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Chemistry

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Also known as: 1071992-99-8, At-406, Debio-1143, N65wc8pxdd, Sm-406, Unii-n65wc8pxdd
Molecular Formula
C32H43N5O4
Molecular Weight
561.7  g/mol
InChI Key
LSXUTRRVVSPWDZ-MKKUMYSQSA-N
FDA UNII
N65WC8PXDD

Xevinapant
Xevinapant is an orally available mimetic of the natural second mitochondrial-derived activator of caspases (Smac) and inhibitor of Inhibitor of Apoptosis Proteins (IAPs), with potential immunomodulating, apoptotic-inducing, chemo-radio-sensitizing and antineoplastic activities. Upon oral administration,xevinapant targets and binds to the Smac binding groove on IAPs, including the direct caspase inhibitor X chromosome-linked IAP (XIAP), and the cellular IAPs 1 (c-IAP1) and 2 (c-IAP2). This inhibits the activities of these IAPs and promotes the induction of apoptosis. Additionally, as xevinapant inhibits the activity of IAPs, it may work synergistically with cytotoxic drugs and/or radiation to overcome tumor cell resistance to apoptosis. As IAPs regulate nuclear factor-kappa B (NFkB) signaling pathways, which drives the expression of genes involved in immune and inflammatory responses, xevinapant may enhance anti-tumor immune responses when administered with certain immunomodulating agents, such as immune checkpoint inhibitors. IAPs are overexpressed by many cancer cell types and suppress both intrinsic and extrinsic apoptosis by binding to and inhibiting active caspases via their baculoviral lAP repeat (BIR) domains. They contribute to chemo-radio-resistance of cancer cells to certain cytotoxic agents and radiation, promote tumor cell survival and are associated with poor prognosis in certain types of cancer. SMAC, a pro-apoptotic mitochondrial protein, is an endogenous inhibitor of the IAPs family of cellular proteins.
1 2D Structure

Xevinapant

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(5S,8S,10aR)-N-benzhydryl-5-[[(2S)-2-(methylamino)propanoyl]amino]-3-(3-methylbutanoyl)-6-oxo-1,2,4,5,8,9,10,10a-octahydropyrrolo[1,2-a][1,5]diazocine-8-carboxamide
2.1.2 InChI
InChI=1S/C32H43N5O4/c1-21(2)19-28(38)36-18-17-25-15-16-27(37(25)32(41)26(20-36)34-30(39)22(3)33-4)31(40)35-29(23-11-7-5-8-12-23)24-13-9-6-10-14-24/h5-14,21-22,25-27,29,33H,15-20H2,1-4H3,(H,34,39)(H,35,40)/t22-,25+,26-,27-/m0/s1
2.1.3 InChI Key
LSXUTRRVVSPWDZ-MKKUMYSQSA-N
2.1.4 Canonical SMILES
CC(C)CC(=O)N1CCC2CCC(N2C(=O)C(C1)NC(=O)C(C)NC)C(=O)NC(C3=CC=CC=C3)C4=CC=CC=C4
2.1.5 Isomeric SMILES
C[C@@H](C(=O)N[C@H]1CN(CC[C@H]2CC[C@H](N2C1=O)C(=O)NC(C3=CC=CC=C3)C4=CC=CC=C4)C(=O)CC(C)C)NC
2.2 Other Identifiers
2.2.1 UNII
N65WC8PXDD
2.3 Synonyms
2.3.1 MeSH Synonyms

1. At 406

2. At-406

3. At406 Cpd

4. Debio1143

5. N-benzhydryl-5-(2-(methylamino)propanamido)-3-(3-methylbutanoyl)-6-oxodecahydropyrrolo(1,2-a)(1,5)diazocine-8-carboxamide

6. Sm 406

7. Sm-406

8. Sm406 Cpd

2.3.2 Depositor-Supplied Synonyms

1. 1071992-99-8

2. At-406

3. Debio-1143

4. N65wc8pxdd

5. Sm-406

6. Unii-n65wc8pxdd

7. At406

8. (5s,8s,10ar)-n-benzhydryl-5-((s)-2-(methylamino)propanamido)-3-(3-methylbutanoyl)-6-oxodecahydropyrrolo[1,2-a][1,5]diazocine-8-carboxamide

9. At 406

10. Debio 1143

11. Sm 406

12. Xevinapant [inn]

13. Chembl2158051

14. Iap Inhibitor At-406

15. Debio-1143 (at-406)

16. At-406 (sm-406)

17. 1071992-99-8 (free Base)

18. At-406(at406)

19. D-1143

20. (5s,8s,10ar)-n-benzhydryl-5-[[(2s)-2-(methylamino)propanoyl]amino]-3-(3-methylbutanoyl)-6-oxo-1,2,4,5,8,9,10,10a-octahydropyrrolo[1,2-a][1,5]diazocine-8-carboxamide

21. Qcr-136

22. (5s,8s,10ar)-n-(diphenylmethyl)-5-[(n-methyl-l-alanyl)amino]-3-(3-methylbutanoyl)-6-oxodecahydropyrrolo[1,2-a][1,5]diazocine-8-carboxamide

23. At406 (sm-406)

24. Debio1143

25. Xevinapant [who-dd]

26. Gtpl7729

27. Schembl2724374

28. Dtxsid50648496

29. Ex-a104

30. Bcp04668

31. Bdbm50393505

32. Mfcd22124467

33. Nsc764757

34. S2754

35. Zinc43208643

36. Ccg-270056

37. Cs-0962

38. Nsc-764757

39. Ncgc00346675-01

40. Ncgc00346675-03

41. Ac-30282

42. As-56453

43. Hy-15454

44. D 1143

45. At406 (sm-406, Arry-334543)

46. J-501625

47. Q27074566

48. 1071992-99-8, 1071992-57-8 (hcl)

49. (5s,8s,10ar)-n-(diphenylmethyl)decahydro-5-(((2s)-2-(methylamino)-1-oxopropyl)amino)-3-(3-methyl-1-oxobutyl)-6-oxopyrrolo(1,2-a)(1,5)diazocine-8-carboxamide

50. (5s,8s,10ar)-n-(diphenylmethyl)decahydro-5-[[(2s)-2-(methylamino)-1-oxopropyl]amino]-3-(3-methyl-1-oxobutyl)-6-oxopyrrolo[1,2-a][1,5 ]diazocine-8-carboxamide

51. Pyrrolo(1,2-a)(1,5)diazocine-8-carboxamide, N-(diphenylmethyl)decahydro-5-(((2s)-2-(methylamino)-1-oxopropyl)amino)-3-(3-methyl-1-oxobutyl)-6-oxo-, (5s,8s,10ar)-

2.4 Create Date
2008-11-10
3 Chemical and Physical Properties
Molecular Weight 561.7 g/mol
Molecular Formula C32H43N5O4
XLogP33.1
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count9
Exact Mass561.33150487 g/mol
Monoisotopic Mass561.33150487 g/mol
Topological Polar Surface Area111 Ų
Heavy Atom Count41
Formal Charge0
Complexity896
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1

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ABOUT THIS PAGE

Xevinapant Manufacturers

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

Xevinapant Suppliers

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

Xevinapant GMP

Xevinapant 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 Xevinapant 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 Xevinapant GMP manufacturer or Xevinapant GMP API supplier for your needs.

Xevinapant CoA

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

Xevinapant CoA mostly includes findings from lab analyses of a specific batch. For each Xevinapant 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.

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