SJ988497   Click here for help

GtoPdb Ligand ID: 12310

Synonyms: compound 7 [PMID: 34110416] | SJ-988497
Compound class: Synthetic organic
Comment: SJ988497 is a PROTAC class degrader that targets Janus kinase 2 (JAK2) protein for proteosomal degradation [1]. It was designed for potential to treat cytokine receptor-like factor 2 (CRLF2)-rearranged acute lymphoblastic leukemia (ALL), based on evidence that overexpression of CRLF2 promotes activation of the JAK-STAT pathway in this form of ALL. The JAK2 binding moiety of SJ988497 is based on the portion of the JAK inhibitor baricitinib that interacts with the JAK2 tyrosine kinase domain. It ligates the target protein with the cereblon (CRBN) E3 ubiquitin ligase to induce ubiquitin-mediated proteosomal degradation.
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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 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 13
Hydrogen bond donors 5
Rotatable bonds 14
Topological polar surface area 196.1
Molecular weight 688.29
XLogP 3.67
No. Lipinski's rules broken 2
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 CCCn1ncc(c1)c1nc(Nc2ccc(cc2)C(=O)NCCCCNc2cccc3c2C(=O)N(C3=O)C2CCC(=O)NC2=O)nc2c1cc[nH]2
Isomeric SMILES CCCn1cc(cn1)c1c2cc[nH]c2nc(n1)Nc1ccc(cc1)C(=O)NCCCCNc1cccc2c1C(=O)N(C2=O)C1CCC(=O)NC1=O
InChI InChI=1S/C36H36N10O5/c1-2-18-45-20-22(19-40-45)30-25-14-17-38-31(25)44-36(43-30)41-23-10-8-21(9-11-23)32(48)39-16-4-3-15-37-26-7-5-6-24-29(26)35(51)46(34(24)50)27-12-13-28(47)42-33(27)49/h5-11,14,17,19-20,27,37H,2-4,12-13,15-16,18H2,1H3,(H,39,48)(H,42,47,49)(H2,38,41,43,44)
InChI Key MPFPDTOOHBZQJD-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Ligand families/groups PROTACs, molecular glues and other degraders
IUPAC Name Click here for help
N-[4-[[2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindol-4-yl]amino]butyl]-4-[[4-(1-propylpyrazol-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-2-yl]amino]benzamide
Synonyms Click here for help
compound 7 [PMID: 34110416] | SJ-988497
Database Links Click here for help
GtoPdb PubChem SID 479821101
PubChem CID 155599193
Search Google for chemical match using the InChIKey MPFPDTOOHBZQJD-UHFFFAOYSA-N
Search Google for chemicals with the same backbone MPFPDTOOHBZQJD
UniChem Compound Search for chemical match using the InChIKey MPFPDTOOHBZQJD-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey MPFPDTOOHBZQJD-UHFFFAOYSA-N