fesoterodine   Click here for help

GtoPdb Ligand ID: 7473

Synonyms: SPM-8272 | SPM-907 | Toviaz®
Approved drug
fesoterodine is an approved drug (EMA (2007), FDA (2008))
Compound class: Synthetic organic
Comment: The marketed formulation contains the fumarate compound (PubChem CID 9849808). Fesoterodine is an antimuscarinic prodrug, with the active metabolite being 5-hydroxymethyl tolterodine (5-HMT, PubChem CID 9819382).
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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 3
Hydrogen bond donors 1
Rotatable bonds 11
Topological polar surface area 49.77
Molecular weight 411.28
XLogP 5.07
No. Lipinski's rules broken 2

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 OCc1ccc(c(c1)C(c1ccccc1)CCN(C(C)C)C(C)C)OC(=O)C(C)C
Isomeric SMILES OCc1ccc(c(c1)[C@@H](c1ccccc1)CCN(C(C)C)C(C)C)OC(=O)C(C)C
InChI InChI=1S/C26H37NO3/c1-18(2)26(29)30-25-13-12-21(17-28)16-24(25)23(22-10-8-7-9-11-22)14-15-27(19(3)4)20(5)6/h7-13,16,18-20,23,28H,14-15,17H2,1-6H3/t23-/m1/s1
InChI Key DCCSDBARQIPTGU-HSZRJFAPSA-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. EMA (2007)  |  FDA (2008)
IUPAC Name Click here for help
[2-[(1R)-3-(di(propan-2-yl)amino)-1-phenylpropyl]-4-(hydroxymethyl)phenyl] 2-methylpropanoate
International Nonproprietary Names Click here for help
INN number INN
8068 fesoterodine
Synonyms Click here for help
SPM-8272 | SPM-907 | Toviaz®
Database Links Click here for help
CAS Registry No. 286930-03-8
ChEMBL Ligand CHEMBL1201764
DrugBank Ligand DB06702
DrugCentral Ligand 4191, 4191
GtoPdb PubChem SID 187051776
PubChem CID 6918558
Search Google for chemical match using the InChIKey DCCSDBARQIPTGU-HSZRJFAPSA-N
Search Google for chemicals with the same backbone DCCSDBARQIPTGU
Search PubMed clinical trials fesoterodine
Search PubMed titles fesoterodine
Search PubMed titles/abstracts fesoterodine
UniChem Compound Search for chemical match using the InChIKey DCCSDBARQIPTGU-HSZRJFAPSA-N
UniChem Connectivity Search for chemical match using the InChIKey DCCSDBARQIPTGU-HSZRJFAPSA-N
Wikipedia Fesoterodine

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MedChemExpress
Fesoterodine (links to external site)
Cat. No. HY-70053