ibudilast   Click here for help

GtoPdb Ligand ID: 7399

Synonyms: AV-411 | KC-404 | Ketas® | MN-166
Approved drug PDB Ligand Immunopharmacology Ligand
ibudilast is an approved drug
Compound class: Synthetic organic
Comment: Ibudilast is a phosphodiesterase (PDE) inhibitor antiinflammatory drug. See the Biological activity tab for affinity data across a range of PDE isozymes.
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Ligand Activity Visualisation Charts

These are box plot that provide a unique visualisation, summarising all the activity data for a ligand taken from ChEMBL and GtoPdb across multiple targets and species. Click on a plot to see the median, interquartile range, low and high data points. A value of zero indicates that no data are available. A separate chart is created for each target, and where possible the algorithm tries to merge ChEMBL and GtoPdb targets by matching them on name and UniProt accession, for each available species. However, please note that inconsistency in naming of targets may lead to data for the same target being reported across multiple charts.

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View interactive charts of activity data across species

ibudilast is commercially available from our sponsors

2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Click here for structure editor
Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the CDK toolkit. All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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Hydrogen bond acceptors 2
Hydrogen bond donors 0
Rotatable bonds 3
Topological polar surface area 34.37
Molecular weight 230.14
XLogP 2.65
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

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Canonical SMILES CC(C(=O)c1c(nn2c1cccc2)C(C)C)C
Isomeric SMILES CC(C(=O)c1c(nn2c1cccc2)C(C)C)C
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
InChI Key ZJVFLBOZORBYFE-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes
IUPAC Name Click here for help
2-methyl-1-(2-propan-2-ylpyrazolo[1,5-a]pyridin-3-yl)propan-1-one
International Nonproprietary Names Click here for help
INN number INN
6068 ibudilast
Synonyms Click here for help
AV-411 | KC-404 | Ketas® | MN-166
Database Links Click here for help
CAS Registry No. 50847-11-5
ChEMBL Ligand CHEMBL19449
DrugBank Ligand DB05266
DrugCentral Ligand 1406
GtoPdb PubChem SID 178103971
PubChem CID 3671
RCSB PDB Ligand AVL
Search Google for chemical match using the InChIKey ZJVFLBOZORBYFE-UHFFFAOYSA-N
Search Google for chemicals with the same backbone ZJVFLBOZORBYFE
Search PubMed clinical trials ibudilast
Search PubMed titles ibudilast
Search PubMed titles/abstracts ibudilast
UniChem Compound Search for chemical match using the InChIKey ZJVFLBOZORBYFE-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey ZJVFLBOZORBYFE-UHFFFAOYSA-N
Wikipedia Ibudilast

Product suppliers

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Product supplier links are provided as a service to assist in identifying commercial suppliers of reagents that are mentioned on the IUPHAR/BPS Guide to PHARMACOLOGY database website, and do not imply their endorsement by NC-IUPHAR.

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Tocris
Ibudilast (links to external site)
Cat. No. 1694