Synonyms
Status
Molecule Category UNKNOWN
UNII 67GXQ6WCC6

Structure

InChI Key OKFDRAHPFKMAJH-UHFFFAOYSA-N
Smiles CS(=O)(=O)Nc1ccc2oc3c(OC(F)F)ccc(C(=O)Nc4c(Cl)cncc4Cl)c3c2c1
InChI
InChI=1S/C20H13Cl2F2N3O5S/c1-33(29,30)27-9-2-4-14-11(6-9)16-10(3-5-15(18(16)31-14)32-20(23)24)19(28)26-17-12(21)7-25-8-13(17)22/h2-8,20,27H,1H3,(H,25,26,28)

Physicochemical Descriptors

Property Name Value
Molecular Formula C20H13Cl2F2N3O5S
Molecular Weight 516.31
AlogP 5.51
Hydrogen Bond Acceptor 6.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 6.0
Polar Surface Area 110.53
Molecular species NEUTRAL
Aromatic Rings 4.0
Heavy Atoms 33.0

Bioactivity

Mechanism of Action Action Reference
Phosphodiesterase 4 inhibitor INHIBITOR PubMed
Protein: Phosphodiesterase 4

Description: cAMP-specific 3',5'-cyclic phosphodiesterase 4A

Organism : Homo sapiens

P27815 ENSG00000065989
Protein: Phosphodiesterase 4

Description: cAMP-specific 3',5'-cyclic phosphodiesterase 4B

Organism : Homo sapiens

Q07343 ENSG00000184588
Protein: Phosphodiesterase 4

Description: cAMP-specific 3',5'-cyclic phosphodiesterase 4C

Organism : Homo sapiens

Q08493 ENSG00000105650
Protein: Phosphodiesterase 4

Description: cAMP-specific 3',5'-cyclic phosphodiesterase 4D

Organism : Homo sapiens

Q08499 ENSG00000113448
Assay Description Organism Bioactivity Reference
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of Caco-2 cells at 10 uM after 48 hours by high content imaging Homo sapiens -4.26 %
Inhibition of human PDE4D catalytic domain using [3H]-cAMP or [3H]-cGMP incubated for 30 mins by scintillation counting method Homo sapiens 166.0 nM
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 10.13 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus 0.29 % Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus 0.29 %
Antiinflammatory activity in Swiss albino mouse model of LPS-induced sepsis assessed as reduction in TNFalpha production at 10 mg/kg, po administered 30 mins before LPS stimulation and measured after 90 min by ELISA relative to control Mus musculus 72.5 %
Antiinflammatory activity in Swiss albino mouse model of LPS-induced sepsis assessed as reduction in TNFalpha production at 1 mg/kg, po administered 30 mins before LPS stimulation and measured after 90 min by ELISA relative to control Mus musculus 53.9 %

Related Entries

Cross References

Resources Reference
ChEMBL CHEMBL4297520
DrugBank DB12375
FDA SRS 67GXQ6WCC6
PubChem 11387409
SureChEMBL SCHEMBL220245
ZINC ZINC000072266998