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Chemistry

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Also known as: Bal101553, Bal-101553, Lisavanbulin [inn], Lisavanbulin [usan], 1263384-43-5, 5pt0qp06x5
Molecular Formula
C26H29N9O3
Molecular Weight
515.6  g/mol
InChI Key
NIPZLALJRAHABJ-IBGZPJMESA-N
FDA UNII
5PT0QP06X5

Lisavanbulin
Lisavanbulin is an orally available, highly water-soluble lysine prodrug of the synthetic small molecule BAL27862 with potential antitumor activity. Upon administration of lisavanbulin and conversion into the active form BAL27862, this agent binds to tubulin at a site distinct from the vinca-alkaloid-binding site, and prevents tubulin polymerization and destabilizes microtubules, ultimately leading to cell cycle arrest, blockage of cell division and an induction of cell death in cancer cells.
1 2D Structure

Lisavanbulin

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(2S)-2,6-diamino-N-[4-[2-[2-[4-(2-cyanoethylamino)-1,2,5-oxadiazol-3-yl]benzimidazol-1-yl]acetyl]phenyl]hexanamide
2.1.2 InChI
InChI=1S/C26H29N9O3/c27-13-4-3-6-19(29)26(37)31-18-11-9-17(10-12-18)22(36)16-35-21-8-2-1-7-20(21)32-25(35)23-24(34-38-33-23)30-15-5-14-28/h1-2,7-12,19H,3-6,13,15-16,27,29H2,(H,30,34)(H,31,37)/t19-/m0/s1
2.1.3 InChI Key
NIPZLALJRAHABJ-IBGZPJMESA-N
2.1.4 Canonical SMILES
C1=CC=C2C(=C1)N=C(N2CC(=O)C3=CC=C(C=C3)NC(=O)C(CCCCN)N)C4=NON=C4NCCC#N
2.1.5 Isomeric SMILES
C1=CC=C2C(=C1)N=C(N2CC(=O)C3=CC=C(C=C3)NC(=O)[C@H](CCCCN)N)C4=NON=C4NCCC#N
2.2 Other Identifiers
2.2.1 UNII
5PT0QP06X5
2.3 Synonyms
2.3.1 MeSH Synonyms

1. (2s)-2,6-diamino-n-(4-(2-(2-(4-((2-cyanoethyl)amino)-1,2,5-oxadiazol-3-yl)-1h-benzimidazol-1-yl)acetyl)phenyl)hexanamide

2. Bal101553

2.3.2 Depositor-Supplied Synonyms

1. Bal101553

2. Bal-101553

3. Lisavanbulin [inn]

4. Lisavanbulin [usan]

5. 1263384-43-5

6. 5pt0qp06x5

7. Microtubule-targeted Agent Bal101553

8. (2s)-2,6-diamino-n-(4-(2-(2-(4-((2-cyanoethyl)amino)-1,2,5-oxadiazol-3-yl)-1h-benzimidazol-1-yl)acetyl)phenyl)hexanamide

9. Hexanamide, 2,6-diamino-n-(4-(2-(2-(4-((2-cyanoethyl)amino)-1,2,5-oxadiazol-3-yl)-1h-benzimidazol-1-yl)acetyl)phenyl)-, (2s)-

10. Lisavanbulin (usan/inn)

11. Lisavanbulin [usan:inn]

12. Unii-5pt0qp06x5

13. Lisavanbulin [who-dd]

14. Schembl1160313

15. Chembl4297595

16. Glxc-25728

17. Ex-a4306

18. Nsc764608

19. Nsc789724

20. Who 10401

21. Bal 101553

22. Db15224

23. Nsc-764608

24. Nsc-789724

25. D11494

26. Q27262705

2.4 Create Date
2010-05-03
3 Chemical and Physical Properties
Molecular Weight 515.6 g/mol
Molecular Formula C26H29N9O3
XLogP31.5
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count10
Rotatable Bond Count13
Exact Mass515.23933582 g/mol
Monoisotopic Mass515.23933582 g/mol
Topological Polar Surface Area191 Ų
Heavy Atom Count38
Formal Charge0
Complexity828
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Immune Checkpoint Inhibitors

Drugs that block negative regulator IMMUNE CHECKPOINT proteins (e.g., PD-1 RECEPTOR and CTLA-4 ANTIGEN) thereby increasing suppressed immune activation in immunotherapies. (See all compounds classified as Immune Checkpoint Inhibitors.)


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ABOUT THIS PAGE

Lisavanbulin Manufacturers

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

Lisavanbulin Suppliers

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

Lisavanbulin GMP

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

Lisavanbulin CoA

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

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

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