2,5-Dichloro-N-ethyl-N-phenylbenzenesulfonamide

ID: ALA4876854

PubChem CID: 668802

Max Phase: Preclinical

Molecular Formula: C14H13Cl2NO2S

Molecular Weight: 330.24

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(c1ccccc1)S(=O)(=O)c1cc(Cl)ccc1Cl

Standard InChI:  InChI=1S/C14H13Cl2NO2S/c1-2-17(12-6-4-3-5-7-12)20(18,19)14-10-11(15)8-9-13(14)16/h3-10H,2H2,1H3

Standard InChI Key:  BZZBSAZUKYYDDG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    9.9738   -9.1305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0704   -7.0825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0226   -9.5582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5557   -8.5476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2364   -5.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2995   -9.9589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7296   -9.9833    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.6101   -8.7099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4962   -7.1116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9431   -6.3118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2065   -7.5393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5148   -6.2872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3332   -8.3092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7767   -7.5090    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9031   -8.2848    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.9281   -7.1384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7599   -8.3351    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.0374   -8.7334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5954   -9.5348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0866   -6.2576    0.0000 C   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
M  END

Alternative Forms

1. Parent:

   

   ALA4876854

   2,5-dichloro-N-ethyl-N-phenylbenzene-1-sulfonamide

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: 330.24

Molecular Weight (Monoisotopic): 329.0044

AlogP: 4.21

#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: 4.25

CX LogD: 4.25

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.84

Np Likeness Score: -2.13

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