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

ID: ALA2333815

PubChem CID: 71584203

Max Phase: Preclinical

Molecular Formula: C12H7F4NO2S2

Molecular Weight: 337.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NS(=O)(=O)c1c(F)c(F)c(Sc2ccccc2)c(F)c1F

Standard InChI:  InChI=1S/C12H7F4NO2S2/c13-7-9(15)12(21(17,18)19)10(16)8(14)11(7)20-6-4-2-1-3-5-6/h1-5H,(H2,17,18,19)

Standard InChI Key:  OIDIBMYPDRHIGK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   19.7309   -8.6589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7297   -9.4784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4378   -9.8874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1474   -9.4780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1446   -8.6553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4360   -8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4335   -7.4328    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   21.1400   -7.0221    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.6374   -7.6395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0171   -6.7191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8508   -8.2440    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   19.0231   -8.2505    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   19.0217   -9.8865    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   21.8558   -9.8854    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   20.4376  -10.7046    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.7298  -11.1130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0256  -10.7012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3182  -11.1089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3176  -11.9270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0302  -12.3356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7346  -11.9255    0.0000 C   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
M  END

Alternative Forms

1. Parent:

   

   ALA2333815

   2,3,5,6-Tetrafluoro-4-(phenylthio)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: 337.32

Molecular Weight (Monoisotopic): 336.9854

AlogP: 3.04

#Rotatable Bonds: 3

Polar Surface Area: 60.16

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.94

CX Basic pKa: ┄

CX LogP: 3.34

CX LogD: 2.50

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.69

Np Likeness Score: -1.10

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