carbenoxolone   Click here for help

GtoPdb Ligand ID: 4151

PDB Ligand
Compound class: Synthetic organic
Comment: Carbenoxolone is derived from licorice root, and has a steroid-like chemical structure. Formulations used clinically typically contain carbenoxolone sodium.
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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
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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Click here for structure editor
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 7
Hydrogen bond donors 2
Rotatable bonds 6
Topological polar surface area 117.97
Molecular weight 570.36
XLogP 6.86
No. Lipinski's rules broken 1
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 O=C(OC1CCC2(C(C1(C)C)CCC1(C2C(=O)C=C2C1(C)CCC1(C2CC(C)(CC1)C(=O)O)C)C)C)CCC(=O)O
Isomeric SMILES O=C(O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2C(=O)C=C2[C@@]1(C)CC[C@@]1([C@H]2C[C@](C)(CC1)C(=O)O)C)C)C)CCC(=O)O
InChI InChI=1S/C34H50O7/c1-29(2)23-10-13-34(7)27(32(23,5)12-11-24(29)41-26(38)9-8-25(36)37)22(35)18-20-21-19-31(4,28(39)40)15-14-30(21,3)16-17-33(20,34)6/h18,21,23-24,27H,8-17,19H2,1-7H3,(H,36,37)(H,39,40)/t21-,23-,24-,27+,30+,31-,32-,33+,34+/m0/s1
InChI Key OBZHEBDUNPOCJG-WBXJDKIVSA-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
VRAC Hs Channel blocker - - - -
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Cx23 Hs Inhibitor - - - -
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Cx25 Hs Inhibitor - - - -
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Cx26 Hs Inhibitor - - - -
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Cx30 Hs Inhibitor - - - -
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Cx30.2 Hs Inhibitor - - - -
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Cx30.3 Hs Inhibitor - - - -
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Cx31 Hs Inhibitor - - - -
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Cx31.1 Hs Inhibitor - - - -
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Cx31.9 Hs Inhibitor - - - -
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Cx32 Hs Inhibitor - - - -
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Cx36 Hs Inhibitor - - - -
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Cx37 Hs Inhibitor - - - -
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Cx40 Hs Inhibitor - - - -
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Cx40.1 Hs Inhibitor - - - -
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Cx43 Hs Inhibitor - - - -
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Cx45 Hs Inhibitor - - - -
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Cx46 Hs Inhibitor - - - -
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Cx47 Hs Inhibitor - - - -
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Cx50 Hs Inhibitor - - - -
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Cx59 Hs Inhibitor - - - -
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Cx62 Hs Inhibitor - - - -
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Px1 Hs Inhibitor - - - -
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Px2 Hs Inhibitor - - - -
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Px3 Hs Inhibitor - - - -
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Ligand mentioned in the following text fields
Connexins and Pannexins comments