2,5-dichloro-N-phenyl-N-(trichloromethylthio)thiophene-3-sulfonamide

ID: ALA1171589

PubChem CID: 49798512

Max Phase: Preclinical

Molecular Formula: C11H6Cl5NO2S3

Molecular Weight: 457.64

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=S(=O)(c1cc(Cl)sc1Cl)N(SC(Cl)(Cl)Cl)c1ccccc1

Standard InChI:  InChI=1S/C11H6Cl5NO2S3/c12-9-6-8(10(13)20-9)22(18,19)17(21-11(14,15)16)7-4-2-1-3-5-7/h1-6H

Standard InChI Key:  HDXMFWFQILLHAE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
    3.9819  -11.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9807  -12.2357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6956  -12.6485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4120  -12.2352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4091  -11.4047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6938  -10.9955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1221  -10.9895    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8381  -11.3993    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.5510  -10.9841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8412  -12.2243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5500  -11.8083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5472  -12.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3273  -12.8857    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.8121  -12.2230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3317  -11.5573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6371  -12.2258    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.8781  -13.1120    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.1189  -10.1645    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.4029   -9.7547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3998   -8.9297    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.6900  -10.1699    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.6833   -9.3417    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  8 11  1  0
 11 12  2  0
  5  6  2  0
  6  1  1  0
  1  2  2  0
  5  7  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 11  1  0
  3  4  2  0
 14 16  1  0
  7  8  1  0
 12 17  1  0
  7 18  1  0
  8  9  2  0
 18 19  1  0
  4  5  1  0
 19 20  1  0
  8 10  2  0
 19 21  1  0
  2  3  1  0
 19 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1171589

   2,5-dichloro-N-phenyl-N-(trichloromethylthio)thiophene-3-sulfonamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 457.64

Molecular Weight (Monoisotopic): 454.8003

AlogP: 6.23

#Rotatable Bonds: 4

Polar Surface Area: 37.38

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.87

CX LogD: 6.87

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.40

Np Likeness Score: -1.23

References

1. Caridha D, Kathcart AK, Jirage D, Waters NC..  (2010)  Activity of substituted thiophene sulfonamides against malarial and mammalian cyclin dependent protein kinases.,  20  (13): [PMID:20627564] [10.1016/j.bmcl.2010.05.039]

Source

Source(1):

• Scientific Literature