2,5-Dichloro-N-(4-chloro-2-methylphenyl)-N-(prop-2-yn-1-yl)-benzenesulfonamide

ID: ALA4871305

PubChem CID: 164619852

Max Phase: Preclinical

Molecular Formula: C16H12Cl3NO2S

Molecular Weight: 388.70

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C#CCN(c1ccc(Cl)cc1C)S(=O)(=O)c1cc(Cl)ccc1Cl

Standard InChI:  InChI=1S/C16H12Cl3NO2S/c1-3-8-20(15-7-5-12(17)9-11(15)2)23(21,22)16-10-13(18)4-6-14(16)19/h1,4-7,9-10H,8H2,2H3

Standard InChI Key:  UHAPNZRWZHFPMQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   10.7208   -9.3410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8174   -7.2930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7696   -9.7687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3027   -8.7581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9834   -6.0967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0465  -10.1694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4766  -10.1938    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.3571   -8.9204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2432   -7.3221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6901   -6.5223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9535   -7.7498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2618   -6.4977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0802   -8.5197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5237   -7.7195    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6501   -8.4953    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   12.6751   -7.3489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5069   -8.5456    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.7844   -8.9439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3424   -9.7453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8336   -6.4681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5622   -6.0754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4052   -6.1267    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.8497   -5.6503    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
 12 21  1  0
 10 22  1  0
 20 23  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA4871305

   ---

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: 388.70

Molecular Weight (Monoisotopic): 386.9654

AlogP: 4.78

#Rotatable Bonds: 4

Polar Surface Area: 37.38

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.24

CX LogD: 5.24

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.71

Np Likeness Score: -1.96

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