trichloroethanol   Click here for help

GtoPdb Ligand ID: 2293

PDB Ligand
Compound class: Synthetic organic

trichloroethanol is commercially available from our sponsors

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 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

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 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

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/)
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]