trichloroethanol   Click here for help

GtoPdb Ligand ID: 2293

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
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 1
Hydrogen bond donors 1
Rotatable bonds 1
Topological polar surface area 20.23
Molecular weight 147.92
XLogP 1.34
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 OCC(Cl)(Cl)Cl
Isomeric SMILES OCC(Cl)(Cl)Cl
InChI InChI=1S/C2H3Cl3O/c3-2(4,5)1-6/h6H,1H2
InChI Key KPWDGTGXUYRARH-UHFFFAOYSA-N
References
1. Downie DL, Hope AG, Belelli D, Lambert JJ, Peters JA, Bentley KR, Steward LJ, Chen CY, Barnes NM. (1995)
The interaction of trichloroethanol with murine recombinant 5-HT3 receptors.
Br J Pharmacol, 114 (8): 1641-51. [PMID:7541281]
2. Hayrapetyan V, Jenschke M, Dillon GH, Machu TK. (2005)
Co-expression of the 5-HT(3B) subunit with the 5-HT(3A) receptor reduces alcohol sensitivity.
Brain Res Mol Brain Res, 142 (2): 146-50. [PMID:16257471]
3. Hu XQ, Hayrapetyan V, Gadhiya JJ, Rhubottom HE, Lovinger DM, Machu TK. (2006)
Mutations of L293 in transmembrane two of the mouse 5-hydroxytryptamine3A receptor alter gating and alcohol modulatory actions.
Br J Pharmacol, 148 (1): 88-101. [PMID:16520747]
4. Hu XQ, Peoples RW. (2008)
Arginine 246 of the pretransmembrane domain 1 region alters 2,2,2-trichloroethanol action in the 5-hydroxytryptamine3A receptor.
J Pharmacol Exp Ther, 324 (3): 1011-8. [PMID:18094321]
5. Zhou Q, Verdoorn TA, Lovinger DM. (1998)
Alcohols potentiate the function of 5-HT3 receptor-channels on NCB-20 neuroblastoma cells by favouring and stabilizing the open channel state.
J Physiol (Lond.), 507 ( Pt 2): 335-52. [PMID:9518697]