2,4,5-trichloro-N-(3-(trifluoromethyl)phenyl)benzenesulfonamide

ID: ALA1171969

PubChem CID: 306203

Max Phase: Preclinical

Molecular Formula: C13H7Cl3F3NO2S

Molecular Weight: 404.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=S(=O)(Nc1cccc(C(F)(F)F)c1)c1cc(Cl)c(Cl)cc1Cl

Standard InChI:  InChI=1S/C13H7Cl3F3NO2S/c14-9-5-11(16)12(6-10(9)15)23(21,22)20-8-3-1-2-7(4-8)13(17,18)19/h1-6,20H

Standard InChI Key:  SIFZUZIJSUIQHX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   -2.7998    1.0318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8009    0.2035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0869   -0.2098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3681    0.2040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3709    1.0354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0855    1.4477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6556    1.4484    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0597    1.0354    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.4726    1.7507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3533    0.3201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7748    0.6225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7746   -0.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4871   -0.6088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1992   -0.1949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1941    0.6300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4794    1.0357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0869   -1.0357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9145   -1.0357    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2627   -1.0357    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0869   -1.8616    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.9145   -0.6079    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.4871   -1.4347    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.4794    1.8616    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  5  6  2  0
 11 12  2  0
  6  1  1  0
 12 13  1  0
  1  2  2  0
 13 14  2  0
  5  7  1  0
 14 15  1  0
  3  4  2  0
 15 16  2  0
 16 11  1  0
  7  8  1  0
  3 17  1  0
 17 18  1  0
  8  9  2  0
 17 19  1  0
  4  5  1  0
 17 20  1  0
  8 10  2  0
 14 21  1  0
  2  3  1  0
 13 22  1  0
  8 11  1  0
 16 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1171969

   2,4,5-trichloro-N-[3-(trifluoromethyl)phenyl]benzenesulfonamide

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: 404.62

Molecular Weight (Monoisotopic): 402.9215

AlogP: 5.47

#Rotatable Bonds: 3

Polar Surface Area: 46.17

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.02

CX Basic pKa: ┄

CX LogP: 5.15

CX LogD: 4.72

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.69

Np Likeness Score: -2.00

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