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Details

Stereochemistry ABSOLUTE
Molecular Formula C15H17N3O2S
Molecular Weight 303.379
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PUMOSETRAG

SMILES

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

InChI

InChIKey=AFUWQWYPPZFWCO-LBPRGKRZSA-N
InChI=1S/C15H17N3O2S/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)/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

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.

Approval Year

Overview

Overview

CYP3A4CYP2C9CYP2D6hERG



OverviewOther

Other InhibitorOther SubstrateOther Inducer



Drug as perpetrator​

Drug as perpetrator​

TargetModalityActivityMetaboliteClinical evidence
inconclusive [IC50 >10 uM]
inconclusive [IC50 >10 uM]
inconclusive [IC50 >10 uM]
inconclusive [IC50 >10 uM]
inconclusive [IC50 >10 uM]
yes [IC50 9.3 uM]
PubMed

PubMed

TitleDatePubMed
Effect of MKC-733, a 5-HT receptor partial agonist, on bowel motility and symptoms in subjects with constipation: an exploratory study.
2005 Dec
Inotropic effects of prokinetic agents with 5-HT(4) receptor agonist actions on human isolated myocardial trabeculae.
2012 Apr 9
Patents

Patents

Sample Use Guides

0.2, 0.5, or 0.8 mg
Route of Administration: Oral
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 Fri Dec 15 16:28:21 GMT 2023
Edited
by admin
on Fri Dec 15 16:28:21 GMT 2023
Record UNII
1G26B32139
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PUMOSETRAG
INN  
INN  
Official Name English
N-((3R)-1-AZABICYCLO(2.2.2)OCT-3-YL)-7-OXO-4,7-DIHYDROTHIENO(3,2-B)PYRIDINE-6-CARBOXAMIDE
Systematic Name English
pumosetrag [INN]
Common Name English
THIENO(3,2-B)PYRIDINE-6-CARBOXAMIDE, N-(3R)-1-AZABICYCLO(2.2.2)OCT-3-YL-4,7-DIHYDRO-7-OXO-
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C47794
Created by admin on Fri Dec 15 16:28:21 GMT 2023 , Edited by admin on Fri Dec 15 16:28:21 GMT 2023
Code System Code Type Description
NCI_THESAURUS
C84126
Created by admin on Fri Dec 15 16:28:21 GMT 2023 , Edited by admin on Fri Dec 15 16:28:21 GMT 2023
PRIMARY
EPA CompTox
DTXSID70165211
Created by admin on Fri Dec 15 16:28:21 GMT 2023 , Edited by admin on Fri Dec 15 16:28:21 GMT 2023
PRIMARY
INN
8217
Created by admin on Fri Dec 15 16:28:21 GMT 2023 , Edited by admin on Fri Dec 15 16:28:21 GMT 2023
PRIMARY
SMS_ID
300000036978
Created by admin on Fri Dec 15 16:28:21 GMT 2023 , Edited by admin on Fri Dec 15 16:28:21 GMT 2023
PRIMARY
CAS
153062-94-3
Created by admin on Fri Dec 15 16:28:21 GMT 2023 , Edited by admin on Fri Dec 15 16:28:21 GMT 2023
PRIMARY
FDA UNII
1G26B32139
Created by admin on Fri Dec 15 16:28:21 GMT 2023 , Edited by admin on Fri Dec 15 16:28:21 GMT 2023
PRIMARY
ChEMBL
CHEMBL1643880
Created by admin on Fri Dec 15 16:28:21 GMT 2023 , Edited by admin on Fri Dec 15 16:28:21 GMT 2023
PRIMARY
PUBCHEM
154104
Created by admin on Fri Dec 15 16:28:21 GMT 2023 , Edited by admin on Fri Dec 15 16:28:21 GMT 2023
PRIMARY
MESH
C482040
Created by admin on Fri Dec 15 16:28:21 GMT 2023 , Edited by admin on Fri Dec 15 16:28:21 GMT 2023
PRIMARY
DRUG BANK
DB12402
Created by admin on Fri Dec 15 16:28:21 GMT 2023 , Edited by admin on Fri Dec 15 16:28:21 GMT 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY