2,5-Dichloro-N-(2,4-difluorophenyl)-N-ethylbenzenesulfonamide

ID: ALA4878941

PubChem CID: 100508409

Max Phase: Preclinical

Molecular Formula: C14H11Cl2F2NO2S

Molecular Weight: 366.22

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(c1ccc(F)cc1F)S(=O)(=O)c1cc(Cl)ccc1Cl

Standard InChI:  InChI=1S/C14H11Cl2F2NO2S/c1-2-19(13-6-4-10(17)8-12(13)18)22(20,21)14-7-9(15)3-5-11(14)16/h3-8H,2H2,1H3

Standard InChI Key:  OREXFFVJURKAQA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   11.8145  -10.3934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9111   -8.3454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8633  -10.8211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3964   -9.8105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0771   -7.1491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1402  -11.2218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5703  -11.2462    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.4508   -9.9728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3369   -8.3745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7838   -7.5747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0472   -8.8022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3555   -7.5501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1739   -9.5721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6174   -8.7719    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7438   -9.5477    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   13.7688   -8.4013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6006   -9.5980    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.8781   -9.9963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4361  -10.7977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4989   -7.1792    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.6559   -7.1278    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.9272   -7.5284    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
  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
 10 20  1  0
 12 21  1  0
  2 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4878941

   2,5-dichloro-N-(2,4-difluorophenyl)-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: 366.22

Molecular Weight (Monoisotopic): 364.9856

AlogP: 4.49

#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: 4.53

CX LogD: 4.53

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.80

Np Likeness Score: -2.40

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