N-(4-((2,5-Dichloro-N-ethylphenyl)sulfonamido)phenethyl)-acetamide

ID: ALA4871050

PubChem CID: 164624722

Max Phase: Preclinical

Molecular Formula: C18H20Cl2N2O3S

Molecular Weight: 415.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(c1ccc(CCNC(C)=O)cc1)S(=O)(=O)c1cc(Cl)ccc1Cl

Standard InChI:  InChI=1S/C18H20Cl2N2O3S/c1-3-22(26(24,25)18-12-15(19)6-9-17(18)20)16-7-4-14(5-8-16)10-11-21-13(2)23/h4-9,12H,3,10-11H2,1-2H3,(H,21,23)

Standard InChI Key:  TUBCBADCEQCAKR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 27  0  0  0  0  0  0  0  0999 V2000
   11.8434  -12.0030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9400   -9.9550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8922  -12.4307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4253  -11.4201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1060   -8.7587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1691  -12.8314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5992  -12.8558    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.4797  -11.5824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3658   -9.9841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8127   -9.1843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0761  -10.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3844   -9.1597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2028  -11.1817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6463  -10.3815    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7727  -11.1573    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   13.7977  -10.0109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6295  -11.2076    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.9070  -11.6059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4650  -12.4073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9561   -9.1380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5278   -8.7888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2279   -9.2103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9430   -8.8147    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6431   -9.2362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3581   -8.8406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6281  -10.0532    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
  2 20  1  0
 10 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4871050

   ---

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: 415.34

Molecular Weight (Monoisotopic): 414.0572

AlogP: 3.89

#Rotatable Bonds: 7

Polar Surface Area: 66.48

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.48

CX LogD: 3.48

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.75

Np Likeness Score: -1.80

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