2,5-dichloro-N-p-tolylthiophene-3-sulfonamide

ID: ALA1171972

PubChem CID: 49798484

Max Phase: Preclinical

Molecular Formula: C11H9Cl2NO2S2

Molecular Weight: 322.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(NS(=O)(=O)c2cc(Cl)sc2Cl)cc1

Standard InChI:  InChI=1S/C11H9Cl2NO2S2/c1-7-2-4-8(5-3-7)14-18(15,16)9-6-10(12)17-11(9)13/h2-6,14H,1H3

Standard InChI Key:  OQWXAWNHXDPWGS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   -2.4828    0.5454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4916   -0.2791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7781   -0.7001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0586   -0.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0534    0.5351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7680    0.9531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3410    0.9465    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3747    0.5332    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.7873    1.2478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0378   -0.1812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0881    0.1214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1697   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9723   -0.8713    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.3853   -0.1615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8379    0.4505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2061   -0.0780    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.5546   -1.2478    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.2061   -0.6917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  2  0
  4  5  1  0
  8 10  2  0
  2  3  1  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
  2 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1171972

   2,5-dichloro-N-p-tolylthiophene-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: 322.24

Molecular Weight (Monoisotopic): 320.9452

AlogP: 4.16

#Rotatable Bonds: 3

Polar Surface Area: 46.17

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.75

CX Basic pKa: ┄

CX LogP: 4.29

CX LogD: 3.74

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.92

Np Likeness Score: -2.20

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