flavoxate   Click here for help

GtoPdb Ligand ID: 7187

Synonyms: Urispas® | W-61
Approved drug PDB Ligand
flavoxate is an approved drug (FDA (1970))
Compound class: Synthetic organic
Comment: Marketed formulations may contain flavoxate hydrochloride (PubChem CID 441345).
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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 4
Hydrogen bond donors 0
Rotatable bonds 6
Topological polar surface area 59.75
Molecular weight 391.18
XLogP 5.76
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 O=C(c1cccc2c1oc(c1ccccc1)c(c2=O)C)OCCN1CCCCC1
Isomeric SMILES O=C(c1cccc2c1oc(c1ccccc1)c(c2=O)C)OCCN1CCCCC1
InChI InChI=1S/C24H25NO4/c1-17-21(26)19-11-8-12-20(23(19)29-22(17)18-9-4-2-5-10-18)24(27)28-16-15-25-13-6-3-7-14-25/h2,4-5,8-12H,3,6-7,13-16H2,1H3
InChI Key SPIUTQOUKAMGCX-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 (1970))
IUPAC Name Click here for help
2-(piperidin-1-yl)ethyl 3-methyl-4-oxo-2-phenyl-4H-chromene-8-carboxylate
International Nonproprietary Names Click here for help
INN number INN
1929 flavoxate
Synonyms Click here for help
Urispas® | W-61
Database Links Click here for help
CAS Registry No. 15301-69-6
ChEMBL Ligand CHEMBL1493
DrugBank Ligand DB01148
DrugCentral Ligand 1175
GtoPdb PubChem SID 178103762
PubChem CID 3354
RCSB PDB Ligand HWL
Search Google for chemical match using the InChIKey SPIUTQOUKAMGCX-UHFFFAOYSA-N
Search Google for chemicals with the same backbone SPIUTQOUKAMGCX
Search PubMed clinical trials flavoxate
Search PubMed titles flavoxate
Search PubMed titles/abstracts flavoxate
UniChem Compound Search for chemical match using the InChIKey SPIUTQOUKAMGCX-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey SPIUTQOUKAMGCX-UHFFFAOYSA-N
Wikipedia Flavoxate