4-methyl-3-nitro-N-(3-nitrophenyl)benzenesulfonamide

ID: ALA2289631

PubChem CID: 7640214

Max Phase: Preclinical

Molecular Formula: C13H11N3O6S

Molecular Weight: 337.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(S(=O)(=O)Nc2cccc([N+](=O)[O-])c2)cc1[N+](=O)[O-]

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

Standard InChI Key:  RXWBAHLYXZPGLZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
    1.3925  -11.7828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5731  -11.7666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1512  -12.4670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5476  -13.1841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3701  -13.1964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7883  -12.4953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6054  -12.5079    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.0031  -13.2218    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8202  -13.2344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2125  -13.9496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0289  -13.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4491  -13.2607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0471  -12.5444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2321  -12.5349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3897  -11.6470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3472  -12.2950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1774  -11.0483    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6398  -11.0327    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5995  -10.3486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6714  -12.4518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4625  -11.8376    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0624  -11.1251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2797  -11.8473    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
  2 17  1  0
  3 20  1  0
 21 22  2  0
 21 23  1  0
 13 21  1  0
M  CHG  4  17   1  19  -1  21   1  23  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2289631

   4-methyl-3-nitro-N-(3-nitrophenyl)benzenesulfonamide

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: 7.27

CX Basic pKa: ┄

CX LogP: 2.85

CX LogD: 2.54

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.66

Np Likeness Score: -2.12

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