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Chemistry

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Also known as: Td-5108, 866933-46-2, J4vnv64arb, 1,2-dihydro-n-[(3-endo)-8-[(2r)-2-hydroxy-3-[methyl(methylsulfonyl)amino]propyl]-8-azabicyclo[3.2.1]oct-3-yl]-1-(1-methylethyl)-2-oxo-3-quinolinecarboxamide, 3-quinolinecarboxamide, 1,2-dihydro-n-((3-endo)-8-((2r)-2-hydroxy-3-(methyl(methylsulfonyl)amino)propyl)-8-azabicyclo(3.2.1)oct-3-yl)-1-(1-methylethyl)-2-oxo-, Td 5108
Molecular Formula
C25H36N4O5S
Molecular Weight
504.6  g/mol
InChI Key
HXLOHDZQBKCUCR-VTHDOGFWSA-N
FDA UNII
J4VNV64ARB

Velusetrag
Velusetrag has been used in trials studying the treatment of Gastroparesis and Alzheimer's Disease. It is a highly selective serotonin receptor agonist effective in patients with chronic constipation. It is being developed by Theravance. Velusetrag was discovered by Theravance through the application of its multivalent drug design in a research program dedicated to finding new treatments for GI motility disorders.
1 2D Structure

Velusetrag

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
N-[(1S,5R)-8-[(2R)-2-hydroxy-3-[methyl(methylsulfonyl)amino]propyl]-8-azabicyclo[3.2.1]octan-3-yl]-2-oxo-1-propan-2-ylquinoline-3-carboxamide
2.1.2 InChI
InChI=1S/C25H36N4O5S/c1-16(2)29-23-8-6-5-7-17(23)11-22(25(29)32)24(31)26-18-12-19-9-10-20(13-18)28(19)15-21(30)14-27(3)35(4,33)34/h5-8,11,16,18-21,30H,9-10,12-15H2,1-4H3,(H,26,31)/t18?,19-,20+,21-/m0/s1
2.1.3 InChI Key
HXLOHDZQBKCUCR-VTHDOGFWSA-N
2.1.4 Canonical SMILES
CC(C)N1C2=CC=CC=C2C=C(C1=O)C(=O)NC3CC4CCC(C3)N4CC(CN(C)S(=O)(=O)C)O
2.1.5 Isomeric SMILES
CC(C)N1C2=CC=CC=C2C=C(C1=O)C(=O)NC3C[C@H]4CC[C@@H](C3)N4C[C@H](CN(C)S(=O)(=O)C)O
2.2 Other Identifiers
2.2.1 UNII
J4VNV64ARB
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 1-isopropyl-2-oxo-1,2-dihydroquinoline-3-carboxylic Acid ((1s,3r,5r)-8-((r)-2-hydroxy-3-(methanesulfonyl-methyl-amino)propyl)-8-aza-bicyclo(3.2.1)oct-3-yl)amide

2. Td-5108

3. Td5108

2.3.2 Depositor-Supplied Synonyms

1. Td-5108

2. 866933-46-2

3. J4vnv64arb

4. 1,2-dihydro-n-[(3-endo)-8-[(2r)-2-hydroxy-3-[methyl(methylsulfonyl)amino]propyl]-8-azabicyclo[3.2.1]oct-3-yl]-1-(1-methylethyl)-2-oxo-3-quinolinecarboxamide

5. 3-quinolinecarboxamide, 1,2-dihydro-n-((3-endo)-8-((2r)-2-hydroxy-3-(methyl(methylsulfonyl)amino)propyl)-8-azabicyclo(3.2.1)oct-3-yl)-1-(1-methylethyl)-2-oxo-

6. Td 5108

7. Velusetrag [usan]

8. Velusetrag [inn]

9. Unii-j4vnv64arb

10. Velusetrag [usan:inn]

11. Velusetrag [who-dd]

12. Gtpl8425

13. Schembl2917361

14. Chembl2087337

15. Dtxsid001029768

16. Serotonin 5-ht4 Receptor Agonists

17. Bdbm50391069

18. Zinc15821733

19. Compound 15 [pmid 22959244]

20. Db12702

21. Hy-10457

22. Cs-0002610

23. E98885

24. N-((1r,3r,5s)-8-((2r)-2-hydroxy-3-(methyl(methylsulfonyl)amino)propyl)-8- Azabicyclo(3.2.1)oct-3-yl)-1-(1-methylethyl)-2-oxo-1,2-dihydroquinoline-3-carboxamide

25. N-((1r,3r,5s)-8-((2r)-2-hydroxy-3-(methyl(methylsulfonyl)amino)propyl)-8-azabicyclo(3.2.1)oct-3-yl)-1-(1-methylethyl)-2-oxo-1,2-dihydroquinoline-3-carboxamide

26. N-[(1r,5s)-8-[(2r)-2-hydroxy-3-(methyl-methylsulfonylamino)propyl]-8-azabicyclo[3.2.1]octan-3-yl]-2-oxo-1-propan-2-ylquinoline-3-carboxamide

27. N-[(1s,5r)-8-[(2r)-2-hydroxy-3-[methyl(methylsulfonyl)amino]propyl]-8-azabicyclo[3.2.1]octan-3-yl]-2-oxo-1-propan-2-ylquinoline-3-carboxamide

2.4 Create Date
2006-11-06
3 Chemical and Physical Properties
Molecular Weight 504.6 g/mol
Molecular Formula C25H36N4O5S
XLogP31.7
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count7
Rotatable Bond Count8
Exact Mass504.24064144 g/mol
Monoisotopic Mass504.24064144 g/mol
Topological Polar Surface Area119 Ų
Heavy Atom Count35
Formal Charge0
Complexity932
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 Pharmacology

Studies demonstrating the in vivo preclinical profile of Velusetrag showed that the compound has potent 5-HT4 receptor agonist activity by several routes of administration, including oral, providing robust prokinetic activity in the digestive tract of three different animal species, consistent with its highly potent and selective 5-HT4 receptor agonist in vitro profile.


4.2 Mechanism of Action

Velusetrag is a potent, highly selective agonist with high intrinsic activity at the 5-HT4 receptor. Relative to other 5-HT receptor types, Velusetrag is > 500-fold selective for binding to the human 5-HT4 receptor. Theravance anticipates that the high degree of selectivity of Velusetrag provides the potential for it to be a better and safer medicine for the treatment of patients with severe constipation and possibly constipation predominant irritable bowel syndrome.


ABOUT THIS PAGE

Velusetrag Manufacturers

A Velusetrag manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Velusetrag, including repackagers and relabelers. The FDA regulates Velusetrag manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Velusetrag API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

Velusetrag Suppliers

A Velusetrag supplier is an individual or a company that provides Velusetrag active pharmaceutical ingredient (API) or Velusetrag finished formulations upon request. The Velusetrag suppliers may include Velusetrag API manufacturers, exporters, distributors and traders.

Velusetrag GMP

Velusetrag Active pharmaceutical ingredient (API) is produced in GMP-certified manufacturing facility.

GMP stands for Good Manufacturing Practices, which is a system used in the pharmaceutical industry to make sure that goods are regularly produced and monitored in accordance with quality standards. The FDA’s current Good Manufacturing Practices requirements are referred to as cGMP or current GMP which indicates that the company follows the most recent GMP specifications. The World Health Organization (WHO) has its own set of GMP guidelines, called the WHO GMP. Different countries can also set their own guidelines for GMP like China (Chinese GMP) or the EU (EU GMP).

PharmaCompass offers a list of Velusetrag GMP manufacturers, exporters & distributors, which can be sorted by USDMF, JDMF, KDMF, CEP (COS), WC, API price, and more, enabling you to easily find the right Velusetrag GMP manufacturer or Velusetrag GMP API supplier for your needs.

Velusetrag CoA

A Velusetrag CoA (Certificate of Analysis) is a formal document that attests to Velusetrag's compliance with Velusetrag specifications and serves as a tool for batch-level quality control.

Velusetrag CoA mostly includes findings from lab analyses of a specific batch. For each Velusetrag CoA document that a company creates, the USFDA specifies specific requirements, such as supplier information, material identification, transportation data, evidence of conformity and signature data.

Velusetrag may be tested according to a variety of international standards, such as European Pharmacopoeia (Velusetrag EP), Velusetrag JP (Japanese Pharmacopeia) and the US Pharmacopoeia (Velusetrag USP).

Inform the supplier about your product requirements, specifying if you need a product with particular monograph like EP (Ph. Eur.), USP, JP, BP, or any other quality. In addition, clarify whether you need hydrochloride (HCl), anhydricum, base, micronisatum or a specific level of purity. To find reputable suppliers, utilize the filters and select those certified by GMP, FDA, or any other certification as per your requirement.
For your convenience, we have listed synonyms and CAS numbers to help you find the best supplier. The use of synonyms and CAS numbers can be helpful in identifying potential suppliers, but it is crucial to note that they might not always indicate the exact same product. It is important to confirm the product details with the supplier before making a purchase to ensure that it meets your requirements.
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