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2D Structure
Also known as: Pumosetrag [inn], 153062-94-3, Chembl1643880, 1g26b32139, N-((3r)-1-azabicyclo(2.2.2)oct-3-yl)-7-oxo-4,7-dihydrothieno(3,2-b)pyridine-6-carboxamide, Ddp 733
Molecular Formula
C15H17N3O2S
Molecular Weight
303.4  g/mol
InChI Key
AFUWQWYPPZFWCO-LBPRGKRZSA-N
FDA UNII
1G26B32139

Pumosetrag has been used in trials studying Gastroesophageal Reflux Disease.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
N-[(3R)-1-azabicyclo[2.2.2]octan-3-yl]-7-oxo-4H-thieno[3,2-b]pyridine-6-carboxamide
2.1.2 InChI
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
2.1.3 InChI Key
AFUWQWYPPZFWCO-LBPRGKRZSA-N
2.1.4 Canonical SMILES
C1CN2CCC1C(C2)NC(=O)C3=CNC4=C(C3=O)SC=C4
2.1.5 Isomeric SMILES
C1CN2CCC1[C@H](C2)NC(=O)C3=CNC4=C(C3=O)SC=C4
2.2 Other Identifiers
2.2.1 UNII
1G26B32139
2.3 Synonyms
2.3.1 MeSH Synonyms

1. (r)-n-(3-quinuclidinyl)-7-oxo-dihydrothieno(3,2b)pyridine-6-carboxamide Hydrochloride

2. Dpp-733

3. Mkc-733

2.3.2 Depositor-Supplied Synonyms

1. Pumosetrag [inn]

2. 153062-94-3

3. Chembl1643880

4. 1g26b32139

5. N-((3r)-1-azabicyclo(2.2.2)oct-3-yl)-7-oxo-4,7-dihydrothieno(3,2-b)pyridine-6-carboxamide

6. Ddp 733

7. Unii-1g26b32139

8. Schembl390615

9. Ddp733

10. Zinc16869

11. Dtxsid70165211

12. Bdbm50334438

13. Db12402

14. 1055328-70-5

15. Q27252379

16. (r)-7-oxo-n-(quinuclidin-3-yl)-4,7-dihydrothieno[3,2-b]pyridine-6-carboxamide

17. N-[(3r)-1-azabicyclo[2.2.2]octane-3-yl]-7-oxo-4,7-dihydrothieno[3,2-b]pyridine-6-carboxamide

18. Thieno(3,2-b)pyridine-6-carboxamide, N-(3r)-1-azabicyclo(2.2.2)oct-3-yl-4,7-dihydro-7-oxo-

19. Thieno(3,2-b)pyridine-6-carboxamide, N-1-azabicyclo(2.2.2)oct-3-yl-4,7-dihydro-7-oxo-, (r)-

2.4 Create Date
2005-08-08
3 Chemical and Physical Properties
Molecular Weight 303.4 g/mol
Molecular Formula C15H17N3O2S
XLogP31.7
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count2
Exact Mass303.10414797 g/mol
Monoisotopic Mass303.10414797 g/mol
Topological Polar Surface Area89.7 Ų
Heavy Atom Count21
Formal Charge0
Complexity499
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Indication

Investigated for use/treatment in constipation, gastroesophageal reflux disease (GERD), gastrointestinal diseases and disorders (miscellaneous), and irritable bowel syndrome (IBS).


5 Pharmacology and Biochemistry
5.1 Mechanism of Action

DDP733 is an agonist of 5-HT3 receptors, a specific sub-type of serotonin receptor. Serotonin, a neurotransmitter, is believed to play an important role in the regulation of gastrointestinal motility.