TYK2 inhibitor 18 [WO2023227946]   Click here for help

GtoPdb Ligand ID: 13429

Synonyms: Cpd No. 18 [WO2023227946A1]
Compound class: Synthetic organic
Comment: This compound is a preferred embodiment in a Sudo Biosciences patent that claims TYK2 inhibitors and their use [1]. TYK2 is a Janus kinase in the same tyrosine kinases subfamily as JAKs 1, 2 and 3. TYK2 is an important mediator of cytokine signalling pathways with proven impact across a range of immune-mediated inflammatory disorders.

Sudo Biosciences' lead TYK2 inhibitor is a brain-penetrant orally bioavailable compound named SUDO-550, but its structure has not yet been disclosed (June 2024). SUDO-550 is stated to selectively target TYK2's JH2 pseudokinase domain, in a mechanism akin to deucravacitinib. It is initially being proposed for the treament of multiple sclerosis and other inflammatory neurodegenerative diseases. Sudo's pipeline also includes a TYK2 inhibitor (SUDO-286) for topical application that is intended as a psoriasis anti-inflammatory.
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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 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 10
Hydrogen bond donors 2
Rotatable bonds 7
Topological polar surface area 114.12
Molecular weight 446.51
XLogP 1.72
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 CCC(=O)C1=C(C=C(N=C1)NC(=O)C2CC2)NC3=C4C(=CC=N3)C5=NN(C)N=C5[C@H](C)N4C([2H])([2H])[2H]
Isomeric SMILES [2H]C([2H])([2H])N1[C@@H](C)C2=NN(C)N=C2C3=C1C(NC4=C(C=NC(NC(=O)C5CC5)=C4)C(=O)CC)=NC=C3
InChI InChI=1S/C23H26N8O2/c1-5-17(32)15-11-25-18(27-23(33)13-6-7-13)10-16(15)26-22-21-14(8-9-24-22)20-19(12(2)30(21)3)28-31(4)29-20/h8-13H,5-7H2,1-4H3,(H2,24,25,26,27,33)/t12-/m0/s1/i3D3
InChI Key DCIRJCDOGCAJNJ-OGWVHELISA-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/)
Classification Click here for help
Compound class Synthetic organic
Synonyms Click here for help
Cpd No. 18 [WO2023227946A1]
Database Links Click here for help
GtoPdb PubChem SID 496703399
PubChem CID 171663354
Search Google for chemical match using the InChIKey DCIRJCDOGCAJNJ-OGWVHELISA-N
Search Google for chemicals with the same backbone DCIRJCDOGCAJNJ
UniChem Compound Search for chemical match using the InChIKey DCIRJCDOGCAJNJ-OGWVHELISA-N
UniChem Connectivity Search for chemical match using the InChIKey DCIRJCDOGCAJNJ-OGWVHELISA-N