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

ID: ALA1172329

PubChem CID: 49798511

Max Phase: Preclinical

Molecular Formula: C12H8Cl5NO2S3

Molecular Weight: 471.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(N(SC(Cl)(Cl)Cl)S(=O)(=O)c2cc(Cl)sc2Cl)cc1

Standard InChI:  InChI=1S/C12H8Cl5NO2S3/c1-7-2-4-8(5-3-7)18(22-12(15,16)17)23(19,20)9-6-10(13)21-11(9)14/h2-6H,1H3

Standard InChI Key:  PKAHLRVRIDTYNC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   -4.7056  -11.5125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7068  -12.3398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9919  -12.7527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2755  -12.3394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2784  -11.5088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9937  -11.0997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5654  -11.0936    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8494  -11.5034    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1365  -11.0883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8463  -12.3284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1375  -11.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1403  -12.7335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3602  -12.9899    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.1246  -12.3272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3558  -11.6614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9496  -12.3299    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.8094  -13.2162    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -5.4216  -12.7518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5686  -10.2686    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2846   -9.8588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2877   -9.0338    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.9975  -10.2740    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.0042   -9.4458    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
  7 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:

   

   ALA1172329

   2,5-dichloro-N-p-tolyl-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: 471.67

Molecular Weight (Monoisotopic): 468.8160

AlogP: 6.53

#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: 7.38

CX LogD: 7.38

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.38

Np Likeness Score: -1.26

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