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Chemistry

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Also known as: 1260251-31-7, Birinapant (tl32711), Tl-32711, Tl32711, Tl 32711, (2s)-n-[(2s)-1-[(2r,4s)-2-[[6-fluoro-2-[6-fluoro-3-[[(2r,4s)-4-hydroxy-1-[(2s)-2-[[(2s)-2-(methylamino)propanoyl]amino]butanoyl]pyrrolidin-2-yl]methyl]-1h-indol-2-yl]-1h-indol-3-yl]methyl]-4-hydroxypyrrolidin-1-yl]-1-oxobutan-2-yl]-2-(methylamino)propanamide
Molecular Formula
C42H56F2N8O6
Molecular Weight
806.9  g/mol
InChI Key
PKWRMUKBEYJEIX-DXXQBUJASA-N
FDA UNII
6O4Z07B57R

Birinapant
Birinapant is a synthetic small molecule that is both a peptidomimetic of second mitochondrial-derived activator of caspases (SMAC) and inhibitor of IAP (Inhibitor of Apoptosis Protein) family proteins, with potential antineoplastic activity. As a SMAC mimetic and IAP antagonist, birinapant selectively binds to and inhibits the activity of IAPs, such as X chromosome-linked IAP (XIAP) and cellular IAPs 1 (cIAP1) and 2 (cIAP2), with a greater effect on cIAP1 than cIAP2. Since IAPs shield cancer cells from the apoptosis process, this agent may restore and promote the induction of apoptosis through apoptotic signaling pathways in cancer cells and inactivate the nuclear factor-kappa B (NF-kB)-mediated survival pathway. IAPs are overexpressed by many cancer cell types. They are able to suppress apoptosis by binding to, via their baculoviral lAP repeat (BIR) domains, and inhibiting active caspases-3, -7 and -9. IAP overexpression promotes both cancer cell survival and chemotherapy resistance.
1 2D Structure

Birinapant

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(2S)-N-[(2S)-1-[(2R,4S)-2-[[6-fluoro-2-[6-fluoro-3-[[(2R,4S)-4-hydroxy-1-[(2S)-2-[[(2S)-2-(methylamino)propanoyl]amino]butanoyl]pyrrolidin-2-yl]methyl]-1H-indol-2-yl]-1H-indol-3-yl]methyl]-4-hydroxypyrrolidin-1-yl]-1-oxobutan-2-yl]-2-(methylamino)propanamide
2.1.2 InChI
InChI=1S/C42H56F2N8O6/c1-7-33(49-39(55)21(3)45-5)41(57)51-19-27(53)15-25(51)17-31-29-11-9-23(43)13-35(29)47-37(31)38-32(30-12-10-24(44)14-36(30)48-38)18-26-16-28(54)20-52(26)42(58)34(8-2)50-40(56)22(4)46-6/h9-14,21-22,25-28,33-34,45-48,53-54H,7-8,15-20H2,1-6H3,(H,49,55)(H,50,56)/t21-,22-,25-,26-,27-,28-,33-,34-/m0/s1
2.1.3 InChI Key
PKWRMUKBEYJEIX-DXXQBUJASA-N
2.1.4 Canonical SMILES
CCC(C(=O)N1CC(CC1CC2=C(NC3=C2C=CC(=C3)F)C4=C(C5=C(N4)C=C(C=C5)F)CC6CC(CN6C(=O)C(CC)NC(=O)C(C)NC)O)O)NC(=O)C(C)NC
2.1.5 Isomeric SMILES
CC[C@@H](C(=O)N1C[C@H](C[C@H]1CC2=C(NC3=C2C=CC(=C3)F)C4=C(C5=C(N4)C=C(C=C5)F)C[C@@H]6C[C@@H](CN6C(=O)[C@H](CC)NC(=O)[C@H](C)NC)O)O)NC(=O)[C@H](C)NC
2.2 Other Identifiers
2.2.1 UNII
6O4Z07B57R
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Tl32711

2.3.2 Depositor-Supplied Synonyms

1. 1260251-31-7

2. Birinapant (tl32711)

3. Tl-32711

4. Tl32711

5. Tl 32711

6. (2s)-n-[(2s)-1-[(2r,4s)-2-[[6-fluoro-2-[6-fluoro-3-[[(2r,4s)-4-hydroxy-1-[(2s)-2-[[(2s)-2-(methylamino)propanoyl]amino]butanoyl]pyrrolidin-2-yl]methyl]-1h-indol-2-yl]-1h-indol-3-yl]methyl]-4-hydroxypyrrolidin-1-yl]-1-oxobutan-2-yl]-2-(methylamino)propanamide

7. 6o4z07b57r

8. Birinapant [usan]

9. (2s,2's)-n,n'-((2s,2's)-((3s,3's,5r,5'r)-5,5'-((6,6'-difluoro-1h,1'h-[2,2'-biindole]-3,3'-diyl)bis(methylene))bis(3-hydroxypyrrolidine-5,1-diyl))bis(1-oxobutane-2,1-diyl))bis(2-(methylamino)propanamide)

10. (2s,2's)-n,n'-[(6,6'-difluoro-1h,1'h-2,2'-biindole-3,3'-diyl)bis{methanediyl[(2r,4s)-4-hydroxypyrrolidine-2,1-diyl][(2s)-1-oxobutane-1,2-diyl]}]bis[2-(methylamino)propanamide]

11. Birinapant [usan:inn]

12. Unii-6o4z07b57r

13. Birinapant Di-hcl

14. Propanamide, N,n'-((6,6'-difluoro(2,2'-bi-1h-indole)-3,3'-diyl)bis(methylene((2r,4s)-4-hydroxy-2,1-pyrrolidinediyl)((1s)-1-ethyl-2-oxo-2,1-ethanediyl)))bis(2-(methylamino)-, (2s,2's)-

15. Propanamide, N,n'-[(6,6'-difluoro[2,2'-bi-1h-indole]-3,3'-diyl)bis[methylene[(2r,4s)-4-hydroxy-2,1-pyrrolidinediyl][(1s)-1-ethyl-2-oxo-2,1-ethanediyl]]]bis[2-(methylamino)-, (2s,2's)-

16. Birinapant [inn]

17. Birinapant (usan/inn)

18. Birinapant [who-dd]

19. Mls006011237

20. Gtpl7432

21. Tl32711 2hcl

22. Chembl3039522

23. Schembl10049847

24. Dtxsid30155057

25. Ex-a258

26. Tl-32711 2hcl

27. Chebi:177705

28. Bdbm50071920

29. Mfcd25976869

30. Nsc767128

31. Nsc816007

32. S7015

33. Zinc96941868

34. Akos030526366

35. Ccg-270498

36. Cs-1719

37. Db11782

38. Nsc-767128

39. Nsc-816007

40. Ac-32868

41. As-17035

42. Hy-16591

43. Smr004702997

44. Sw220103-1

45. D10417

46. A852939

47. Q27075298

48. (2s)-n-[(2s)-1-[(2r,4s)-2-[[6-luoro-2-[6-luoro-3-[[(2r,4s)-4-hydroxy-1-[(2s)-2-[[(2s)-2-(methylamino)propanoyl]amino]butanoyl]pyrrolidin-2-yl]methyl]-1h-indol-2-yl]-1h-indol-3-yl]methyl]-4-hydroxypyrrolidin-1-yl]-1-oxobutan-2-yl]-2-(methylamino)propanamide

49. (2s,2's)-n,n'-((2s,2's)-1,1'-((3s,3's,5r,5'r)-5,5'-(6,6'-difluoro-1h,1'h-2,2'-biindole-3,3'-diyl)bis(methylene)bis(3-hydroxypyrrolidine-5,1-diyl))bis(1-oxobutane-2,1-diyl))bis(2-(methylamino)propanamide)

50. (2s,2's)-n,n'-[(6,6'-difluoro-1h,1'h-2,2'-biindole-3,3'-diyl)bis{methanediyl[(2r,4s)-4-hydroxypyrrolidine-2,1-diyl][(2s)-1-oxobutane-1,2-diyl]}]bis[2-(methylamino)propanamide] (non-preferred Name)

51. Gt6

52. N,n'-((6,6'-difluoro(1h,1'h-2,2'-biindole)- 3,3'-diyl)bis(methylene((2r,4s)-4-hydroxypyrrolidine-2,1-diyl)((2s)-1- Oxobutane-1,2-diyl) Bis((2s)-2-(methylamino)propanamide)

2.4 Create Date
2011-01-17
3 Chemical and Physical Properties
Molecular Weight 806.9 g/mol
Molecular Formula C42H56F2N8O6
XLogP33.3
Hydrogen Bond Donor Count8
Hydrogen Bond Acceptor Count10
Rotatable Bond Count15
Exact Mass806.42908786 g/mol
Monoisotopic Mass806.42908786 g/mol
Topological Polar Surface Area195 Ų
Heavy Atom Count58
Formal Charge0
Complexity1350
Isotope Atom Count0
Defined Atom Stereocenter Count8
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1

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Looking for 1260251-31-7 / Birinapant API manufacturers, exporters & distributors?

Birinapant manufacturers, exporters & distributors 1

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

Send us enquiries for free, and we will assist you in establishing a direct connection with your preferred Birinapant manufacturer or Birinapant supplier.

PharmaCompass also assists you with knowing the Birinapant API Price utilized in the formulation of products. Birinapant API Price is not always fixed or binding as the Birinapant Price is obtained through a variety of data sources. The Birinapant Price can also vary due to multiple factors, including market conditions, regulatory modifications, or negotiated pricing deals.

API | Excipient name

Birinapant

Synonyms

1260251-31-7, Birinapant (tl32711), Tl-32711, Tl32711, Tl 32711, (2s)-n-[(2s)-1-[(2r,4s)-2-[[6-fluoro-2-[6-fluoro-3-[[(2r,4s)-4-hydroxy-1-[(2s)-2-[[(2s)-2-(methylamino)propanoyl]amino]butanoyl]pyrrolidin-2-yl]methyl]-1h-indol-2-yl]-1h-indol-3-yl]methyl]-4-hydroxypyrrolidin-1-yl]-1-oxobutan-2-yl]-2-(methylamino)propanamide

Cas Number

1260251-31-7

Unique Ingredient Identifier (UNII)

6O4Z07B57R

About Birinapant

Birinapant is a synthetic small molecule that is both a peptidomimetic of second mitochondrial-derived activator of caspases (SMAC) and inhibitor of IAP (Inhibitor of Apoptosis Protein) family proteins, with potential antineoplastic activity. As a SMAC mimetic and IAP antagonist, birinapant selectively binds to and inhibits the activity of IAPs, such as X chromosome-linked IAP (XIAP) and cellular IAPs 1 (cIAP1) and 2 (cIAP2), with a greater effect on cIAP1 than cIAP2. Since IAPs shield cancer cells from the apoptosis process, this agent may restore and promote the induction of apoptosis through apoptotic signaling pathways in cancer cells and inactivate the nuclear factor-kappa B (NF-kB)-mediated survival pathway. IAPs are overexpressed by many cancer cell types. They are able to suppress apoptosis by binding to, via their baculoviral lAP repeat (BIR) domains, and inhibiting active caspases-3, -7 and -9. IAP overexpression promotes both cancer cell survival and chemotherapy resistance.

Birinapant Manufacturers

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

Birinapant Suppliers

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

Birinapant GMP

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

Birinapant CoA

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

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

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