orphenadrine   Click here for help

GtoPdb Ligand ID: 7251

Synonyms: Invagesic®
Approved drug
orphenadrine is an approved drug (FDA (1957))
Compound class: Synthetic organic
Comment: Orphenadrine is a muscle relaxant.
Marketed formulations contain the citrate salt (PubChem CID 83823) or the hydrochloride (PubChem CID 9568)..
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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 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 2
Hydrogen bond donors 0
Rotatable bonds 6
Topological polar surface area 12.47
Molecular weight 269.18
XLogP 3.6
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 CN(CCOC(c1ccccc1C)c1ccccc1)C
Isomeric SMILES CN(CCOC(c1ccccc1C)c1ccccc1)C
InChI InChI=1S/C18H23NO/c1-15-9-7-8-12-17(15)18(20-14-13-19(2)3)16-10-5-4-6-11-16/h4-12,18H,13-14H2,1-3H3
InChI Key QVYRGXJJSLMXQH-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
Approved drug? Yes. FDA (1957)
IUPAC Name Click here for help
dimethyl({2-[(2-methylphenyl)(phenyl)methoxy]ethyl})amine
International Nonproprietary Names Click here for help
INN number INN
658 orphenadrine
Synonyms Click here for help
Invagesic®
Database Links Click here for help
BitterDB Ligand 130
CAS Registry No. 83-98-7
ChEMBL Ligand CHEMBL900
DrugBank Ligand DB01173
DrugCentral Ligand 1999
GtoPdb PubChem SID 178103825
PubChem CID 4601
Search Google for chemical match using the InChIKey QVYRGXJJSLMXQH-UHFFFAOYSA-N
Search Google for chemicals with the same backbone QVYRGXJJSLMXQH
Search PubMed clinical trials orphenadrine
Search PubMed titles orphenadrine
Search PubMed titles/abstracts orphenadrine
UniChem Compound Search for chemical match using the InChIKey QVYRGXJJSLMXQH-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey QVYRGXJJSLMXQH-UHFFFAOYSA-N
Wikipedia Orphenadrine

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MedChemExpress
Orphenadrine (links to external site)
Cat. No. HY-157959