pumecitinib   Click here for help

GtoPdb Ligand ID: 12374

Synonyms: compound I [WO2022042577A1]
Compound class: Synthetic organic
Comment: This is the chemical structure for the INN pumecitinib. The structure is claimed as a Janus kinase (JAK) inhibitor in patent WO2022042577A1 [1].

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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 8
Hydrogen bond donors 2
Rotatable bonds 5
Topological polar surface area 154.96
Molecular weight 400.14
XLogP 0.21
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 N#CCC1(CN(C1)S(=O)(=O)C(C)C)n1nc(c(c1)c1ncnc2c1cc[nH]2)N
Isomeric SMILES CC(C)S(=O)(=O)N1CC(C1)(CC#N)n1cc(c(n1)N)c1c2cc[nH]c2ncn1
InChI InChI=1S/C17H20N8O2S/c1-11(2)28(26,27)24-8-17(9-24,4-5-18)25-7-13(15(19)23-25)14-12-3-6-20-16(12)22-10-21-14/h3,6-7,10-11H,4,8-9H2,1-2H3,(H2,19,23)(H,20,21,22)
InChI Key OUXYFMCMGWQWQF-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/)
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
2-[3-[3-amino-4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]-1-propan-2-ylsulfonylazetidin-3-yl]acetonitrile
International Nonproprietary Names Click here for help
INN number INN
12427 pumecitinib
Synonyms Click here for help
compound I [WO2022042577A1]
Database Links Click here for help
CAS Registry No. 2401057-12-1 (source: WHO INN record)
GtoPdb PubChem SID 479821165
PubChem CID 141761076
Search Google for chemical match using the InChIKey OUXYFMCMGWQWQF-UHFFFAOYSA-N
Search Google for chemicals with the same backbone OUXYFMCMGWQWQF
Search PubMed clinical trials pumecitinib
Search PubMed titles pumecitinib
Search PubMed titles/abstracts pumecitinib
UniChem Compound Search for chemical match using the InChIKey OUXYFMCMGWQWQF-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey OUXYFMCMGWQWQF-UHFFFAOYSA-N

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MedChemExpress
Pumecitinib (links to external site)
Cat. No. HY-148791