{[4-(Aminosulfonyl)-2,3,5,6-tetrafluorophenyl]thio}acetic acid

ID: ALA2333419

PubChem CID: 71584200

Max Phase: Preclinical

Molecular Formula: C8H5F4NO4S2

Molecular Weight: 319.26

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C8H5F4NO4S2/c9-3-5(11)8(19(13,16)17)6(12)4(10)7(3)18-1-2(14)15/h1H2,(H,14,15)(H2,13,16,17)

Standard InChI Key:  GIYUNGDCOATLAT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 19  0  0  0  0  0  0  0  0999 V2000
    1.6330   -8.7827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6318   -9.6022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3399  -10.0112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0495   -9.6018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0467   -8.7791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3381   -8.3738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3356   -7.5567    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.0421   -7.1459    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -7.7633    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9192   -6.8429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7529   -8.3678    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.9252   -8.3743    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.9238  -10.0103    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.7579  -10.0093    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.3397  -10.8284    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.6319  -11.2368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6317  -12.0540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9238  -12.4624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3393  -12.4628    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  1  0
 17 18  1  0
 17 19  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2333419

   2-(2,3,5,6-Tetrafluoro-4-sulfamoylphenyl)sulfanylacetic acid

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: 319.26

Molecular Weight (Monoisotopic): 318.9596

AlogP: 1.07

#Rotatable Bonds: 4

Polar Surface Area: 97.46

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.47

CX Basic pKa: ┄

CX LogP: 0.94

CX LogD: -3.40

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.49

Np Likeness Score: -0.99

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