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fomepizole   Click here for help

GtoPdb Ligand ID: 11705

Synonyms: 4-methylpyrazole | Antizol®
Approved drug PDB Ligand
fomepizole is an approved drug (FDA (1997))
Compound class: Synthetic organic
Comment: Fomepizole is an alcohol dehydrogenase inhibitor.

fomepizole is commercially available from our sponsors

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 1
Hydrogen bond donors 1
Rotatable bonds 0
Topological polar surface area 28.68
Molecular weight 82.05
XLogP 0.97
No. Lipinski's rules broken 0

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 Cc1c[nH]nc1
Isomeric SMILES Cc1c[nH]nc1
InChI InChI=1S/C4H6N2/c1-4-2-5-6-3-4/h2-3H,1H3,(H,5,6)
InChI Key RIKMMFOAQPJVMX-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. US FDA (1997)
WHO Essential Medicine WHO Essential Medicines List (EML) (23rd List, 2023). Access PDF version.
Click to view more information about the WHO Model Lists of Essential Medicines.
IUPAC Name Click here for help
4-methyl-1H-pyrazole
International Nonproprietary Names Click here for help
INN number INN
6633 fomepizole
Synonyms Click here for help
4-methylpyrazole | Antizol®
Database Links Click here for help
BindingDB Ligand 50226186
CAS Registry No. 7554-65-6
ChEMBL Ligand CHEMBL1308
DrugBank Ligand DB01213
GtoPdb PubChem SID 442878731
PubChem CID 3406
RCSB PDB Ligand 4PZ
Search Google for chemical match using the InChIKey RIKMMFOAQPJVMX-UHFFFAOYSA-N
Search Google for chemicals with the same backbone RIKMMFOAQPJVMX
Search PubMed clinical trials fomepizole
Search PubMed titles fomepizole
Search PubMed titles/abstracts fomepizole
UniChem Compound Search for chemical match using the InChIKey RIKMMFOAQPJVMX-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey RIKMMFOAQPJVMX-UHFFFAOYSA-N

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MedChemExpress
Fomepizole (links to external site)
Cat. No. HY-B0876