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nabumetone   Click here for help

GtoPdb Ligand ID: 7245

Synonyms: BRL-14777 | Relafen®
Approved drug PDB Ligand Immunopharmacology Ligand
nabumetone is an approved drug (FDA (1991))
Compound class: Synthetic organic
Comment: Nabumetone is a non-steroidal anti-inflammatory drug (NSAID). Nabumetone is a prodrug metabilosed to the active component, 6-methoxy-2-naphthylacetic acid (6MNA; CHEMBL1105)
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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 1
Hydrogen bond donors 0
Rotatable bonds 4
Topological polar surface area 26.3
Molecular weight 228.12
XLogP 3.06
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 COc1ccc2c(c1)ccc(c2)CCC(=O)C
Isomeric SMILES COc1ccc2c(c1)ccc(c2)CCC(=O)C
InChI InChI=1S/C15H16O2/c1-11(16)3-4-12-5-6-14-10-15(17-2)8-7-13(14)9-12/h5-10H,3-4H2,1-2H3
InChI Key BLXXJMDCKKHMKV-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
Ligand families/groups Non-steroidal anti-inflammatory ligands
Approved drug? Yes. US FDA (1991)
IUPAC Name Click here for help
4-(6-methoxynaphthalen-2-yl)butan-2-one
International Nonproprietary Names Click here for help
INN number INN
4855 nabumetone
Synonyms Click here for help
BRL-14777 | Relafen®
Database Links Click here for help
CAS Registry No. 42924-53-8
ChEMBL Ligand CHEMBL1070
DrugBank Ligand DB00461
DrugCentral Ligand 1863
GtoPdb PubChem SID 178103819
PubChem CID 4409
RCSB PDB Ligand NBO
Search Google for chemical match using the InChIKey BLXXJMDCKKHMKV-UHFFFAOYSA-N
Search Google for chemicals with the same backbone BLXXJMDCKKHMKV
Search PubMed clinical trials nabumetone
Search PubMed titles nabumetone
Search PubMed titles/abstracts nabumetone
UniChem Compound Search for chemical match using the InChIKey BLXXJMDCKKHMKV-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey BLXXJMDCKKHMKV-UHFFFAOYSA-N
Wikipedia Nabumetone

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MedChemExpress
Nabumetone (links to external site)
Cat. No. HY-B0559