N-(2-chloro-5-nitrophenyl)-4-methyl-3-nitrobenzenesulfonamide

ID: ALA2289634

Cas Number: 87316-89-0

PubChem CID: 3323491

Max Phase: Preclinical

Molecular Formula: C13H10ClN3O6S

Molecular Weight: 371.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(S(=O)(=O)Nc2cc([N+](=O)[O-])ccc2Cl)cc1[N+](=O)[O-]

Standard InChI:  InChI=1S/C13H10ClN3O6S/c1-8-2-4-10(7-13(8)17(20)21)24(22,23)15-12-6-9(16(18)19)3-5-11(12)14/h2-7,15H,1H3

Standard InChI Key:  GZEVMOKVILDTQK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   32.0287  -12.1905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2017  -12.1742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7758  -12.8812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1758  -13.6050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0062  -13.6174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4284  -12.9098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2533  -12.9225    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   33.6546  -13.6432    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.4795  -13.6559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8756  -14.3779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6997  -14.3909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1239  -13.6823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7181  -12.9592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8953  -12.9498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0354  -12.0534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.0020  -12.7075    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.8022  -11.4490    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.9774  -11.4332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.2283  -10.7426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.9509  -12.8658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4901  -12.2312    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   36.1041  -15.1121    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.9289  -15.1251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.6803  -15.8198    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
 14 21  1  0
 22 23  2  0
 22 24  1  0
 11 22  1  0
M  CHG  4  17   1  19  -1  22   1  24  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2289634

   Benzenesulfonamide, N-(2-chloro-5-nitrophenyl)-4-methyl-3-nitro-

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: 371.76

Molecular Weight (Monoisotopic): 370.9979

AlogP: 3.27

#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: 8.41

CX Basic pKa: ┄

CX LogP: 3.46

CX LogD: 3.42

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.63

Np Likeness Score: -2.30

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