2,3,5,6-Tetrafluoro-4-[(2-hydroxyethyl)thio]benzenesulfonamide

ID: ALA2333416

Chembl Id: CHEMBL2333416

PubChem CID: 71584198

Max Phase: Preclinical

Molecular Formula: C8H7F4NO3S2

Molecular Weight: 305.27

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C8H7F4NO3S2/c9-3-5(11)8(18(13,15)16)6(12)4(10)7(3)17-2-1-14/h14H,1-2H2,(H2,13,15,16)

Standard InChI Key:  DKTDBVHOWVECPE-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2333416

   2,3,5,6-Tetrafluoro-4-((2-hydroxyethyl)thio)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: 305.27

Molecular Weight (Monoisotopic): 304.9803

AlogP: 0.97

#Rotatable Bonds: 4

Polar Surface Area: 80.39

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.98

CX Basic pKa: ┄

CX LogP: 0.83

CX LogD: -0.01

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.49

Np Likeness Score: -0.92

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. Dudutienė V, Matulienė J, Smirnov A, Timm DD, Zubrienė A, Baranauskienė L, Morkūnaite V, Smirnovienė J, Michailovienė V, Juozapaitienė V, Mickevičiūtė A, Kazokaitė J, Bakšytė S, Kasiliauskaitė A, Jachno J, Revuckienė J, Kišonaitė M, Pilipuitytė V, Ivanauskaitė E, Milinavičiūtė G, Smirnovas V, Petrikaitė V, Kairys V, Petrauskas V, Norvaišas P, Lingė D, Gibieža P, Capkauskaitė E, Zakšauskas A, Kazlauskas E, Manakova E, Gražulis S, Ladbury JE, Matulis D..  (2014)  Discovery and characterization of novel selective inhibitors of carbonic anhydrase IX.,  57  (22): [PMID:25358084] [10.1021/jm501003k]

3. Linkuvienė V, Talibov VO, Danielson UH, Matulis D..  (2018)  Introduction of Intrinsic Kinetics of Protein-Ligand Interactions and Their Implications for Drug Design.,  61  (6): [PMID:29466001] [10.1021/acs.jmedchem.7b01408]

Source

Source(1):

• Scientific Literature