CHEBI:64083 - RS 39604

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ChEBI Name RS 39604
ChEBI ID CHEBI:64083
Definition An aromatic ether that is the 3,5-dimethoxybenzyl derivative of N-(2-{4-[3-(4-amino-5-chloro-2-hydroxyphenyl)-3-oxopropyl]piperidin-1-yl}ethyl)methanesulfonamide. A potent and selective 5-HT4 antagonist, with a pKi of 9.1 at 5-HT4 receptors in guinea pig striatal membranes and greater than 1000-fold selectivity over 5-HT1A, 2C, 3 and D1, D2, M1, M2, AT1, B1 and α1C receptors. The ketone group gives RS 39604 a relatively long half life; it is also orally active and so suitable for in vivo studies.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C26H36ClN3O6S
Net Charge 0
Average Mass 554.09900
Monoisotopic Mass 553.20133
InChI InChI=1S/C26H36ClN3O6S/c1-34-20-12-19(13-21(14-20)35-2)17-36-26-16-24(28)23(27)15-22(26)25(31)5-4-18-6-9-30(10-7-18)11-8-29-37(3,32)33/h12-16,18,29H,4-11,17,28H2,1-3H3
InChIKey BKVIWGRFRKLFIO-UHFFFAOYSA-N
SMILES COc1cc(COc2cc(N)c(Cl)cc2C(=O)CCC2CCN(CCNS(C)(=O)=O)CC2)cc(OC)c1
Roles Classification
Biological Role(s): serotonergic antagonist
Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists.
Application(s): serotonergic antagonist
Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing RS 39604 (CHEBI:64083) has role serotonergic antagonist (CHEBI:48279)
RS 39604 (CHEBI:64083) is a aromatic ether (CHEBI:35618)
RS 39604 (CHEBI:64083) is a aromatic ketone (CHEBI:76224)
RS 39604 (CHEBI:64083) is a monochlorobenzenes (CHEBI:83403)
RS 39604 (CHEBI:64083) is a piperidines (CHEBI:26151)
RS 39604 (CHEBI:64083) is a sulfonamide (CHEBI:35358)
Synonyms Sources
RS-67506 ChEBI
RS67506 ChEBI
Manual Xref Database
LSM-2461 LINCS
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Registry Number Type Source
8524141 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11739263 PubMed citation Europe PMC
12095647 PubMed citation Europe PMC
15272208 PubMed citation Europe PMC
21689105 PubMed citation Europe PMC
7582507 PubMed citation Europe PMC
8903510 PubMed citation Europe PMC
9243330 PubMed citation Europe PMC
9689461 PubMed citation Europe PMC
Last Modified
24 February 2016