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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 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 0
Rotatable bonds 10
Topological polar surface area 104.11
Molecular weight 359.15
XLogP 3.87
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 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

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/)
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
ethyl[2-(4-nitrophenoxy)ethyl][2-(4-nitrophenyl)ethyl]amine
Database Links Click here for help
GtoPdb PubChem SID 223366177
PubChem CID 86277846
Search Google for chemical match using the InChIKey DNTKZECWRGSWKD-UHFFFAOYSA-N
Search Google for chemicals with the same backbone DNTKZECWRGSWKD
UniChem Compound Search for chemical match using the InChIKey DNTKZECWRGSWKD-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey DNTKZECWRGSWKD-UHFFFAOYSA-N