General
Preferred name
RIMONABANT
Synonyms
SR 151716A ()
SR 141716A ()
RIMONABANT HYDROCHLORIDE ()
Rimonabant (SR141716) ()
SR 141716 hydrochloride ()
SR141716A ()
Rimonabant (Hydrochloride) ()
SR 141716A (Hydrochloride) ()
SR141716 ()
SR-141716A ()
Zimulti ()
Acomplia ()
SR-141716 ()
SR-14171 ()
[3H]rimonabant ()
Rimonabant-d10 ()
P&D ID
PD009325
CAS
158681-13-1
168273-06-1
929221-88-5
Tags
natural product
drug
available
Approved by
EMA
First approval
2006
Drug Status
investigational
approved
withdrawn
Drug indication
Obesity
Max Phase
Phase 4
Structure
Probe scores
P&D probe-likeness score
[[ v.score ]]%
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
TOXICITY Almost twice as many people discontinued rimonabant compared with placebo because of adverse events (13.8% vs. 7.2%). These consistently involved psychiatric disorders (8.5% vs. 3.2%), including depression and anxiety. Other common side effects included insomnia, nausea, vomiting, diarrhoea and fatigue.; ;
DESCRIPTION EMA-only approval in 2007 withdrawn on 16 January 2009 (GtoPdb)
Cell lines
0
Organisms
3
Compound Sets
27
AdooQ Bioactive Compound Library
A11547
Axon Medchem Screening Library
1220
Cayman Chemical Bioactives
9000484
9001821
ChEMBL Approved Drugs
CHEMBL111
ChEMBL Drugs
CHEMBL111
Concise Guide to Pharmacology 2017/18
743
745
Concise Guide to Pharmacology 2019/20
743
745
Concise Guide to Pharmacology 2021/22
743
745
Concise Guide to Pharmacology 2023/24
743
745
Drug Repurposing Hub
DrugBank
DB06155
DrugBank Approved Drugs
DB06155
DrugCentral
4150
DrugCentral Approved Drugs
4150
DrugMAP
DMCO5JZ
DrugMAP Approved Drugs
DMCO5JZ
DrugMatrix
Guide to Pharmacology
743
745
Ki Database
SR 141716A
Rimonabant
LSP-MoA library (Laboratory of Systems Pharmacology)
CHEMBL111
MedChem Express Bioactive Compound Library
HY-14137
HY-14136
Novartis Chemogenetic Library (NIBR MoA Box)
NPC Screening Collection
ReFrame library
Selleckchem Bioactive Compound Library
rimonabant-sr141716
TargetMol Bioactive Compound Library
T1519
Withdrawn 2.0
w72
External IDs
57
Properties
(calculated by RDKit )
Molecular Weight
462.08
Hydrogen Bond Acceptors
4
Hydrogen Bond Donors
1
Rotatable Bonds
4
Ring Count
4
Aromatic Ring Count
3
cLogP
5.94
TPSA
50.16
Fraction CSP3
0.27
Chiral centers
0.0
Largest ring
6.0
QED
0.52
Structural alerts
0
No structural alerts detected
Related compounds
Custom attributes
(extracted from source data)
Pathway
GPCR/G protein
Anti-infection
Neuronal Signaling
Target
CB1
CNR1, GPR55
CB1 antagonist
Bacterial
Cannabinoid Receptor
Acyltransferase,Bacterial,Cannabinoid Receptor,MmpL3,Transferase
MOA
Cannabinoid Receptor antagonist
CNR1 antagonist
Cannabinoid CB1 Inverse Agonists
IL-6 production inhibitor
Member status
member
ATC
A08AX01
Toxicity type
neurological
Therapeutic Class
Antiobesity Agents
Source data