compound XVI [PMID: 38863440]   Click here for help

GtoPdb Ligand ID: 13423

Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Compound XVI is a CXCR4 antagonist [1]. It was identified using an AI-assisted reinforcement learning model that was designed to find small molecules that can be efficiently synthesised as a method to aid drug discovery.
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 5
Hydrogen bond donors 0
Rotatable bonds 4
Topological polar surface area 36.02
Molecular weight 339.43
XLogP 1.93
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
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 C1=CC=C(C=C1)N2CCC(CC2)N3CCN(CC3)C(=O)C4=CC=CO4
Isomeric SMILES O=C(N1CCN(CC1)C2CCN(CC2)C3=CC=CC=C3)C4=CC=CO4
InChI InChI=1S/C20H25N3O2/c24-20(19-7-4-16-25-19)23-14-12-22(13-15-23)18-8-10-21(11-9-18)17-5-2-1-3-6-17/h1-7,16,18H,8-15H2
InChI Key KVMLSNMTOXSTIK-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
furan-2-yl-[4-(1-phenylpiperidin-4-yl)piperazin-1-yl]methanone
Database Links Click here for help
Specialist databases
GPCRdb Ligand compound XVI [PMID: 38863440]
Other databases
GtoPdb PubChem SID 496703393
PubChem CID 171061356
Search Google for chemical match using the InChIKey KVMLSNMTOXSTIK-UHFFFAOYSA-N
Search Google for chemicals with the same backbone KVMLSNMTOXSTIK
UniChem Compound Search for chemical match using the InChIKey KVMLSNMTOXSTIK-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey KVMLSNMTOXSTIK-UHFFFAOYSA-N