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

ID: ALA2289637

Cas Number: 87316-90-3

PubChem CID: 13292152

Max Phase: Preclinical

Molecular Formula: C14H13N3O6S

Molecular Weight: 351.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc([N+](=O)[O-])cc1NS(=O)(=O)c1ccc(C)c([N+](=O)[O-])c1

Standard InChI:  InChI=1S/C14H13N3O6S/c1-9-3-5-11(16(18)19)7-13(9)15-24(22,23)12-6-4-10(2)14(8-12)17(20)21/h3-8,15H,1-2H3

Standard InChI Key:  JGVQMWSVEWWKAU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   18.7186  -16.7066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8992  -16.6904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4773  -17.3908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8737  -18.1079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6962  -18.1202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1145  -17.4191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9315  -17.4317    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   20.3292  -18.1456    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1463  -18.1582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5386  -18.8734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3550  -18.8863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7752  -18.1845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3732  -17.4681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5582  -17.4587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7158  -16.5708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6733  -17.2188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5035  -15.9721    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6865  -15.9564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9256  -15.2724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6603  -17.3756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7556  -19.6007    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.5727  -19.6137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.3358  -20.3018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1568  -16.7469    0.0000 C   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
 11 21  1  0
 14 24  1  0
M  CHG  4  17   1  19  -1  21   1  23  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2289637

   4-Methyl-N-(2-methyl-5-nitrophenyl)-3-nitrobenzene-1-sulfonamide

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: 351.34

Molecular Weight (Monoisotopic): 351.0525

AlogP: 2.92

#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: 7.30

CX Basic pKa: ┄

CX LogP: 3.37

CX LogD: 3.07

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.65

Np Likeness Score: -2.10

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