2-APB   Click here for help

GtoPdb Ligand ID: 2433

Synonyms: 2-aminoethoxydiphenyl borate | 2-aminoethoxydiphenylborane
PDB Ligand
Compound class: Synthetic organic
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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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View interactive charts of activity data across species

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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 2
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 35.25
Molecular weight 225.13
XLogP 3.24
No. Lipinski's rules broken 0
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 NCCOB(c1ccccc1)c1ccccc1
Isomeric SMILES NCCOB(c1ccccc1)c1ccccc1
InChI InChI=1S/C14H16BNO/c16-11-12-17-15(13-7-3-1-4-8-13)14-9-5-2-6-10-14/h1-10H,11-12,16H2
InChI Key BLZVCIGGICSWIG-UHFFFAOYSA-N
Selectivity at ion channels
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
TRPM7 Mm Activator Activation - - > 1x10-3 5
⤷ Conc range: > 1x10-3 M [5]
TRPC2 Mm Channel blocker Antagonist - - 5x10-5 7
⤷ Conc range: 5x10-5 M [7]
Voltage: -70.0 – 80.0 mV
TRPV2 Rn Activator - 5.0 pEC50 - 9-10
⤷ pEC50 5.0 (EC50 1x10-5 M) [9-10]
TRPV3 Mm Activator Full agonist 4.6 pEC50 - 2
⤷ pEC50 4.6 (EC50 2.51x10-5 M) [2]
Voltage: -80.0 – 80.0 mV
Description: Patch clamp electrophysiology
TRPV2 Mm Activator Agonist 3.8 – 3.9 pEC50 - 3-4
⤷ pEC50 3.8 – 3.9 (EC50 1.6x10-4 – 1.29x10-4 M) [3-4]
Voltage: Physiological
TRPV1 Mm Activator Agonist 3.7 – 3.9 pEC50 - 3
⤷ pEC50 3.7 – 3.9 [3]
Voltage: -40.0 mV
TRPM6 Hs Activator Agonist 3.4 – 3.7 pEC50 - 5
⤷ pEC50 3.4 – 3.7 (EC50 3.8x10-4 – 2.05x10-4 M) Potentiation [5]
Voltage: -120.0 – 100.0 mV
TRPM2 Hs Channel blocker Antagonist 6.1 pIC50 - 12
⤷ pIC50 6.1 (IC50 8.2x10-7 M) [12]
Voltage: -60.0 mV
TRPC3 Hs Channel blocker Antagonist 5.0 pIC50 - 6
⤷ pIC50 5.0 (IC50 1x10-5 M) [6]
Voltage: Physiological
TRPM8 Mm Channel blocker Antagonist 4.9 – 5.1 pIC50 - 3,8
⤷ pIC50 4.9 – 5.1 [3,8]
Voltage: 100.0 – -100.0 mV
TRPC5 Hs Channel blocker Antagonist 4.7 pIC50 - 13
⤷ pIC50 4.7 (IC50 2x10-5 M) [13]
Voltage: -80.0 mV
TRPM3 Hs Gating inhibitor Antagonist 4.0 pIC50 - 13
⤷ pIC50 4.0 [13]
TRPM7 Mm Channel blocker Inhibition 3.8 pIC50 - 5
⤷ pIC50 3.8 (IC50 1.78x10-4 M) Reversible inhibition [5]
Voltage: -100.0 – 100.0 mV
TRPC1 Hs Channel blocker Antagonist - - - 11
⤷ [11]
Voltage: -70.0 mV
TRPC4 Hs Channel blocker - - - -
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TRPC6 Hs Channel blocker - - - -
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TRPC7 Hs Channel blocker - - - -
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TRPV1 Hs Channel blocker - - - -
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TRPV6 Hs Activator Potentiation - - -
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Targets where the ligand is described in the comment field
Target Comment
TRPM7 in Transient Receptor Potential channels (TRP)
TRPM7 in ChaK subfamily
 2-APB acts as a channel blocker in the µM range. Recent study shows cAMP inhibits TRPM7-mediated Ca2+ influx [1]. Waixenicin-A specifically inhibits TRPM7 [14].
Ligand mentioned in the following text fields
Transient Receptor Potential channels (TRP) overview
Connexins and Pannexins comments