2,5-Dichloro-N-ethyl-N-(4-(2-(4-methylpiperazin-1-yl)-2-oxoethyl)phenyl)benzenesulfonamide

ID: ALA4876583

PubChem CID: 164625748

Max Phase: Preclinical

Molecular Formula: C21H25Cl2N3O3S

Molecular Weight: 470.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(c1ccc(CC(=O)N2CCN(C)CC2)cc1)S(=O)(=O)c1cc(Cl)ccc1Cl

Standard InChI:  InChI=1S/C21H25Cl2N3O3S/c1-3-26(30(28,29)20-15-17(22)6-9-19(20)23)18-7-4-16(5-8-18)14-21(27)25-12-10-24(2)11-13-25/h4-9,15H,3,10-14H2,1-2H3

Standard InChI Key:  AYLNWUXJYWLGTC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 32  0  0  0  0  0  0  0  0999 V2000
   11.2904  -12.0030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3870   -9.9550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3392  -12.4307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8723  -11.4201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5530   -8.7587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6161  -12.8314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0462  -12.8558    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.9267  -11.5824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8128   -9.9841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2597   -9.1843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5231  -10.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8314   -9.1597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6498  -11.1817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0933  -10.3815    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2197  -11.1573    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   13.2447  -10.0109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0765  -11.2076    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.3540  -11.6059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9120  -12.4073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4030   -9.1380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9747   -8.7888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6748   -9.2103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6599  -10.0273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3899   -8.8147    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0849   -9.2400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7978   -8.8478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8170   -8.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1171   -7.6069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3980   -8.0005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5336   -7.6377    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  2  0
 22 24  1  0
 24 25  1  0
 24 29  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 27 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4876583

   ---

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: 470.42

Molecular Weight (Monoisotopic): 469.0994

AlogP: 3.53

#Rotatable Bonds: 6

Polar Surface Area: 60.93

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.09

CX LogP: 3.37

CX LogD: 3.20

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.65

Np Likeness Score: -1.92

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