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AJ-292   Click here for help

GtoPdb Ligand ID: 14267

Synonyms: AJ-292/40930647 | AJ292 | compound D11 [PMID: 41191481] [1]
Compound class: Synthetic organic
Comment: This compound was found to inhibit the force-induced activation of G protein signalling via the adhesion class GPCR ADGRL2 (formerly known as LPHN2 or latrophilin 2) [1-2]. The source of D11 (AJ-292/40930647) in [2] is the compound repository https://www.specs.net, although the specific structure for 40930647 was no longer available in June 2026. The chemical structure shown here was copied from supplementary Figure S3/E in [2].
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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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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 Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). 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 7
Hydrogen bond donors 2
Rotatable bonds 7
Topological polar surface area 114.32
Molecular weight 487.88
XLogP 1.89
No. Lipinski's rules broken 0

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
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.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

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Canonical SMILES COC1=CC=C(C(=C1)N=C2NC(=O)CC(C(=O)NC3=CC(=CC=C3Cl)C(F)(F)F)S2)OC
Isomeric SMILES COC1=CC(=C(C=C1)OC)N=C2NC(=O)CC(S2)C(=O)NC3=C(C=CC(=C3)C(F)(F)F)Cl
InChI InChI=1S/C20H17ClF3N3O4S/c1-30-11-4-6-15(31-2)14(8-11)26-19-27-17(28)9-16(32-19)18(29)25-13-7-10(20(22,23)24)3-5-12(13)21/h3-8,16H,9H2,1-2H3,(H,25,29)(H,26,27,28)
InChI Key VUBCAJZSPQJUIG-UHFFFAOYSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
Selectivity at GPCRs
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
ADGRL2 Hs Antagonist Antagonist 7.7 pKi - 1
⤷ pKi 7.7 (Ki 2.11x10-8 M) [1]
Description: Binding affinity determined in HEK293 cells transfected with ADGRL2-Nluc, competitively displacing FITC-conjugated Stachel sequence peptide
ADGRL2 Hs Antagonist Antagonist 7.7 pIC50 - 1
⤷ pIC50 7.7 (IC50 2.08x10-8 M) [1]
Description: Measuring antagonism of force-induced ADGRL2 Gs activation (cAMP accumulation) in ADGRL2-overexpressing HEK293 cells