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Chemistry

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Also known as: Pf-07304814, Lufotrelvir [usan], Xj51yob1sc, Pf07304814, 2468015-78-1, (3s)-3-({n-[(4-methoxy-1h-indol-2-yl)carbonyl]-l-leucyl}amino)-2-oxo-4-[(3s)-2-oxopyrrolidin-3-yl]butyl dihydrogen phosphate
Molecular Formula
C24H33N4O9P
Molecular Weight
552.5  g/mol
InChI Key
FQKALOFOWPDTED-WBAXXEDZSA-N
FDA UNII
XJ51YOB1SC

Lufotrelvir
Lufotrelvir is a phosphate prodrug of PF-00835231, a broad-spectrum inhibitor of coronavirus 3CL protease (3CLpro), with potential antiviral activity against coronaviruses including severe acute respiratory syndrome (SARS)-associated coronavirus (SARS-CoV) and SARS coronavirus-2 (SARS-CoV-2). Upon administration, lufotrelvir is converted to its active moiety, PF-00835231, which selectively targets and inhibits the activity of coronavirus 3CLpro. This inhibits the proteolytic cleavage of viral polyproteins and the formation of viral proteins including helicase, single-stranded-RNA-binding protein, RNA-dependent RNA polymerase, 20-O-ribose methyltransferase, endoribonuclease and exoribonuclease. This prevents viral transcription and replication.
1 2D Structure

Lufotrelvir

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
[(3S)-3-[[(2S)-2-[(4-methoxy-1H-indole-2-carbonyl)amino]-4-methylpentanoyl]amino]-2-oxo-4-[(3S)-2-oxopyrrolidin-3-yl]butyl] dihydrogen phosphate
2.1.2 InChI
InChI=1S/C24H33N4O9P/c1-13(2)9-18(28-24(32)19-11-15-16(26-19)5-4-6-21(15)36-3)23(31)27-17(10-14-7-8-25-22(14)30)20(29)12-37-38(33,34)35/h4-6,11,13-14,17-18,26H,7-10,12H2,1-3H3,(H,25,30)(H,27,31)(H,28,32)(H2,33,34,35)/t14-,17-,18-/m0/s1
2.1.3 InChI Key
FQKALOFOWPDTED-WBAXXEDZSA-N
2.1.4 Canonical SMILES
CC(C)CC(C(=O)NC(CC1CCNC1=O)C(=O)COP(=O)(O)O)NC(=O)C2=CC3=C(N2)C=CC=C3OC
2.1.5 Isomeric SMILES
CC(C)C[C@@H](C(=O)N[C@@H](C[C@@H]1CCNC1=O)C(=O)COP(=O)(O)O)NC(=O)C2=CC3=C(N2)C=CC=C3OC
2.2 Other Identifiers
2.2.1 UNII
XJ51YOB1SC
2.3 Synonyms
2.3.1 MeSH Synonyms

1. ((3s)-3-((2s)-2-((4-methoxy-1h-indol-2-yl)formamido)-4-methylpentanamido)-2-oxo-4-((3s)-2-oxopyrrolidin-3-yl)butoxy)phosphonic Acid

2. (14c)-pf-07304814

3. 14c Labeled Pf-07304814

4. 14c-pf-07304814

5. 4-methoxy-n-((2s)-4-methyl-1-oxo-1-(((2s)-3-oxo-1-((3s)-2-oxopyrrolidin-3-yl)-4-(phosphonooxy)butan-2-yl)amino)pentan-2-yl)-1h-indole-2-carboxamide

6. C14-pf-07304814

7. N-((1s)-1-((((1s)-3-hydroxy-2-oxo-1-(((3s)-2-oxopyrrolidin-3-yl)methyl)propyl)amino)carbonyl)-3-methylbutyl)-4-methoxy-1h-indole-2-carboxamide

8. Pf-00835231

9. Pf-07304814

10. Pf-835231

2.3.2 Depositor-Supplied Synonyms

1. Pf-07304814

2. Lufotrelvir [usan]

3. Xj51yob1sc

4. Pf07304814

5. 2468015-78-1

6. (3s)-3-({n-[(4-methoxy-1h-indol-2-yl)carbonyl]-l-leucyl}amino)-2-oxo-4-[(3s)-2-oxopyrrolidin-3-yl]butyl Dihydrogen Phosphate

7. [(3~{s})-3-[[(2~{s})-2-[(4-methoxy-1~{h}-indol-2-yl)carbonylamino]-4-methyl-pentanoyl]amino]-2-oxidanylidene-4-[(3~{r})-2-oxidanylidene-3,4-dihydropyrrol-3-yl]butyl] Dihydrogen Phosphate

8. 1h-indole-2-carboxamide, 4-methoxy-n-((1s)-3-methyl-1-((((1s)-2-oxo-1-(((3s)-2-oxo-3-pyrrolidinyl)methyl)-3-(phosphonooxy)propyl)amino)carbonyl)butyl)-

9. 4-methoxy-n-((2s)-4-methyl-1-oxo-1-(((2s)-3-oxo-1-((3s)-2-oxopyrrolidin-3-yl)-4-(phosphonooxy)butan-2-yl)amino)pentan-2-yl)-1h-indole-2-carboxamide

10. Unii-xj51yob1sc

11. Lufotrelvir [inn]

12. Chembl4802214

13. Gtpl11249

14. Chebi:173073

15. Bdbm510049

16. Dtxsid501337108

17. Ex-a4702

18. Who 12095

19. Pf-07304814 [who-dd]

20. Hy-138078

21. Cs-0144500

22. Pf 07304814

23. (3s)-3-{[(2s)-2-{[(4-methoxy-1h-indol-2-yl)carbonyl]amino}-4-methylpentanoyl]amino}-2-oxo-4-[(3s)-2-oxopyrrolidin-3-yl]butyl Dihydrogen Phosphate

24. [(3s)-3-[(2s)-2-[(4-methoxy-1h-indol-2-yl)formamido]-4-methylpentanamido]-2-oxo-4-[(3s)-2-oxopyrrolidin-3-yl]butoxy]phosphonic Acid

2.4 Create Date
2020-09-29
3 Chemical and Physical Properties
Molecular Weight 552.5 g/mol
Molecular Formula C24H33N4O9P
XLogP30.5
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count9
Rotatable Bond Count13
Exact Mass552.19851564 g/mol
Monoisotopic Mass552.19851564 g/mol
Topological Polar Surface Area196 Ų
Heavy Atom Count38
Formal Charge0
Complexity927
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 Mechanism of Action

The structure of PF-07304814 contains a phosphate group, allowing the compound to be soluble and then subsequently cleaved in tissue by alkaline phosphatase. This step allows for the release of PF-00835231, which is the compound that exerts anti-viral activity against the 3CL protease of SARS-CoV-2. The active compound, PF-00835231, was shown to have potent and broad-spectrum inhibitory activity against numerous coronavirus 3CL proteases.


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Looking for 2468015-78-1 / Lufotrelvir API manufacturers, exporters & distributors?

Lufotrelvir manufacturers, exporters & distributors 1

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PharmaCompass offers a list of Lufotrelvir 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 Lufotrelvir manufacturer or Lufotrelvir supplier for your needs.

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

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

API | Excipient name

Lufotrelvir

Synonyms

Pf-07304814, Lufotrelvir [usan], Xj51yob1sc, Pf07304814, 2468015-78-1, (3s)-3-({n-[(4-methoxy-1h-indol-2-yl)carbonyl]-l-leucyl}amino)-2-oxo-4-[(3s)-2-oxopyrrolidin-3-yl]butyl dihydrogen phosphate

Cas Number

2468015-78-1

Unique Ingredient Identifier (UNII)

XJ51YOB1SC

About Lufotrelvir

Lufotrelvir is a phosphate prodrug of PF-00835231, a broad-spectrum inhibitor of coronavirus 3CL protease (3CLpro), with potential antiviral activity against coronaviruses including severe acute respiratory syndrome (SARS)-associated coronavirus (SARS-CoV) and SARS coronavirus-2 (SARS-CoV-2). Upon administration, lufotrelvir is converted to its active moiety, PF-00835231, which selectively targets and inhibits the activity of coronavirus 3CLpro. This inhibits the proteolytic cleavage of viral polyproteins and the formation of viral proteins including helicase, single-stranded-RNA-binding protein, RNA-dependent RNA polymerase, 20-O-ribose methyltransferase, endoribonuclease and exoribonuclease. This prevents viral transcription and replication.

Lufotrelvir Manufacturers

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

Lufotrelvir Suppliers

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

Lufotrelvir GMP

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

Lufotrelvir CoA

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

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

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