IBUDILAST

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Synonyms
Status
Molecule Category UNKNOWN
ATC R03DC04
UNII M0TTH61XC5
EPA CompTox DTXSID7049007

Structure

InChI Key ZJVFLBOZORBYFE-UHFFFAOYSA-N
Smiles CC(C)C(=O)c1c(C(C)C)nn2ccccc12
InChI
InChI=1S/C14H18N2O/c1-9(2)13-12(14(17)10(3)4)11-7-5-6-8-16(11)15-13/h5-10H,1-4H3

Physicochemical Descriptors

Property Name Value
Molecular Formula C14H18N2O
Molecular Weight 230.31
AlogP 3.3
Hydrogen Bond Acceptor 3.0
Hydrogen Bond Donor 0.0
Number of Rotational Bond 3.0
Polar Surface Area 34.37
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 17.0

Bioactivity

Mechanism of Action Action Reference
Phosphodiesterase 10A inhibitor INHIBITOR PubMed PubMed PubMed
Protein: Phosphodiesterase 5A
Description: cGMP-specific 3',5'-cyclic phosphodiesterase
Organism : Homo sapiens
O76074 ENSG00000138735
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
Protein: Phosphodiesterase 3A
Description: cGMP-inhibited 3',5'-cyclic phosphodiesterase 3A
Organism : Homo sapiens
Q14432 ENSG00000172572
Protein: Phosphodiesterase 10A
Description: cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A
Organism : Homo sapiens
Q9Y233 ENSG00000112541
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Hydrolase
- - - - 6
Enzyme Phosphodiesterase Phosphodiesterase 4 Phosphodiesterase 4A
900 54-1300 - - -
Enzyme Phosphodiesterase Phosphodiesterase 4 Phosphodiesterase 4B
- 65-5000 - - -
Enzyme Phosphodiesterase Phosphodiesterase 4 Phosphodiesterase 4C
- 239-239 - - -
Enzyme Phosphodiesterase Phosphodiesterase 4 Phosphodiesterase 4D
- 166-166 - - -
Enzyme
900 54-1300 1400 30900 6
Assay Description Organism Bioactivity Reference
Inhibitory activity of the Compound was tested against U-46619 induced contraction of guinea pig trachea at 3*10e-8 M concentration. Cavia porcellus 64.5 %
Inhibition of human PDE4D Homo sapiens 166.0 nM
Inhibition of human PDE4A Homo sapiens 54.0 nM
Inhibition of human PDE4B Homo sapiens 65.0 nM
Inhibition of human PDE4C Homo sapiens 239.0 nM
Inhibition of human FAAH at 1 uM Homo sapiens 6.03 %
Induction of SQSTM1-dependent intracellular redistribution of GFP-tagged PDE4A4 assessed as maximal accretion of enzyme into foci None 900.0 nM
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 -0.3 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 14.76 % SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 10.04 %
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 0.11 % 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 0.47 % 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 0.11 % 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 0.47 %
Inhibition of human PDE4A expressed in insect sf9 cells using [3H]-cAMP as substrate Homo sapiens 54.0 nM
Inhibition of human PDE4B expressed in insect sf9 cells using [3H]-cAMP as substrate Homo sapiens 65.0 nM
Inhibition of human PDE4C expressed in insect sf9 cells using [3H]-cAMP as substrate Homo sapiens 239.0 nM
Inhibition of human PDE4D expressed in insect sf9 cells using [3H]-cAMP as substrate Homo sapiens 166.0 nM

Cross References

Resources Reference
ChEBI 31684
ChEMBL CHEMBL19449
DrugBank DB05266
DrugCentral 1406
FDA SRS M0TTH61XC5
Human Metabolome Database HMDB0015614
Guide to Pharmacology 7399
PDB AVL
PharmGKB PA165958351
PubChem 3671
SureChEMBL SCHEMBL30390
ZINC ZINC000000004234
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