2,5-dichloro-N-phenylthiophene-3-sulfonamide

ID: ALA1171971

PubChem CID: 29098931

Max Phase: Preclinical

Molecular Formula: C10H7Cl2NO2S2

Molecular Weight: 308.21

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=S(=O)(Nc1ccccc1)c1cc(Cl)sc1Cl

Standard InChI:  InChI=1S/C10H7Cl2NO2S2/c11-9-6-8(10(12)16-9)17(14,15)13-7-4-2-1-3-5-7/h1-6,13H

Standard InChI Key:  ILXABJHIVUDACG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   -2.8408    0.5453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8479   -0.2821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1359   -0.7002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4165   -0.2918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4114    0.5351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1259    0.9530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6990    0.9464    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0166    0.5332    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.4291    1.2477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3959   -0.1813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7299    0.1214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8115   -0.6978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6142   -0.8713    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.0271   -0.1615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4797    0.4505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8479   -0.0780    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.1965   -1.2477    0.0000 Cl  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
M  END

Alternative Forms

1. Parent:

   

   ALA1171971

   2,5-dichloro-N-phenylthiophene-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: 308.21

Molecular Weight (Monoisotopic): 306.9295

AlogP: 3.86

#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: 6.67

CX Basic pKa: ┄

CX LogP: 3.78

CX LogD: 3.18

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.94

Np Likeness Score: -2.17

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]

2. Rotella DP..  (2012)  Recent results in protein kinase inhibition for tropical diseases.,  22  (22): [PMID:23063403] [10.1016/j.bmcl.2012.09.044]

Source

Source(1):

• Scientific Literature