Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL1070

NABUMETONE
💊 Approved Drug
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
💊 Approved Drug
COc1ccc2cc(CCC(C)=O)ccc2c1

Basic Information

ChEMBL ID CHEMBL1070
Name NABUMETONE
Phase Approved
Structure Type MOL
InChI Key BLXXJMDCKKHMKV-UHFFFAOYSA-N
Therapeutic ✓ Yes
Active Moiety CHEMBL1105

Known Names

BRL 14777 BRL-14777 Nabumetona Nabumetone NSC-758623 Relafen Relifex
3
Targets
5
Activities
2
Assay Types
1
PK Parameters
20
Publications
7
Known Names
3
Indications
1
Mechanisms

Molecular Properties

228.3
MW (Da)
3.37
ALogP
2
HBA
0
HBD
26.3
PSA (Ų)
0.80
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1991
Availability Prescription
Chirality Achiral

Routes of Administration

Oral

Flags

Black Box Warning Natural Product Prodrug
USAN Stem nab-
USAN Year 1986

Extended Properties

Molecular Formula C15H16O2
MW 228.29
Aromatic Rings 2
Heavy Atoms 17
NP-Likeness 0.07

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Cyclooxygenase-2 inhibitor INHIBITOR Prostaglandin G/H synthase 2

Indications

Arthritis, Rheumatoid Osteoarthritis Rheumatic Diseases

ATC Classification

M01AX01
nabumetone
Level 1: MUSCULO-SKELETAL SYSTEM
Level 2: ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS

Drug Warnings

Black Box Warning
gastrointestinal toxicity
Country: United States
Black Box Warning
neurotoxicity
Country: United States
Black Box Warning
cardiotoxicity
Country: United States

Activity Summary

IC50 4 meas. best 6.0
Ki 1 meas. best 5.73

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Amine oxidase [flavin-containing] A
CHEMBL1951
IC50 6.0 6.0 998.0 1
Sodium-dependent noradrenaline transporter
CHEMBL222
IC50 5.73 5.73 1868.0 1
Sodium-dependent noradrenaline transporter
CHEMBL222
Ki 5.73 5.73 1853.0 1
Cytochrome P450 1A2
CHEMBL3356
IC50 5.3 5.3 5000.0 1

Pharmacokinetic Data

Parameter Value Units Species
F 20.0 % Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 323
16472241 10.2174/1570163043334794 Hepatotoxicity 18
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
16451086 10.1021/jm0510124 No relevant target 4
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 3
20014752 10.1021/tx900326k Hepatotoxicity 3
722734 10.1021/jm00210a016 Rattus norvegicus 3
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
9873611 10.1016/s0960-894x(98)00485-5 Mus musculus 2
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M2 2
37468498 10.1038/s41467-023-40064-9 Gamma-aminobutyric acid receptor subunit alpha-1 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
37468498 10.1038/s41467-023-40064-9 Mu-type opioid receptor 2
10891117 10.1021/jm0000564 ADMET 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
26948801 10.1016/j.drudis.2016.02.015 Homo sapiens 2
10891117 10.1021/jm0000564 No relevant target 2
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 1A 2

Data from ChEMBL 36 via Core Engine