2,3,5,6-Tetrafluoro-4-hydrazinobenzenesulfonamide

ID: ALA2333414

PubChem CID: 71584196

Max Phase: Preclinical

Molecular Formula: C6H5F4N3O2S

Molecular Weight: 259.18

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NNc1c(F)c(F)c(S(N)(=O)=O)c(F)c1F

Standard InChI:  InChI=1S/C6H5F4N3O2S/c7-1-3(9)6(16(12,14)15)4(10)2(8)5(1)13-11/h13H,11H2,(H2,12,14,15)

Standard InChI Key:  LXAQZCRVFSTIKS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 16  0  0  0  0  0  0  0  0999 V2000
   11.4393   -2.7487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4381   -3.5682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1462   -3.9772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8558   -3.5678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8530   -2.7451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1444   -2.3398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1419   -1.5226    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.8484   -1.1119    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3458   -1.7293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7255   -0.8089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5592   -2.3338    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.7315   -2.3403    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.7301   -3.9763    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.5642   -3.9752    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -4.7944    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4382   -5.2028    0.0000 N   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
M  END

Alternative Forms

1. Parent:

   

   ALA2333414

   2,3,5,6-Tetrafluoro-4-hydrazinobenzenesulfonamide

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: 259.18

Molecular Weight (Monoisotopic): 259.0039

AlogP: 0.18

#Rotatable Bonds: 2

Polar Surface Area: 98.21

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.45

CX Basic pKa: 3.90

CX LogP: 0.54

CX LogD: -0.15

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.31

Np Likeness Score: -1.21

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]

2. De Luca L, Ferro S, Damiano FM, Supuran CT, Vullo D, Chimirri A, Gitto R..  (2014)  Structure-based screening for the discovery of new carbonic anhydrase VII inhibitors.,  71  [PMID:24287559] [10.1016/j.ejmech.2013.10.071]

Source

Source(1):

• Scientific Literature