2,5-Dichloro-N-(2-chlorophenyl)-N-ethylbenzenesulfonamide

ID: ALA4873142

PubChem CID: 100506544

Max Phase: Preclinical

Molecular Formula: C14H12Cl3NO2S

Molecular Weight: 364.68

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(c1ccccc1Cl)S(=O)(=O)c1cc(Cl)ccc1Cl

Standard InChI:  InChI=1S/C14H12Cl3NO2S/c1-2-18(13-6-4-3-5-11(13)16)21(19,20)14-9-10(15)7-8-12(14)17/h3-9H,2H2,1H3

Standard InChI Key:  IUANOFLENBXCIX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   10.0357   -8.5403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1323   -6.4923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0845   -8.9680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6176   -7.9574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2983   -5.2960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3614   -9.3687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7915   -9.3931    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.6720   -8.1197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5581   -6.5214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0050   -5.7216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2684   -6.9491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5767   -5.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3951   -7.7190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8386   -6.9188    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9650   -7.6946    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.9900   -6.5482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8218   -7.7449    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.0993   -8.1432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6573   -8.9446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1485   -5.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2541   -7.7662    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
 18 13  1  0
  6  3  1  0
 12  5  1  0
 14  2  1  0
  2 20  1  0
  8 19  1  0
 19  6  2  0
  8 15  1  0
  3  7  1  0
  9 12  2  0
 18 17  1  0
  9 11  1  0
 14  9  1  0
 17 14  1  0
 10 16  1  0
 17  4  2  0
 11 16  2  0
 13  8  2  0
 10  5  2  0
 18  3  2  0
  1 17  2  0
 11 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4873142

   2,5-dichloro-N-(2-chlorophenyl)-N-ethylbenzenesulfonamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 364.68

Molecular Weight (Monoisotopic): 362.9654

AlogP: 4.86

#Rotatable Bonds: 4

Polar Surface Area: 37.38

Molecular Species: ┄

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.85

CX LogD: 4.85

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.78

Np Likeness Score: -2.06

References

1. White K, Esparza M, Liang J, Bhat P, Naidoo J, McGovern BL, Williams MAP, Alabi BR, Shay J, Niederstrasser H, Posner B, García-Sastre A, Ready J, Fontoura BMA..  (2021)  Aryl Sulfonamide Inhibits Entry and Replication of Diverse Influenza Viruses via the Hemagglutinin Protein.,  64  (15.0): [PMID:34260245] [10.1021/acs.jmedchem.1c00304]

Source

Source(1):

• Scientific Literature