LUF6200   Click here for help

GtoPdb Ligand ID: 7847

Compound class: Synthetic organic
Comment: The chemical structure shown here was drawn from [1]. LUF6200 acts as an inhibitory allosteric modulator of the human ether-à-go-go (hERG) K+ channel, with respect to astemizole and dofetilide, but displays positive co-operativity with K+ ions [1].
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 1
Hydrogen bond donors 0
Rotatable bonds 10
Topological polar surface area 104.11
Molecular weight 359.15
XLogP 3.87
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 CCN(CCc1ccc(cc1)N(=O)=O)CCOc1ccc(cc1)N(=O)=O
Isomeric SMILES CCN(CCc1ccc(cc1)N(=O)=O)CCOc1ccc(cc1)N(=O)=O
InChI InChI=1S/C18H21N3O5/c1-2-19(12-11-15-3-5-16(6-4-15)20(22)23)13-14-26-18-9-7-17(8-10-18)21(24)25/h3-10H,2,11-14H2,1H3
InChI Key DNTKZECWRGSWKD-UHFFFAOYSA-N
References
1. Yu Z, Klaasse E, Heitman LH, Ijzerman AP. (2014)
Allosteric modulators of the hERG K(+) channel: radioligand binding assays reveal allosteric characteristics of dofetilide analogs.
Toxicol Appl Pharmacol, 274 (1): 78-86. [PMID:24200993]