2,5-dichloro-N-(4-(trifluoromethyl)phenyl)-4,5-dihydrothiophene-3-sulfonamide

ID: ALA1170930

PubChem CID: 49798508

Max Phase: Preclinical

Molecular Formula: C11H8Cl2F3NO2S2

Molecular Weight: 378.22

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=S(=O)(Nc1ccc(C(F)(F)F)cc1)C1=C(Cl)SC(Cl)C1

Standard InChI:  InChI=1S/C11H8Cl2F3NO2S2/c12-9-5-8(10(13)20-9)21(18,19)17-7-3-1-6(2-4-7)11(14,15)16/h1-4,9,17H,5H2

Standard InChI Key:  CLJQMGRQVHTYJL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   -2.1258    0.6229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1346   -0.2016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4209   -0.6224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7014   -0.2143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6959    0.6119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4108    1.0308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0156    1.0228    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7303    0.6101    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.1435    1.3260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3183   -0.1032    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4447    0.1976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5271   -0.6206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3298   -0.7941    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.7428   -0.0842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1954    0.5277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5637   -0.0006    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.9121   -1.1707    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.8490   -0.6141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2632    0.1032    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4382   -1.3260    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5637   -1.0269    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  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  1  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
 18 19  1  0
  4  5  1  0
 18 20  1  0
  8 10  2  0
 18 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1170930

   2,5-dichloro-N-(4-(trifluoromethyl)phenyl)-4,5-dihydrothiophene-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: 378.22

Molecular Weight (Monoisotopic): 376.9326

AlogP: 4.56

#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: 8.66

CX Basic pKa: ┄

CX LogP: 4.10

CX LogD: 4.08

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.79

Np Likeness Score: -1.25

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