General
Preferred name
CISAPRIDE
Synonyms
4-amino-5-chloro-N-{1-[3-(4-fluorophenoxy)propyl]-3-methoxy-4-piperidinyl}-2-methoxybenzamide ()
CISAPRIDE MONOHYDRATE ()
R-51619 ()
R-51,619 ()
Cisaprida ()
Cisapride ()
Propulsid ()
Prepulsid Quicklet ()
Propulsid Quicksolv ()
Prepulsid ()
Alimix ()
Cisapride Monohydrate ()
P&D ID
PD047808
CAS
81098-60-4
260779-88-2
Tags
available
drug
Approved by
FDA
First approval
1993
Drug Status
approved
withdrawn
Max Phase
4.0
Drug indication
Gastrointestinal disease
Structure
Probe scores
P&D probe-likeness score
[[ v.score ]]%
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
DESCRIPTION Cisapride is an enantioneric mixture and we show the non-stereoisomeric structure here to represent the mixture. One stereoisomeric structure is shown by CHEMBL560739.
Cisapride must be used with caution due to reports of drug-induced arrhythmias and long QT syndrome. Although this drug was originally given marketing approval by the US FDA in 1993, all registered formulations have since been discontinued. In the EU (since 2002) conditions of use have been applied to active marketing authorisations for cisapride containing medicinal products. (GtoPdb)
Cell lines
0
Organisms
2
Compound Sets
18
CeMM library of unique drugs (CLOUD)
ChEMBL Approved Drugs
Concise Guide to Pharmacology 2017/18
Concise Guide to Pharmacology 2019/20
Concise Guide to Pharmacology 2021/22
Concise Guide to Pharmacology 2023/24
CZ-OPENSCREEN Bioactive Library
DrugCentral
DrugCentral Approved Drugs
DrugMatrix
EU-OPENSCREEN Bioactive Compound Library
Guide to Pharmacology
Ki Database
LSP-MoA library (Laboratory of Systems Pharmacology)
ReFrame library
VGSC-DB
Withdrawn 2.0
External IDs
37
Properties
(calculated by RDKit )
Molecular Weight
465.18
Hydrogen Bond Acceptors
6
Hydrogen Bond Donors
2
Rotatable Bonds
9
Ring Count
3
Aromatic Ring Count
2
cLogP
3.36
TPSA
86.05
Fraction CSP3
0.43
Chiral centers
2.0
Largest ring
6.0
QED
0.44
Structural alerts
0
No structural alerts detected
Custom attributes
(extracted from source data)
MOA
serotonin receptor agonist
Target
Serotonin 4 (5-HT4) receptor
ATC
A03FA02
Toxicity type
cardiovascular
VGSC Target
Nav1.5
Source data