GtoPdb is requesting financial support from commercial users. Please see our sustainability page for more information.

WCF-598   Click here for help

GtoPdb Ligand ID: 14447

Synonyms: WCF598
Compound class: Synthetic organic
Comment: WCF-598 is a retinoid X receptor γ (RXRγ) PROTAC degrader [1]. It was designed to evaluate the potential of RXRγ degradation in the treatment of castration-resistant prostate cancer.
Click here for help

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.

✖

View interactive charts of activity data across species
2D Structure
Click here for help

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.

✖
Click here for structure editor
Physico-chemical Properties
Click here for help

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.

✖
Hydrogen bond acceptors 12
Hydrogen bond donors 3
Rotatable bonds 18
Topological polar surface area 157.71
Molecular weight 894.11
XLogP 8.22
No. Lipinski's rules broken 4

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
Click here for help

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/)

✖
Canonical SMILES CC1(C)CCC(C)(C)C2=CC3=C(C=C21)C(=NC4=C(C=CC(=C4)NC(=O)CCCCCCCCCCCOC5=C6CN(C7CCC(=O)NC7=O)C(=O)C6=CC=C5)N3C)C8=CC=C(C=C8)C(=O)O
Isomeric SMILES O=C(NC=1C=CC2=C(C1)N=C(C3=CC4=C(C=C3N2C)C(C)(C)CCC4(C)C)C5=CC=C(C(O)=O)C=C5)CCCCCCCCCCCOC6=CC=CC7=C6CN(C8CCC(NC8=O)=O)C7=O
InChI InChI=1S/C54H63N5O7/c1-53(2)27-28-54(3,4)41-32-45-38(31-40(41)53)49(34-19-21-35(22-20-34)52(64)65)56-42-30-36(23-24-43(42)58(45)5)55-47(60)18-13-11-9-7-6-8-10-12-14-29-66-46-17-15-16-37-39(46)33-59(51(37)63)44-25-26-48(61)57-50(44)62/h15-17,19-24,30-32,44H,6-14,18,25-29,33H2,1-5H3,(H,55,60)(H,64,65)(H,57,61,62)
InChI Key IMTNUGPKWHDPFP-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/)

For advanced searching click here to open chemical structure editor

Similar Ligands Click here for help
BY13
Click here for ligand page
Targets
nuclear receptor coactivator 3
KI-CDK9d-32
Click here for ligand page
Targets
cyclin dependent kinase 9
CBPD-409
Click here for ligand page
Targets
CREB binding lysine acetyltransferase; EP300 lysine acetyltransferase
ERD-3111
Click here for ligand page
CBPD-268
Click here for ligand page
Targets
CREB binding lysine acetyltransferase; EP300 lysine acetyltransferase; cereblon
QC-182
Click here for ligand page
PROTAC 23 [PMID: 38321747]
Click here for ligand page
Targets
Bruton tyrosine kinase
PTD10
Click here for ligand page
Targets
Bruton tyrosine kinase; cereblon
CoV Mpro CRBN PROTAC 9 [US11530195]
Click here for ligand page
Targets
CoV 3C-like (main) protease
BJG-05-039
Click here for ligand page
Targets
p21 (RAC1) activated kinase 1
SIAIS164029
Click here for ligand page
MS40
Click here for ligand page
Targets
WD repeat domain 5; cereblon
zomiradomide
Click here for ligand page
Targets
interleukin 1 receptor associated kinase 4
IRAK3 PROTAC 23
Click here for ligand page
Targets
interleukin 1 receptor associated kinase 3
compound 17 [PMID: 34176264]
Click here for ligand page
Targets
ALK receptor tyrosine kinase
DD-03-171
Click here for ligand page
Targets
Bruton tyrosine kinase