4-methyl-N-(4-methyl-2,5-dinitrophenyl)-3-nitrobenzenesulfonamide

ID: ALA2289636

PubChem CID: 76334764

Max Phase: Preclinical

Molecular Formula: C14H12N4O8S

Molecular Weight: 396.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(S(=O)(=O)Nc2cc([N+](=O)[O-])c(C)cc2[N+](=O)[O-])cc1[N+](=O)[O-]

Standard InChI:  InChI=1S/C14H12N4O8S/c1-8-3-4-10(6-12(8)16(19)20)27(25,26)15-11-7-13(17(21)22)9(2)5-14(11)18(23)24/h3-7,15H,1-2H3

Standard InChI Key:  QXHMVRDFVZQVET-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   10.0638  -16.2980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2444  -16.2818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8225  -16.9822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2189  -17.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0414  -17.7116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4597  -17.0105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2767  -17.0231    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.6744  -17.7370    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4915  -17.7496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8838  -18.4648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7002  -18.4777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1204  -17.7759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7184  -17.0595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9034  -17.0501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0610  -16.1622    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0185  -16.8102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8487  -15.5635    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0317  -15.5478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2708  -14.8638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0055  -16.9670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9376  -17.7874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5013  -16.3353    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6842  -16.3271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9170  -15.6317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1008  -19.1921    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9179  -19.2051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6810  -19.8932    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
 12 21  1  0
 22 23  2  0
 22 24  1  0
 14 22  1  0
 25 26  2  0
 25 27  1  0
 11 25  1  0
M  CHG  6  17   1  19  -1  22   1  24  -1  25   1  27  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2289636

   4-methyl-N-(4-methyl-2,5-dinitrophenyl)-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: 396.34

Molecular Weight (Monoisotopic): 396.0376

AlogP: 2.83

#Rotatable Bonds: 6

Polar Surface Area: 175.59

Molecular Species: ACID

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 12

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 5.99

CX Basic pKa: ┄

CX LogP: 3.31

CX LogD: 2.48

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.57

Np Likeness Score: -1.58

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