SID89852482

ID: ALA1699207

Cas Number: 88681-04-3

PubChem CID: 231836

Max Phase: Preclinical

Molecular Formula: C12H9ClN2O4S

Molecular Weight: 312.73

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1ccc(NS(=O)(=O)c2ccccc2)c(Cl)c1

Standard InChI:  InChI=1S/C12H9ClN2O4S/c13-11-8-9(15(16)17)6-7-12(11)14-20(18,19)10-4-2-1-3-5-10/h1-8,14H

Standard InChI Key:  PZBATUNEVLSDIG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   -0.2990    0.6699    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.0135    1.9074    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6010    1.1929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4260    2.6218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4424   -2.2176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0135   -2.2176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7280    1.4949    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7280   -1.8051    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7280    0.6699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2990    2.3199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0135    0.2574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7280   -0.9801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4424    0.2574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0135   -0.5676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4424   -0.5676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2990    3.1449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4154    1.9074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4154    3.5574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1299    2.3199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1299    3.1449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 11  1  0
  2  3  2  0
  2  4  2  0
  2  7  1  0
  2 10  1  0
  5  8  1  0
  6  8  2  0
  7  9  1  0
  8 12  1  0
  9 11  1  0
  9 13  2  0
 10 16  2  0
 10 17  1  0
 11 14  2  0
 12 14  1  0
 12 15  2  0
 13 15  1  0
 16 18  1  0
 17 19  2  0
 18 20  2  0
 19 20  1  0
M  CHG  2   5  -1   8   1
M  END

Alternative Forms

1. Parent:

   

   ALA1699207

   N-(2-chloro-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: 312.73

Molecular Weight (Monoisotopic): 311.9972

AlogP: 3.05

#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: 6.80

CX Basic pKa: ┄

CX LogP: 3.00

CX LogD: 2.47

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.69

Np Likeness Score: -2.23

References

1. PubChem BioAssay data set, 

2. Kang JG, Hur JH, Choi SJ, Choi GJ, Cho KY, Ten LN, Park KH, Kang KY..  (2002)  Antifungal activities of N-arylbenzenesulfonamides against phytopathogens and control efficacy on wheat leaf rust and cabbage club root diseases.,  66  (12): [PMID:12596866] [10.1271/bbb.66.2677]

3. 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(2):

• Scientific Literature
• PubChem BioAssays