4-(2-Benzylidenehydrazino)-2,3,5,6-tetrafluorobenzenesulfonamide

ID: ALA2333415

Max Phase: Preclinical

Molecular Formula: C13H9F4N3O2S

Molecular Weight: 347.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NS(=O)(=O)c1c(F)c(F)c(N/N=C/c2ccccc2)c(F)c1F

Standard InChI:  InChI=1S/C13H9F4N3O2S/c14-8-10(16)13(23(18,21)22)11(17)9(15)12(8)20-19-6-7-4-2-1-3-5-7/h1-6,20H,(H2,18,21,22)/b19-6+

Standard InChI Key:  FONSQMSMSCXXDM-KPSZGOFPSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   17.2875   -2.5630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2864   -3.3825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9944   -3.7915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7041   -3.3820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7013   -2.5594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9927   -2.1541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9902   -1.3369    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.6967   -0.9262    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1940   -1.5436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5737   -0.6232    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4074   -2.1481    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.5797   -2.1545    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.5784   -3.7905    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   19.4125   -3.7895    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   17.9942   -4.6087    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2864   -5.0171    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2862   -5.8343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5784   -6.2427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8730   -5.8327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1656   -6.2405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1650   -7.0585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8776   -7.4672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5820   -7.0571    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 22  1  0
 22 23  2  0
 23 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2333415

   ---

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: 347.29

Molecular Weight (Monoisotopic): 347.0352

AlogP: 2.34

#Rotatable Bonds: 4

Polar Surface Area: 84.55

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.29

CX Basic pKa: 2.84

CX LogP: 2.98

CX LogD: 2.23

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.39

Np Likeness Score: -1.38

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