etifoxine   

GtoPdb Ligand ID: 5468

Synonyms: HOE 36-801 | HOE-36801
Compound class: Synthetic organic
Comment: Etifoxine is an racemic mixture of two enantiomers, which are represented on PubChem by CID 16742574 and CID 16742573. The structure shown here does not specify stereochemistry and represents the mixture.
2D Structure

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

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 2
Topological polar surface area 33.62
Molecular weight 300.1
XLogP 5.12
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey

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=C1Nc2ccc(cc2C(O1)(C)c1ccccc1)Cl
Isomeric SMILES CCN=C1Nc2ccc(cc2C(O1)(C)c1ccccc1)Cl
InChI InChI=1S/C17H17ClN2O/c1-3-19-16-20-15-10-9-13(18)11-14(15)17(2,21-16)12-7-5-4-6-8-12/h4-11H,3H2,1-2H3,(H,19,20)
InChI Key IBYCYJFUEJQSMK-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
IUPAC Name
6-chloro-N-ethyl-4-methyl-4-phenyl-2,4-dihydro-1H-3,1-benzoxazin-2-imine
International Nonproprietary Names
INN number INN
2846 etifoxine
Synonyms
HOE 36-801 | HOE-36801
Database Links
CAS Registry No. 21715-46-8
ChEMBL Ligand CHEMBL2106227
DrugCentral Ligand 1099
GtoPdb PubChem SID 178102118
PubChem CID 30768
Search Google for chemical match using the InChIKey IBYCYJFUEJQSMK-UHFFFAOYSA-N
Search Google for chemicals with the same backbone IBYCYJFUEJQSMK
Search PubMed clinical trials etifoxine
Search PubMed titles etifoxine
Search PubMed titles/abstracts etifoxine
Search UniChem for chemical match using the InChIKey IBYCYJFUEJQSMK-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone IBYCYJFUEJQSMK
Wikipedia Etifoxine