4-chloro-N-(2,6-dichloro-4-nitrophenyl)benzenesulfonamide

ID: ALA2289625

PubChem CID: 13982055

Max Phase: Preclinical

Molecular Formula: C12H7Cl3N2O4S

Molecular Weight: 381.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1cc(Cl)c(NS(=O)(=O)c2ccc(Cl)cc2)c(Cl)c1

Standard InChI:  InChI=1S/C12H7Cl3N2O4S/c13-7-1-3-9(4-2-7)22(20,21)16-12-10(14)5-8(17(18)19)6-11(12)15/h1-6,16H

Standard InChI Key:  CXXXYFNJRJMSPN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   17.7900   -0.5361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9706   -0.5199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5487   -1.2203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9450   -1.9374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7676   -1.9497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1858   -1.2486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0029   -1.2612    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.4006   -1.9751    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.2177   -1.9877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6100   -2.7029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4263   -2.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8466   -2.0140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4446   -1.2977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6296   -1.2882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6673   -2.0262    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.0858   -1.3243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0659   -2.7396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2122   -0.4664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7901   -1.0442    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2281   -0.5765    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   20.1882   -3.4028    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   15.7317   -1.2051    0.0000 Cl  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
 15 16  2  0
 15 17  1  0
 12 15  1  0
  7 18  2  0
  7 19  2  0
 14 20  1  0
 10 21  1  0
  3 22  1  0
M  CHG  2  15   1  17  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2289625

   4-chloro-N-(2,6-dichloro-4-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: 381.62

Molecular Weight (Monoisotopic): 379.9192

AlogP: 4.36

#Rotatable Bonds: 4

Polar Surface Area: 89.31

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.73

CX Basic pKa: ┄

CX LogP: 4.21

CX LogD: 4.21

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.63

Np Likeness Score: -1.80

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