flutemetamol   Click here for help

GtoPdb Ligand ID: 7342

Synonyms: 18F-flutemetamol | [18F]flutemetamol | flutemetamol F18
Approved drug  Ligand is labelled  Ligand is radioactive
flutemetamol is an approved drug (FDA (2013), EMA (2014))
Compound class: Synthetic organic
Comment: Flutemetamol F-18 (Vizamyl GE Healthcare) is a positron emission tomography (PET) radiotracer approved in 2013 that binds to amyloid plaques in Alzheimer's disease neurodegeneration. However imaging agents have been granted only narrow approval since they can not be used to definitively diagnose Alzheimer's disease or to gauge treatment effectiveness, only to support other diagnostic criteria [2].
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 CDK toolkit. 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 2
Rotatable bonds 2
Topological polar surface area 73.39
Molecular weight 274.06
XLogP 2.9
No. Lipinski's rules broken 0
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.

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Canonical SMILES CNc1ccc(cc1F)c1nc2c(s1)cc(cc2)O
Isomeric SMILES CNc1ccc(cc1[18F])c1nc2c(s1)cc(cc2)O
InChI InChI=1S/C14H11FN2OS/c1-16-11-4-2-8(6-10(11)15)14-17-12-5-3-9(18)7-13(12)19-14/h2-7,16,18H,1H3/i15-1
InChI Key VVECGOCJFKTUAX-HUYCHCPVSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2013), EMA (2014))
IUPAC Name Click here for help
2-[3-(18F)fluoro-4-(methylamino)phenyl]-1,3-benzothiazol-6-ol
International Nonproprietary Names Click here for help
INN number INN
9169 flutemetamol (18F)
Synonyms Click here for help
18F-flutemetamol | [18F]flutemetamol | flutemetamol F18
Database Links Click here for help
CAS Registry No. 765922-62-1 (source: SciFinder)
ChEMBL Ligand CHEMBL2042122
DrugCentral Ligand 4301
GtoPdb PubChem SID 178103914
PubChem CID 15950376
Search Google for chemical match using the InChIKey VVECGOCJFKTUAX-HUYCHCPVSA-N
Search Google for chemicals with the same backbone VVECGOCJFKTUAX
Search PubMed clinical trials flutemetamol
Search PubMed titles flutemetamol
Search PubMed titles/abstracts flutemetamol
UniChem Compound Search for chemical match using the InChIKey VVECGOCJFKTUAX-HUYCHCPVSA-N
UniChem Connectivity Search for chemical match using the InChIKey VVECGOCJFKTUAX-HUYCHCPVSA-N
Wikipedia Flutemetamol (18F)