2,2-dichloro-N-(2,5-dichlorothiophen-3-ylsulfonyl)-N-p-tolylacetamide

ID: ALA1172361

PubChem CID: 49798553

Max Phase: Preclinical

Molecular Formula: C13H9Cl4NO3S2

Molecular Weight: 433.17

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C13H9Cl4NO3S2/c1-7-2-4-8(5-3-7)18(13(19)11(15)16)23(20,21)9-6-10(14)22-12(9)17/h2-6,11H,1H3

Standard InChI Key:  KUJNSZHVVXSWIC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   -2.0139  -17.5916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0151  -18.4190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3003  -18.8319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5838  -18.4185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5867  -17.5880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3021  -17.1789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1262  -17.1728    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8422  -17.5826    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.5552  -17.1674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8454  -18.4076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5542  -17.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5514  -18.8127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3314  -19.0691    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.8163  -18.4064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3359  -17.7406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6413  -18.4091    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.8823  -19.2953    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.7299  -18.8309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1231  -16.3478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8360  -15.9326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5929  -15.9380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5960  -15.1130    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.3058  -16.3532    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  2  0
  8 10  2  0
 19 21  1  0
  2  3  1  0
 21 22  1  0
  8 11  1  0
 21 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1172361

   2,2-dichloro-N-(2,5-dichlorothiophen-3-ylsulfonyl)-N-p-tolylacetamide

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: 433.17

Molecular Weight (Monoisotopic): 430.8778

AlogP: 4.89

#Rotatable Bonds: 4

Polar Surface Area: 54.45

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.93

CX Basic pKa: ┄

CX LogP: 5.56

CX LogD: 5.56

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.65

Np Likeness Score: -1.43

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