  -17.3388    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.7445  -18.0388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.7708  -16.6236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  7 15  2  0
  7 16  2  0
 17 18  2  0
 17 19  1  0
 11 17  1  0
 14 20  1  0
 21 22  2  0
 21 23  1  0
  3 21  1  0
M  CHG  4  17   1  19  -1  21   1  23  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2289639

   N-(2-methyl-5-nitrophenyl)-4-nitrobenzenesulfonamide

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: 337.31

Molecular Weight (Monoisotopic): 337.0369

AlogP: 2.61

#Rotatable Bonds: 5

Polar Surface Area: 132.45

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.03

CX Basic pKa: ┄

CX LogP: 2.85

CX LogD: 2.43

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.66

Np Likeness Score: -1.82

References

1. SHIMOTORI H, YANAGIDA H, ENOMOTO Y, IGARASHI K, YOSHINARI M, UMEMOTO M.  (1996)  Evaluation of Benzenesulfonanilide Derivatives for the Control of Crucifers Clubroot,  21  (1): [10.1584/jpestics.21.31]

Source

Source(1):

• Scientific Literature