2,5-dichloro-N-(4-chloro-2-(trichloromethylthio)phenyl)thiophene-3-sulfonamide

ID: ALA1171590

PubChem CID: 49798513

Max Phase: Preclinical

Molecular Formula: C11H5Cl6NO2S3

Molecular Weight: 492.08

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=S(=O)(Nc1ccc(Cl)cc1SC(Cl)(Cl)Cl)c1cc(Cl)sc1Cl

Standard InChI:  InChI=1S/C11H5Cl6NO2S3/c12-5-1-2-6(7(3-5)22-11(15,16)17)18-23(19,20)8-4-9(13)21-10(8)14/h1-4,18H

Standard InChI Key:  DOLNHLRWGHDZHZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   11.9486  -10.8583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9474  -11.6857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6622  -12.0985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3787  -11.6852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3758  -10.8547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6604  -10.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0887  -10.4395    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8047  -10.8493    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.5177  -10.4341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8079  -11.6743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5167  -11.2583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5139  -12.0794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2939  -12.3357    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.7788  -11.6730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2984  -11.0073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6038  -11.6758    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   14.8448  -12.5620    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.2326  -12.0976    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   12.6580   -9.6205    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.9423   -9.2102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9398   -8.3852    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.2290   -9.6248    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.2250   -8.7958    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  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
  2 18  1  0
  8  9  2  0
  6 19  1  0
  4  5  1  0
 19 20  1  0
  8 10  2  0
 20 21  1  0
  2  3  1  0
 20 22  1  0
  8 11  1  0
 20 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1171590

   2,5-dichloro-N-(4-chloro-2-(trichloromethylthio)phenyl)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: 492.08

Molecular Weight (Monoisotopic): 488.7614

AlogP: 6.93

#Rotatable Bonds: 4

Polar Surface Area: 46.17

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 6.29

CX Basic pKa: ┄

CX LogP: 6.97

CX LogD: 6.23

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.37

Np Likeness Score: -1.79

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