DS2   Click here for help

GtoPdb Ligand ID: 4184

Synonyms: delta selective compound 2 [1]
Compound class: Synthetic organic
Comment: DS2 is a selective agonist of δ2-containing GABAA receptors [1].

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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 3
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 74.64
Molecular weight 353.04
XLogP 4.98
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 Clc1ccc(cc1)C(=O)Nc1c(nc2n1cccc2)c1cccs1
Isomeric SMILES Clc1ccc(cc1)C(=O)Nc1c(nc2n1cccc2)c1cccs1
InChI InChI=1S/C18H12ClN3OS/c19-13-8-6-12(7-9-13)18(23)21-17-16(14-4-3-11-24-14)20-15-5-1-2-10-22(15)17/h1-11H,(H,21,23)
InChI Key AZKMWHRDICVYEI-UHFFFAOYSA-N
References
1. Jensen ML, Wafford KA, Brown AR, Belelli D, Lambert JJ, Mirza NR. (2013)
A study of subunit selectivity, mechanism and site of action of the delta selective compound 2 (DS2) at human recombinant and rodent native GABA(A) receptors.
Br J Pharmacol, 168 (5): 1118-32. [PMID:23061935]
2. Sieghart W, Savić MM. (2018)
International Union of Basic and Clinical Pharmacology. CVI: GABAA Receptor Subtype- and Function-selective Ligands: Key Issues in Translation to Humans.
Pharmacol Rev, 70 (4): 836-878. [PMID:30275042]