N-(2-chloro-4,6-dinitrophenyl)-4-methyl-3-nitrobenzenesulfonamide

ID: ALA2289626

PubChem CID: 76323957

Max Phase: Preclinical

Molecular Formula: C13H9ClN4O8S

Molecular Weight: 416.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(S(=O)(=O)Nc2c(Cl)cc([N+](=O)[O-])cc2[N+](=O)[O-])cc1[N+](=O)[O-]

Standard InChI:  InChI=1S/C13H9ClN4O8S/c1-7-2-3-9(6-11(7)17(21)22)27(25,26)15-13-10(14)4-8(16(19)20)5-12(13)18(23)24/h2-6,15H,1H3

Standard InChI Key:  DASZOTSCLAWOMZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 28  0  0  0  0  0  0  0  0999 V2000
   27.9636   -1.2501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1442   -1.2339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7223   -1.9343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1187   -2.6514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9412   -2.6637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3594   -1.9627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1765   -1.9752    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   29.5742   -2.6892    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.3913   -2.7017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7836   -3.4169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6000   -3.4299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0202   -2.7280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6182   -2.0117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8032   -2.0023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8410   -2.7402    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.2595   -2.0383    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.2395   -3.4536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.3859   -1.1804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.9637   -1.7582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.4018   -1.2905    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   30.3618   -4.1168    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.9053   -1.9191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7485   -0.5156    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.9315   -0.5000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.1706    0.1873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.7561   -4.8350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.5439   -4.1043    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
 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
 23 24  2  0
 23 25  1  0
  2 23  1  0
 21 26  2  0
 21 27  1  0
M  CHG  6  15   1  17  -1  21   1  23   1  25  -1  27  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2289626

   N-(2-chloro-4,6-dinitrophenyl)-4-methyl-3-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: 416.76

Molecular Weight (Monoisotopic): 415.9830

AlogP: 3.17

#Rotatable Bonds: 6

Polar Surface Area: 175.59

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 12

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.23

CX Basic pKa: ┄

CX LogP: 3.40

CX LogD: 3.07

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.55

Np Likeness Score: -1.81

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