Cisapride (USP/INN)

HCID 2769
Substructure searchFind similar structures

Basic information

Standard SMILES
COc1cc(N)c(Cl)cc1C(=O)NC1CCN(CCCOc2ccc(F)cc2)CC1OC
InChIKey
DCSUBABJRXZOMT-UHFFFAOYSA-N
Molecular formula
C23H29ClFN3O4
Average molar mass
465.9 g/mol

Overview

4-amino-5-chloro-N-[1-[3-(4-fluorophenoxy)propyl]-3-methoxy-4-piperidinyl]-2-methoxybenzamide is a member of benzamides.

Names & identifiers

Preferred name
Cisapride (USP/INN)
IUPAC
4-amino-5-chloro-N-[1-[3-(4-fluorophenoxy)propyl]-3-methoxypiperidin-4-yl]-2-methoxybenzamide

Names & synonyms

Cisapride (USP/INN)RefChem:1081990Propulsid104860-73-3RisamalT 1341C23H29ClFN3O4DTXCID402825Cisapride?NCGC00016944-014-amino-5-chloro-N-[1-[3-(4-fluorophenoxy)propyl]-3-methoxy-4-piperidinyl]-2-methoxybenzamide4-Amino-5-Chloro-N-{1-[3-(4-Fluorophenoxy)Propyl]-3-Methoxy-4-Piperidinyl}-2-Methoxybenzamide
Show more names
Prestwick_786CAS-81098-60-4(+/-)-Cisapride4-AMINO-5-CHLORO-N-{1-[3-(4-FLUOROPHENOXY)PROPYL]-3-METHOXY-4-PIPERIDYL}-2-METHOXYBENZAMIDE(.+/-.)-CisapridePrestwick0_000430Prestwick1_000430Prestwick2_000430

Database identifiers

PubChem CID
2769
ChEBI
CHEBI:95129
Nikkaji
J1.137.153A

Properties

Computed structural properties

XLogP
3.4
Topological polar surface area
86.1 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
7
Rotatable bonds
9
Heavy atoms
32

Experimental & physicochemical properties

DrugsPharmaceuticals -> Alimentary tract and metabolism -> Drugs for acid related disorders

Chemistry & industry

Pharmacology

Metabolism/Metabolites(+-)-Cisapride has known human metabolites that include 4-Fluoro-2-hydroxycisapride, Norcisapride, and 3-Fluoro-4-hydroxycisapride.

Related reactions

4 records
New reaction record

Linked notes

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