PUMOSETRAG HYDROCHLORIDE

Investigational

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C15H17N3O2S.ClH
Molecular Weight	339.84
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

Cl.O=C(N[C@H]1CN2CCC1CC2)C3=CNC4=C(SC=C4)C3=O

InChI

InChIKey=XGVADZZDFADEOO-YDALLXLXSA-N

InChI=1S/C15H17N3O2S.ClH/c19-13-10(7-16-11-3-6-21-14(11)13)15(20)17-12-8-18-4-1-9(12)2-5-18;/h3,6-7,9,12H,1-2,4-5,8H2,(H,16,19)(H,17,20);1H/t12-;/m0./s1

HIDE SMILES / InChI

Molecular Formula	C15H17N3O2S
Molecular Weight	303.379
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

Molecular Formula	ClH
Molecular Weight	36.461
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/24001105 | https://www.pharmacodia.com/yaodu/html/v1/chemicals/9d825897e9782df267d7e97eed9cc5b8.html | https://www.ncbi.nlm.nih.gov/pubmed/17520871

Pumosetrag is a novel, orally active and selective 5-HT 3 agonist. It is a partial agonist in rats and guinea-pig and a full agonist in the mouse, suggesting important species differences in 5-HT3 receptor structure. Pumosetrag had been in phase II clinical trials for the treatment of gastroesophageal reflux disease and irritable bowel syndrome. No serious adverse events were reported. Diarrhea was not more common on the drug and only one subject experienced pruritus. All researches on this drug candidate are discontinued.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Potency
Serotonin 3a (5-HT3a) receptor 48 Target ID: CHEMBL1899 Sources: https://www.ncbi.nlm.nih.gov/pubmed/14616171	Agonist 2752	0.8 nM [Ki]
cholinergic receptor, muscarinic 1 4 Target ID: 483776.0 Gene Symbol: CHRM1 Sources: https://www.ncbi.nlm.nih.gov/pubmed/14616171	Binding Agent 1076	7.7 µM [Ki]
cholinergic receptor, muscarinic 2 7 Target ID: 403858.0 Gene Symbol: CHRM2 Sources: https://www.ncbi.nlm.nih.gov/pubmed/14616171	Binding Agent 1076	3.3 µM [Ki]

Conditions

Condition	Modality	Highest Phase	Product
Gastroesophageal reflux disease 68 Sources: https://www.ncbi.nlm.nih.gov/pubmed/24001105 https://www.pharmacodia.com/yaodu/html/v1/chemicals/9d825897e9782df267d7e97eed9cc5b8.html	Primary	Phase II 1147	Unknown Approved Use Unknown
Irritable bowel syndrome 61 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17520871 https://www.pharmacodia.com/yaodu/html/v1/chemicals/9d825897e9782df267d7e97eed9cc5b8.html	Primary	Phase II 1147	Unknown Approved Use Unknown
Constipation 112 Sources: https://www.ncbi.nlm.nih.gov/pubmed/16336295	Primary	Phase II 1147	Unknown Approved Use Unknown

Overview

CYP3A4	CYP2C9	CYP2D6	hERG
inhibitor 2252	inhibitor 2438	inhibitor 2507

OverviewOther

Other Inhibitor	Other Substrate	Other Inducer
CYP2B6 926 CYP2C19 2057 CYP1A2 2153

Drug as perpetrator

Target	Modality	Activity
CYP1A2 2333	inhibitor 4027 Sources: https://pubmed.ncbi.nlm.nih.gov/21146988/	inconclusive [IC50 >10 uM]
CYP2B6 1160	inhibitor 4027 Sources: https://pubmed.ncbi.nlm.nih.gov/21146988/	inconclusive [IC50 >10 uM]
CYP2C19 2141	inhibitor 4027 Sources: https://pubmed.ncbi.nlm.nih.gov/21146988/	inconclusive [IC50 >10 uM]
CYP2C9 2497	inhibitor 4027 Sources: https://pubmed.ncbi.nlm.nih.gov/21146988/	inconclusive [IC50 >10 uM]
CYP2D6 2546	inhibitor 4027 Sources: https://pubmed.ncbi.nlm.nih.gov/21146988/	inconclusive [IC50 >10 uM]
CYP3A4 2633	inhibitor 4027 Sources: https://pubmed.ncbi.nlm.nih.gov/21146988/	yes [IC50 9.3 uM]

Sourcing

Vendor/Aggregator	ID	URL
1PlusChem LLC	1P00BBOH	https://www.1pchem.com/search?query=1P00BBOH
Chem Scene	CS-7917	http://www.chemscene.com/goproductList/searchProductList?productObj=CS-7917
eMolecules	295312153	https://orderbb.emolecules.com/search/#?query=295312153
eMolecules	50423856	https://orderbb.emolecules.com/search/#?query=50423856
Hangzhou APIChem Technology	AC-24754
MedChem Express	HY-19650	https://www.medchemexpress.com/search.html?q=HY-19650&ft=&fa=&fp=
Molnova	M13042	https://www.molnova.com/en/serch-list.html?keywords=M13042
MolPort	MolPort-005-943-185	https://www.molport.com/shop/molecule-link/MolPort-005-943-185
MuseChem	M038844	https://www.musechem.com/product/M038844.html
MuseChem	M139542	https://www.musechem.com/product/M139542.html

PubMed

Title	Date	PubMed
Novel partial 5HT3 agonist pumosetrag reduces acid reflux events in uninvestigated GERD patients after a standard refluxogenic meal: a randomized, double-blind, placebo-controlled pharmacodynamic study.	2014-01	24001105
Inotropic effects of prokinetic agents with 5-HT(4) receptor agonist actions on human isolated myocardial trabeculae.	2012-04-09	22326501
Effects of the novel 5-HT3 agonist MKC-733 on the rat, mouse and guinea pig digestive tract.	2008	17952012
Drug evaluation: Pumosetrag for the treatment of irritable bowel syndrome and gastroesophageal reflux disease.	2007-05	17520871
Effect of MKC-733, a 5-HT receptor partial agonist, on bowel motility and symptoms in subjects with constipation: an exploratory study.	2005-12	16336295
Effect of a novel 5-HT3 receptor agonist MKC-733 on upper gastrointestinal motility in humans.	2003-11-15	14616171

Patents

Sample Use Guides

In Vivo Use Guide

0.2, 0.5, or 0.8 mg

Route of Administration: Oral

In Vitro Use Guide

In the presence of methysergide (1 mol/l) and GR125487 (0.1 mol/l), MKC-733 appeared to have little to no contractile effect in the jejunum (E max = 11.85 %), ileum (E max = 9.65 %) and distal colon of the rat (E max = 14.30 %).

Substance Class	Chemical Created by `admin` on `Mon Mar 31 21:27:50 GMT 2025` Edited by `admin` on `Mon Mar 31 21:27:50 GMT 2025`
Record UNII	UVW44TKU66
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

DDP-773

Preferred Name

English

PUMOSETRAG HYDROCHLORIDE

Common Name

English

MKC-773

Code

English

THIENO(3,2-B)PYRIDINE-6-CARBOXAMIDE, N-(3R)-1-AZABICYCLO(2.2.2)OCT-3-YL-4,7-DIHYDRO-7-OXO-, HYDROCHLORIDE (1:1)

Systematic Name

English

Code System Code Type Description

CAS

194093-42-0