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lomedeucitinib   Click here for help

GtoPdb Ligand ID: 13210

Synonyms: BMS-986322 | BMS986322 | example 252 [US20210253554]
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: The chemical structure for lomedeucitinib was obtained from proposed INN list 130 (Feb. 2024), in which the compound is described as a Janus kinase inhibitor with anti-inflammatory potential. This was confirmed by a structure match in PubChem. Lomedeucitinib (BMS-986322) is administered orally. Information provided on BMS' pipeline webpage and other online resources suggests that lomedeucitinib inhibits the JAK family kinase TYK2, which is a recognised driver in systemic/autoimmune immune disorders (via IL-12 and IL-23-mediated TYK2 activation).
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 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 3
Rotatable bonds 8
Topological polar surface area 149.83
Molecular weight 416.46
XLogP 1.73
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 C([2H])([2H])([2H])NC(=O)C1=C(C=C(NC(=O)[C@@H]2CC32CC3)N=N1)NC4=NC=CC=C4S(=O)(=O)C
Isomeric SMILES CS(=O)(=O)C=1C(=NC=CC1)NC2=C(N=NC(=C2)NC(=O)[C@@H]3CC34CC4)C(=O)NC([2H])([2H])[2H]
InChI InChI=1S/C18H20N6O4S/c1-19-17(26)14-11(21-15-12(29(2,27)28)4-3-7-20-15)8-13(23-24-14)22-16(25)10-9-18(10)5-6-18/h3-4,7-8,10H,5-6,9H2,1-2H3,(H,19,26)(H2,20,21,22,23,25)/t10-/m0/s1/i1D3
InChI Key VWIVBQZLVAGLMH-ASGODXDTSA-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
IUPAC Name Click here for help
4-[(3-methylsulfonylpyridin-2-yl)amino]-6-[[(2R)-spiro[2.2]pentane-2-carbonyl]amino]-N-(trideuteriomethyl)pyridazine-3-carboxamide
International Nonproprietary Names Click here for help
INN number INN
12982 lomedeucitinib
Synonyms Click here for help
BMS-986322 | BMS986322 | example 252 [US20210253554]
Database Links Click here for help
CAS Registry No. 2328068-29-5 (source: WHO INN record)
GtoPdb PubChem SID 491299992
PubChem CID 138620496
Search Google for chemical match using the InChIKey VWIVBQZLVAGLMH-ASGODXDTSA-N
Search Google for chemicals with the same backbone VWIVBQZLVAGLMH
Search PubMed clinical trials lomedeucitinib
Search PubMed titles lomedeucitinib
Search PubMed titles/abstracts lomedeucitinib
UniChem Compound Search for chemical match using the InChIKey VWIVBQZLVAGLMH-ASGODXDTSA-N
UniChem Connectivity Search for chemical match using the InChIKey VWIVBQZLVAGLMH-ASGODXDTSA-N