florbetaben   Click here for help

GtoPdb Ligand ID: 7769

Synonyms: [18F]BAY 94-9172 [1] | AV-1 [2] | BAY 94-9172 [2] | Neuraceq®
Approved drug  Ligand is labelled  Ligand is radioactive
florbetaben is an approved drug (EMA & FDA (2014))
Compound class: Synthetic organic
Comment: Florbetaben F18 is the third PET (positron-emission tomography) reagent approved to identify amyloid-β (Aβ) as a diagnostic biomarker in the brains of patients with Alzheimer's disease (AD) [1]. Flutemetamol and florbetapir are the two other PET reagents approved for Aβ detection. These diagnostic tools allow direct and non-invasive in vivo visualisation and quantification of Aβ.
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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Click here for structure editor
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 12
Topological polar surface area 39.72
Molecular weight 359.19
XLogP 4.46
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 FCCOCCOCCOc1ccc(cc1)C=Cc1ccc(cc1)NC
Isomeric SMILES [18F]CCOCCOCCOc1ccc(cc1)/C=C/c1ccc(cc1)NC
InChI InChI=1S/C21H26FNO3/c1-23-20-8-4-18(5-9-20)2-3-19-6-10-21(11-7-19)26-17-16-25-15-14-24-13-12-22/h2-11,23H,12-17H2,1H3/b3-2+/i22-1
InChI Key NCWZOASIUQVOFA-FWZJPQCDSA-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 (2014)  |  FDA (2014)
IUPAC Name Click here for help
4-[(E)-2-[4-[2-[2-(2-fluoranylethoxy)ethoxy]ethoxy]phenyl]ethenyl]-N-methylaniline
International Nonproprietary Names Click here for help
INN number INN
9184 florbetaben (18F)
Synonyms Click here for help
[18F]BAY 94-9172 [1] | AV-1 [2] | BAY 94-9172 [2] | Neuraceq®
Database Links Click here for help
CAS Registry No. 902143-01-5 (source: Scifinder)
DrugCentral Ligand 4818
GtoPdb PubChem SID 223366102
PubChem CID 11501341
Search Google for chemical match using the InChIKey NCWZOASIUQVOFA-FWZJPQCDSA-N
Search Google for chemicals with the same backbone NCWZOASIUQVOFA
Search PubMed clinical trials florbetaben
Search PubMed titles florbetaben
Search PubMed titles/abstracts florbetaben
UniChem Compound Search for chemical match using the InChIKey NCWZOASIUQVOFA-FWZJPQCDSA-N
UniChem Connectivity Search for chemical match using the InChIKey NCWZOASIUQVOFA-FWZJPQCDSA-N
Wikipedia Florbetaben_(18F)