metamizole   Click here for help

GtoPdb Ligand ID: 10608

Synonyms: dipyrone
Compound class: Synthetic organic
Comment: Metamizole (or dipyrone) is a non-addictive analgesic with analgesic, antipyretic and spasmolytic effects. It is indicated for severe acute and chronic pain and also for fever which is not responding to other treatments. Although it is available over-the-counter in some countries, it is prescription or banned in other countries, due to its potential for adverse events, including agranulocytosis.
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 4
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 92.4
Molecular weight 311.09
XLogP 0.39
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 CN(c1c(C)n(n(c1=O)c1ccccc1)C)CS(=O)(=O)O
Isomeric SMILES CN(c1c(C)n(n(c1=O)c1ccccc1)C)CS(=O)(=O)O
InChI InChI=1S/C13H17N3O4S/c1-10-12(14(2)9-21(18,19)20)13(17)16(15(10)3)11-7-5-4-6-8-11/h4-8H,9H2,1-3H3,(H,18,19,20)
InChI Key LVWZTYCIRDMTEY-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
[(1,5-dimethyl-3-oxo-2-phenylpyrazol-4-yl)-methylamino]methanesulfonic acid
International Nonproprietary Names Click here for help
INN number INN
477 metamizole sodium
Synonyms Click here for help
dipyrone
Database Links Click here for help
CAS Registry No. 50567-35-6
DrugCentral Ligand 4659
GtoPdb PubChem SID 404859055
PubChem CID 3111
Search Google for chemical match using the InChIKey LVWZTYCIRDMTEY-UHFFFAOYSA-N
Search Google for chemicals with the same backbone LVWZTYCIRDMTEY
Search PubMed clinical trials metamizole sodium
Search PubMed titles metamizole sodium
Search PubMed titles/abstracts metamizole sodium
UniChem Compound Search for chemical match using the InChIKey LVWZTYCIRDMTEY-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey LVWZTYCIRDMTEY-UHFFFAOYSA-N
Wikipedia Metamizole