BAY-8002   Click here for help

GtoPdb Ligand ID: 10405

Synonyms: BAY8002
PDB Ligand
Compound class: Synthetic organic
Comment: BAY-8002 inhibits lactate transport via the monocarboxylate transporter 1 (MCT1: SLC16A1) [1]. [3H]-BAY-8002 binds to MCT1 with a Kd of 7.9 nM.
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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 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 6
Hydrogen bond donors 2
Rotatable bonds 6
Topological polar surface area 108.92
Molecular weight 415.03
XLogP 4.63
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 Clc1ccc(cc1C(=O)Nc1ccccc1C(=O)O)S(=O)(=O)c1ccccc1
Isomeric SMILES Clc1ccc(cc1C(=O)Nc1ccccc1C(=O)O)S(=O)(=O)c1ccccc1
InChI InChI=1S/C20H14ClNO5S/c21-17-11-10-14(28(26,27)13-6-2-1-3-7-13)12-16(17)19(23)22-18-9-5-4-8-15(18)20(24)25/h1-12H,(H,22,23)(H,24,25)
InChI Key CLAUJSRBKSRTGQ-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/)
Bioactivity Comments
As lactate transport is essential for cancer cell metabolism, pharmacological inhibitors of the high-affinity lactate transporter MCT1, are considered to offer potential for cancer therapy. BAY8002 is potent inhibitor of MCT1-dependent bidirectional lactate transport, however it exhibits limited antitumour efficacy in vivo [1]. BAY8002 inhibits lactate uptake in MCT2-expressing oocytes, with approximately 5-fold lower potency compared with the MCT1 isoform, but is inactive at MCT4, which is indicative of this compound being a dual MCT1/2 inhibitor.
Selectivity at transporters
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
Monocarboxylate transporter 1 Hs Inhibitor - 8.3 pKi - 1
⤷ pKi 8.3 (Ki 5.02x10-9 M) [1]
Description: Inhibition of [3H]-BAY-8002 binding to membranes prepared from human MCT1-expressing DLD-1 cells.
Monocarboxylate transporter 1 Hs Inhibitor - 9.0 pIC50 - 1
⤷ pIC50 9.0 (IC50 1x10-9 M) [1]
Description: Inhibition of lactate transport in X. laevis oocytes expressing hMCT1.
Monocarboxylate transporter 2 Hs Inhibitor - 8.3 pIC50 - 1
⤷ pIC50 8.3 (IC50 5x10-9 M) [1]
Description: Inhibition of lactate transport in X. laevis oocytes expressing hMCT2.