difenoxin   Click here for help

GtoPdb Ligand ID: 7592

Synonyms: difenoxin hydrochloride | MCN-JR-15,403-11 | Motofen® | R-15403
Approved drug
difenoxin is an approved drug (FDA (1978))
Compound class: Synthetic organic
Comment: Difenoxin is an active metabolite of diphenoxylate.
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 4
Hydrogen bond donors 1
Rotatable bonds 7
Topological polar surface area 64.33
Molecular weight 424.22
XLogP 5.55
No. Lipinski's rules broken 1

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 N#CC(c1ccccc1)(c1ccccc1)CCN1CCC(CC1)(C(=O)O)c1ccccc1
Isomeric SMILES N#CC(c1ccccc1)(c1ccccc1)CCN1CCC(CC1)(C(=O)O)c1ccccc1
InChI InChI=1S/C28H28N2O2/c29-22-28(24-12-6-2-7-13-24,25-14-8-3-9-15-25)18-21-30-19-16-27(17-20-30,26(31)32)23-10-4-1-5-11-23/h1-15H,16-21H2,(H,31,32)
InChI Key UFIVBRCCIRTJTN-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 (1978))
Approved drug? Yes. FDA (1978)
IUPAC Name Click here for help
1-[3-cyano-3,3-di(phenyl)propyl]-4-phenylpiperidine-4-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
2903 difenoxin
Synonyms Click here for help
difenoxin hydrochloride | MCN-JR-15,403-11 | Motofen® | R-15403
Database Links Click here for help
CAS Registry No. 28782-42-5
ChEMBL Ligand CHEMBL1201321
DrugBank Ligand DB01501
DrugCentral Ligand 878
GtoPdb PubChem SID 223365927
PubChem CID 34328
Search Google for chemical match using the InChIKey UFIVBRCCIRTJTN-UHFFFAOYSA-N
Search Google for chemicals with the same backbone UFIVBRCCIRTJTN
Search PubMed clinical trials difenoxin
Search PubMed titles difenoxin
Search PubMed titles/abstracts difenoxin
UniChem Compound Search for chemical match using the InChIKey UFIVBRCCIRTJTN-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey UFIVBRCCIRTJTN-UHFFFAOYSA-N
Wikipedia Difenoxin