OD36   Click here for help

GtoPdb Ligand ID: 10406

PDB Ligand Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: OD36-induced inhibition of RIPK2 produces anti-inflammatory activity in animal models of inflammatory bowel conditions [1].
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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
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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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 4
Hydrogen bond donors 1
Rotatable bonds 0
Topological polar surface area 60.68
Molecular weight 330.09
XLogP 3.19
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 Clc1cc2OCCOCCNc3nc4c(c(c1)c2)cnn4cc3
Isomeric SMILES Clc1cc2OCCOCCNc3nc4c(c(c1)c2)cnn4cc3
InChI InChI=1S/C16H15ClN4O2/c17-12-7-11-8-13(9-12)23-6-5-22-4-2-18-15-1-3-21-16(20-15)14(11)10-19-21/h1,3,7-10H,2,4-6H2,(H,18,20)
InChI Key KTSDBMVHAKWDRK-UHFFFAOYSA-N
Bioactivity Comments
In a kinase screening panel of 366 kinases, 100 nM OD36 inhibited several kinases by >50% (RIPK2 97%, ALK2 95%, SIK2 94%, ACVR2B 90%, ACVRL1 88%, ZAK 70%, TGFBR2 68%, DDR2 59%, FYN 59%, CDK8/cyclin C 57% [1]. The inhibition profile of OD36 differs from that of gefitinib (inhibits RIPK2 by 96% at 1μM), which facilitates idenification of RIPK2-mediated effects from those caused by inhibition of off-target kinases.
Selectivity at enzymes
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
receptor interacting serine/threonine kinase 2 Hs Inhibitor Inhibition 8.3 pIC50 - 1
⤷ pIC50 8.3 (IC50 5.3x10-9 M) [1]