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Details

Stereochemistry ACHIRAL
Molecular Formula C25H37N5O3
Molecular Weight 455.593
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FELCISETRAG

SMILES

COC(=O)N1CCC(CN2CCC(CNC(=O)C3=CC=CC4=C3NC(=N4)C(C)C)CC2)CC1

InChI

InChIKey=MZOITCJKGUIQEI-UHFFFAOYSA-N
InChI=1S/C25H37N5O3/c1-17(2)23-27-21-6-4-5-20(22(21)28-23)24(31)26-15-18-7-11-29(12-8-18)16-19-9-13-30(14-10-19)25(32)33-3/h4-6,17-19H,7-16H2,1-3H3,(H,26,31)(H,27,28)

HIDE SMILES / InChI
Molecular Formula C25H37N5O3
Molecular Weight 455.593
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

TD 8954 (also known as TAK 954) is a selective serotonin 5-HT(4) receptor agonist. It is known a potential role for potent and efficacious 5-HT(4) receptor agonists in the treatment of Alzheimer's disease (AD). TD 8954 participated in phase I clinical trials to study its potential role in the treatment of AD. However, this study was discontinued. In addition, TD 8954 is involved in phase II clinical trials to investigate its effect on gastrointestinal and colonic transit in diabetic or idiopathic gastroparesis participants and for the prophylaxis and treatment of postoperative gastrointestinal dysfunction in participants undergoing large- and small-bowel resection.

Originator

Approval Year

Unknown
149124
PubMed

PubMed

TitleDatePubMed
Discovery of TD-8954, a clinical stage 5-HT(4) receptor agonist with gastrointestinal prokinetic properties.
2013-07-15
The Pharmacology of TD-8954, a Potent and Selective 5-HT(4) Receptor Agonist with Gastrointestinal Prokinetic Properties.
2011
The serotonin signaling system: from basic understanding to drug development for functional GI disorders.
2007-01
Rationale for using serotonergic agents to treat irritable bowel syndrome.
2005-04-01
Serotonin: a mediator of the brain-gut connection.
2000-10
Signal transduction pathways for serotonin as an intestinal secretagogue.
1997-10
Participation of 5-HT3, 5-HT4, and nicotinic receptors in the peristaltic reflex of guinea pig distal colon.
1996-11
Patents

Patents

20060270652
1
20060270854
1
20070219278
1
20070244157
1
20080207676
3
20090062332
1
20090062333
1
20090062334
1
20090062335
1
20090149465
1
20090149535
1
20090209582
1
20090247627
1
20100029946
1
20100035921
1
20100144881
1
20100152199
1
20100249186
1
20100261752
1
20110118306
1
20110124677
1
20110144152
1
20110184008
3
20110201644
1
20120088787
1
20120088794
1
20120088834
1
20120165360
1
20130035510
1
20130040965
1
20130065916
1
20130072515
3

Sample Use Guides

In Vivo Use Guide
TAK-954 0.1; 0.3; 1 milligram (mg), 60-minute infusion, intravenous (IV), once daily for up to 3 days.
Route of Administration: Intravenous
Substance Class Chemical
Created
by admin
on Wed Apr 02 10:37:40 GMT 2025
Edited
by admin
on Wed Apr 02 10:37:40 GMT 2025
Record UNII
35F0Y2W16Q
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TAK-954
Preferred Name English
FELCISETRAG
USAN   INN  
Official Name English
1-PIPERIDINECARBOXYLIC ACID, 4-((4-((((2-(1-METHYLETHYL)-1H-BENZIMIDAZOL-7-YL)CARBONYL)AMINO)METHYL)-1-PIPERIDINYL)METHYL)-, METHYL ESTER
Systematic Name English
THRX-149699
Code English
felcisetrag [INN]
Common Name English
METHYL 4-((4-((2-(PROPAN-2-YL)-1H-BENZIMIDAZOLE-4- CARBOXAMIDO)METHYL)PIPERIDIN-1-YL)METHYL)PIPERIDINE-1-CARBOXYLATE
Systematic Name English
TD-8954
Code English
FELCISETRAG [USAN]
Common Name English
Code System Code Type Description
DRUG BANK
DB12725
Created by admin on Wed Apr 02 10:37:40 GMT 2025 , Edited by admin on Wed Apr 02 10:37:40 GMT 2025
PRIMARY
NCI_THESAURUS
C171900
Created by admin on Wed Apr 02 10:37:40 GMT 2025 , Edited by admin on Wed Apr 02 10:37:40 GMT 2025
PRIMARY
CAS
916075-84-8
Created by admin on Wed Apr 02 10:37:40 GMT 2025 , Edited by admin on Wed Apr 02 10:37:40 GMT 2025
PRIMARY
PUBCHEM
11961293
Created by admin on Wed Apr 02 10:37:40 GMT 2025 , Edited by admin on Wed Apr 02 10:37:40 GMT 2025
PRIMARY
USAN
JK-21
Created by admin on Wed Apr 02 10:37:40 GMT 2025 , Edited by admin on Wed Apr 02 10:37:40 GMT 2025
PRIMARY
EPA CompTox
DTXSID201352599
Created by admin on Wed Apr 02 10:37:40 GMT 2025 , Edited by admin on Wed Apr 02 10:37:40 GMT 2025
PRIMARY
SMS_ID
300000038048
Created by admin on Wed Apr 02 10:37:40 GMT 2025 , Edited by admin on Wed Apr 02 10:37:40 GMT 2025
PRIMARY
INN
11124
Created by admin on Wed Apr 02 10:37:40 GMT 2025 , Edited by admin on Wed Apr 02 10:37:40 GMT 2025
PRIMARY
FDA UNII
35F0Y2W16Q
Created by admin on Wed Apr 02 10:37:40 GMT 2025 , Edited by admin on Wed Apr 02 10:37:40 GMT 2025
PRIMARY
Related Record Type Details
5-HYDROXYTRYPTAMINE RECEPTOR 4
TARGET -> AGONIST
Comments Maximum compound-evoked response 83% expressed as a percentage of the maximum response evoked by 5-HT.
BINDING
EC50
5-HYDROXYTRYPTAMINE RECEPTOR 4
TARGET -> AGONIST
BINDING
Ki
Related Record Type Details
Structure of FELCISETRAG
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
PERMEABILITY PHARMACOKINETIC
NIH
NCATS
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