2,3,5,6-Tetrafluoro-4-(phenylsulfonyl)-benzenesulfonamide

ID: ALA2333816

PubChem CID: 71584326

Max Phase: Preclinical

Molecular Formula: C12H7F4NO4S2

Molecular Weight: 369.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NS(=O)(=O)c1c(F)c(F)c(S(=O)(=O)c2ccccc2)c(F)c1F

Standard InChI:  InChI=1S/C12H7F4NO4S2/c13-7-9(15)12(23(17,20)21)10(16)8(14)11(7)22(18,19)6-4-2-1-3-5-6/h1-5H,(H2,17,20,21)

Standard InChI Key:  FBNVGSUZKKTWEQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   25.6988   -8.3246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6977   -9.1441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4057   -9.5531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1154   -9.1436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1126   -8.3210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4039   -7.9157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4015   -7.0985    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   27.1080   -6.6878    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.6053   -7.3052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.9850   -6.3848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.8187   -7.9097    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   24.9910   -7.9162    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   24.9897   -9.5522    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   27.8237   -9.5511    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   26.4055  -10.3703    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   25.6977  -10.7787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9935  -10.3669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2862  -10.7746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2856  -11.5927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9982  -12.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7026  -11.5912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1902  -10.1530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.9797  -10.9454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  7 10  2  0
  5 11  1  0
  1 12  1  0
  2 13  1  0
  4 14  1  0
  3 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 15 22  2  0
 15 23  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2333816

   2,3,5,6-Tetrafluoro-4-(phenylsulfonyl)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: 369.32

Molecular Weight (Monoisotopic): 368.9753

AlogP: 1.72

#Rotatable Bonds: 3

Polar Surface Area: 94.30

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.52

CX Basic pKa: ┄

CX LogP: 2.10

CX LogD: 1.20

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.66

Np Likeness Score: -1.11

References

1. Dudutienė V, Zubrienė A, Smirnov A, Gylytė J, Timm D, Manakova E, Gražulis S, Matulis D..  (2013)  4-Substituted-2,3,5,6-tetrafluorobenzenesulfonamides as inhibitors of carbonic anhydrases I, II, VII, XII, and XIII.,  21  (7): [PMID:23394791] [10.1016/j.bmc.2013.01.008]

Source

Source(1):

• Scientific Literature