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Chemistry

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Also known as: Gs-6207, 2189684-44-2, Gs-hiv, Gs-ca2, Gs-ca-2, Lenacapavir [usan]
Molecular Formula
C39H32ClF10N7O5S2
Molecular Weight
968.3  g/mol
InChI Key
BRYXUCLEHAUSDY-WEWMWRJBSA-N
FDA UNII
A9A0O6FB4H

Lenacapavir
Lenacapavir is under investigation in clinical trial NCT04150068 (Study to Evaluate the Safety and Efficacy of Lenacapavir in Combination With an Optimized Background Regimen in Heavily Treatment Experienced Participants Living With HIV-1 Infection With Multidrug Resistance).
1 2D Structure

Lenacapavir

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
N-[(1S)-1-[3-[4-chloro-3-(methanesulfonamido)-1-(2,2,2-trifluoroethyl)indazol-7-yl]-6-(3-methyl-3-methylsulfonylbut-1-ynyl)pyridin-2-yl]-2-(3,5-difluorophenyl)ethyl]-2-[(2S,4R)-5,5-difluoro-9-(trifluoromethyl)-7,8-diazatricyclo[4.3.0.02,4]nona-1(6),8-dien-7-yl]acetamide
2.1.2 InChI
InChI=1S/C39H32ClF10N7O5S2/c1-36(2,63(3,59)60)10-9-21-5-6-22(23-7-8-26(40)30-32(23)57(17-37(43,44)45)54-35(30)55-64(4,61)62)31(51-21)27(13-18-11-19(41)14-20(42)12-18)52-28(58)16-56-34-29(33(53-56)39(48,49)50)24-15-25(24)38(34,46)47/h5-8,11-12,14,24-25,27H,13,15-17H2,1-4H3,(H,52,58)(H,54,55)/t24-,25+,27-/m0/s1
2.1.3 InChI Key
BRYXUCLEHAUSDY-WEWMWRJBSA-N
2.1.4 Canonical SMILES
CC(C)(C#CC1=NC(=C(C=C1)C2=C3C(=C(C=C2)Cl)C(=NN3CC(F)(F)F)NS(=O)(=O)C)C(CC4=CC(=CC(=C4)F)F)NC(=O)CN5C6=C(C7CC7C6(F)F)C(=N5)C(F)(F)F)S(=O)(=O)C
2.1.5 Isomeric SMILES
CC(C)(C#CC1=NC(=C(C=C1)C2=C3C(=C(C=C2)Cl)C(=NN3CC(F)(F)F)NS(=O)(=O)C)[C@H](CC4=CC(=CC(=C4)F)F)NC(=O)CN5C6=C([C@H]7C[C@H]7C6(F)F)C(=N5)C(F)(F)F)S(=O)(=O)C
2.2 Other Identifiers
2.2.1 UNII
A9A0O6FB4H
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Gs-ca1

2.3.2 Depositor-Supplied Synonyms

1. Gs-6207

2. 2189684-44-2

3. Gs-hiv

4. Gs-ca2

5. Gs-ca-2

6. Lenacapavir [usan]

7. Gs-ca1

8. A9a0o6fb4h

9. Gs-714207

10. Gs6207

11. N-[(1s)-1-[3-[4-chloro-3-(methanesulfonamido)-1-(2,2,2-trifluoroethyl)indazol-7-yl]-6-(3-methyl-3-methylsulfonylbut-1-ynyl)pyridin-2-yl]-2-(3,5-difluorophenyl)ethyl]-2-[(2s,4r)-5,5-difluoro-9-(trifluoromethyl)-7,8-diazatricyclo[4.3.0.02,4]nona-1(6),8-dien-7-yl]acetamide

12. N-((s)-1-(3-(4-chloro-3-(methylsulfonamido)-1-(2,2,2-trifluoroethyl)-1h-indazol-7-yl)-6-(3-methyl-3-(methylsulfonyl)but-1-yn-1-yl)pyridin-2-yl)-2-(3,5-difluorophenyl)ethyl)-2-((3bs,4ar)-5,5-difluoro-3-(trifluoromethyl)-3b,4,4a,5-tetrahydro-1h-cyclopropa[3,4]cyclopenta[1,2-c]pyrazol-1-yl)acetamide

13. N-[(1s)-1-(3-{4-chloro-3-[(methylsulfonyl)amino]-1-(2,2,2-trifluoroethyl)-1h-indazol-7-yl}-6-[3-methyl-3-(methylsulfonyl)but-1-yn-1-yl]pyridin-2-yl)-2-(3,5-difluorophenyl)ethyl]-2-[(3bs,4ar)-5,5-difluoro-3-(trifluoromethyl)-3b,4,4a,5-tetrahydro-1h-cyclopropa[3,4]cyclopenta[1,2-c]pyrazol-1-yl]acetamide

14. Qng

15. Lenacapavir [inn]

16. Unii-a9a0o6fb4h

17. Lenacapavir [who-dd]

18. Chembl4594438

19. Schembl19875642

20. Gtpl11446

21. Ex-a5518

22. Who 11108

23. At20076

24. Hy-111964

25. Cs-0094695

26. 1h-cyclopropa(3,4)cyclopenta(1,2-c)pyrazole, N-((1s)-1-(3-(4-chloro-3-((methylsulfonyl)amino)-1-(2,2,2-trifluoroethyl)-1h-indazol-7-yl)-6-(3-methyl-3-(methylsulfonyl)-1-butyn-1-yl)-2-pyridinyl)-2-(3,5-difluorophenyl)ethyl)-5,5-difluoro-3b,4,4a,5-tetrahydro-3-(trifluoromethyl)-, (3bs,4ar)-

27. N-((1s)-1-(3-(4-chloro-3-(methanesulfonamido)-1-(2,2,2-trifluoroethyl)-1h-indazol-7-yl)-6-(3-(methanesulfonyl)-3-methylbut-1-yn-1-yl)pyridin-2-yl)-2-(3,5- Difluorophenyl)ethyl)-2-((3bs,4ar)-5,5-difluoro-3-(trifluoromethyl)-3b,4,4a,5-tetrahydro-1h-cyclopropa(3,4)cyclopenta(1,2-c)pyrazol-1-yl)acetamide

28. N-[(1s)-1-[3-[4-chloro-3-(methanesulfonamido)-1-(2,2,2-trifluoroethyl)indazol-7-yl]-6-(3-methyl-3-methylsulfonyl-but-1-ynyl)-2-pyridyl]-2-(3,5-difluorophenyl)ethyl]-2-[difluoro(trifluoromethyl)[?]yl]acetamide

2.4 Create Date
2018-05-16
3 Chemical and Physical Properties
Molecular Weight 968.3 g/mol
Molecular Formula C39H32ClF10N7O5S2
XLogP36.4
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count19
Rotatable Bond Count13
Exact Mass967.1435188 g/mol
Monoisotopic Mass967.1435188 g/mol
Topological Polar Surface Area175 Ų
Heavy Atom Count64
Formal Charge0
Complexity2040
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Indication

Treatment of human immunodeficiency virus (HIV-1) infection


* Sunlenca injection: , in combination with other antiretroviral(s), is indicated for the treatment of adults with multidrug resistant HIV 1 infection for whom it is otherwise not possible to construct a suppressive anti viral regimen (see sections 4. 2 and 5. 1).

* Sunlenca tablet: , in combination with other antiretroviral(s), is indicated for the treatment of adults with multidrug resistant HIV 1 infection for whom it is otherwise not possible to construct a suppressive anti viral regimen, for oral loading prior to administration of long-acting lenacapavir injection (see sections 4. 2 and 5. 1).


5 Pharmacology and Biochemistry
5.1 ATC Code

J05AX


J - Antiinfectives for systemic use

J05 - Antivirals for systemic use

J05A - Direct acting antivirals

J05AX - Other antivirals

J05AX31 - Lenacapavir


NDC API

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LENACAPAVIR SODIUM

NDC Package Code : 54014-6902

Start Marketing Date : 2022-12-22

End Marketing Date : 2024-12-31

Dosage Form (Strength) : POWDER (1kg/kg)

Marketing Category : BULK INGREDIENT

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Yuhan Chemical Inc

South Korea
ASC 2024
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Yuhan Chemical Inc

South Korea
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LENACAPAVIR

NDC Package Code : 66721-830

Start Marketing Date : 2022-08-17

End Marketing Date : 2024-12-31

Dosage Form (Strength) : POWDER (20kg/20kg)

Marketing Category : BULK INGREDIENT

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Drugs in Development

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Details:

MK-8591 (islatravir) is a non-nucleoside reverse transcriptase translocation inhibitor, which is being investigated in phase 2 for HIV-1 infection, in combination with lenacapavir.


Lead Product(s): Islatravir,Lenacapavir

Therapeutic Area: Infections and Infectious Diseases Brand Name: MK-8591

Study Phase: Phase IIProduct Type: Small molecule

Sponsor: Merck & Co

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable March 06, 2024

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Luxepack
Not Confirmed
Luxepack
Not Confirmed

Details : MK-8591 (islatravir) is a non-nucleoside reverse transcriptase translocation inhibitor, which is being investigated in phase 2 for HIV-1 infection, in combination with lenacapavir.

Brand Name : MK-8591

Molecule Type : Small molecule

Upfront Cash : Not Applicable

March 06, 2024

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Details:

GS-9883 (bictegravir), an HIV type 1 integrase inhibitor in combination with GS-6207 (lenacapavir), a structural capsid protein inhibitor is being evaluated for the treatment of HIV-1-infection.


Lead Product(s): Bictegravir,Lenacapavir

Therapeutic Area: Infections and Infectious Diseases Brand Name: GS-9883

Study Phase: Phase II/ Phase IIIProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable March 05, 2024

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Luxepack
Not Confirmed
Luxepack
Not Confirmed

Details : GS-9883 (bictegravir), an HIV type 1 integrase inhibitor in combination with GS-6207 (lenacapavir), a structural capsid protein inhibitor is being evaluated for the treatment of HIV-1-infection.

Brand Name : GS-9883

Molecule Type : Small molecule

Upfront Cash : Not Applicable

March 05, 2024

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Details:

Sunlenca (lenacapavir) is a selective long-acting inhibitor of HIV-1 capsid function which inhibits HIV-1 replication by interfering with multiple essential steps of the viral lifecycle.


Lead Product(s): Lenacapavir

Therapeutic Area: Infections and Infectious Diseases Brand Name: Sunlenca

Study Phase: Phase IIProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable October 18, 2023

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03

Luxepack
Not Confirmed
Luxepack
Not Confirmed

Details : Sunlenca (lenacapavir) is a selective long-acting inhibitor of HIV-1 capsid function which inhibits HIV-1 replication by interfering with multiple essential steps of the viral lifecycle.

Brand Name : Sunlenca

Molecule Type : Small molecule

Upfront Cash : Not Applicable

October 18, 2023

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Details:

Sunlenca (lenacapavir) is a selective long-acting inhibitor of HIV-1 capsid function which inhibits HIV-1 replication by interfering with multiple essential steps of the viral lifecycle.


Lead Product(s): Lenacapavir,Teropavimab,Zinlirvimab

Therapeutic Area: Infections and Infectious Diseases Brand Name: Sunlenca

Study Phase: Phase IIProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable February 22, 2023

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04

Luxepack
Not Confirmed
Luxepack
Not Confirmed

Details : Sunlenca (lenacapavir) is a selective long-acting inhibitor of HIV-1 capsid function which inhibits HIV-1 replication by interfering with multiple essential steps of the viral lifecycle.

Brand Name : Sunlenca

Molecule Type : Small molecule

Upfront Cash : Not Applicable

February 22, 2023

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Details:

Sunlenca is the first of a new class of drugs called capsid inhibitors to be FDA-approved for treating HIV-1. Sunlenca works by blocking the HIV-1 virus’ protein shell (the capsid), thereby interfering with multiple essential steps of the viral lifecycle.


Lead Product(s): Lenacapavir

Therapeutic Area: Infections and Infectious Diseases Brand Name: Sunlenca

Study Phase: ApprovedProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable December 22, 2022

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Luxepack
Not Confirmed
Luxepack
Not Confirmed

Details : Sunlenca is the first of a new class of drugs called capsid inhibitors to be FDA-approved for treating HIV-1. Sunlenca works by blocking the HIV-1 virus’ protein shell (the capsid), thereby interfering with multiple essential steps of the viral lifecyc...

Brand Name : Sunlenca

Molecule Type : Small molecule

Upfront Cash : Not Applicable

December 22, 2022

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Details:

Sunlenca (lenacapavir) is a first-in-class, long-acting HIV capsid inhibitor approved in the United States, the United Kingdom, Canada and the European Union, for the treatment of HIV infection, in combination with other antiretroviral.


Lead Product(s): Lenacapavir

Therapeutic Area: Infections and Infectious Diseases Brand Name: Sunlenca

Study Phase: ApprovedProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable December 22, 2022

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Luxepack
Not Confirmed
Luxepack
Not Confirmed

Details : Sunlenca (lenacapavir) is a first-in-class, long-acting HIV capsid inhibitor approved in the United States, the United Kingdom, Canada and the European Union, for the treatment of HIV infection, in combination with other antiretroviral.

Brand Name : Sunlenca

Molecule Type : Small molecule

Upfront Cash : Not Applicable

December 22, 2022

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Details:

Sunlenca (lenacapavir), is first-in-class capsid inhibitor with multi-stage mechanism of action, offering a new, every six-month treatment option for people with HIV whose virus no longer effectively responds to their current therapy.


Lead Product(s): Lenacapavir

Therapeutic Area: Infections and Infectious Diseases Brand Name: Sunlenca

Study Phase: ApprovedProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable August 22, 2022

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Luxepack
Not Confirmed
Luxepack
Not Confirmed

Details : Sunlenca (lenacapavir), is first-in-class capsid inhibitor with multi-stage mechanism of action, offering a new, every six-month treatment option for people with HIV whose virus no longer effectively responds to their current therapy.

Brand Name : Sunlenca

Molecule Type : Small molecule

Upfront Cash : Not Applicable

August 22, 2022

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Details:

The NDA resubmission contains comprehensive CMC data to support the compatibility of GS-6207 (lenacapavir), first-in-class, investigational long-acting HIV-1 capsid inhibitor with an alternative vial type made from aluminosilicate glass.


Lead Product(s): Lenacapavir

Therapeutic Area: Infections and Infectious Diseases Brand Name: Sunlenca

Study Phase: Phase II/ Phase IIIProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable June 27, 2022

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Luxepack
Not Confirmed
Luxepack
Not Confirmed

Details : The NDA resubmission contains comprehensive CMC data to support the compatibility of GS-6207 (lenacapavir), first-in-class, investigational long-acting HIV-1 capsid inhibitor with an alternative vial type made from aluminosilicate glass.

Brand Name : Sunlenca

Molecule Type : Small molecule

Upfront Cash : Not Applicable

June 27, 2022

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Details:

Recommendation is based on week 26 Data from the CAPELLA Trial showing twice-yearly GS-6207 (lenacapavir) achieved high rates of virologic suppression in heavily treatment-experienced people with HIV.


Lead Product(s): Lenacapavir

Therapeutic Area: Infections and Infectious Diseases Brand Name: Sunlenca

Study Phase: Phase IIIProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable June 24, 2022

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Luxepack
Not Confirmed
Luxepack
Not Confirmed

Details : Recommendation is based on week 26 Data from the CAPELLA Trial showing twice-yearly GS-6207 (lenacapavir) achieved high rates of virologic suppression in heavily treatment-experienced people with HIV.

Brand Name : Sunlenca

Molecule Type : Small molecule

Upfront Cash : Not Applicable

June 24, 2022

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Details:

GS-6207 (Lenacapavir) is Gilead’s potential first-in-class, investigational long-acting HIV-1 capsid inhibitor in development for the treatment and prevention of HIV-1 infection. Lenacapavir was generally well tolerated in CAPELLA, with no serious adverse events.


Lead Product(s): Lenacapavir

Therapeutic Area: Infections and Infectious Diseases Brand Name: GS-6207

Study Phase: Phase IIIProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable May 16, 2022

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Luxepack
Not Confirmed
Luxepack
Not Confirmed

Details : GS-6207 (Lenacapavir) is Gilead’s potential first-in-class, investigational long-acting HIV-1 capsid inhibitor in development for the treatment and prevention of HIV-1 infection. Lenacapavir was generally well tolerated in CAPELLA, with no serious adve...

Brand Name : GS-6207

Molecule Type : Small molecule

Upfront Cash : Not Applicable

May 16, 2022

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INTERMEDIATES SUPPLIERS

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  • fda
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  • WHO-GMP

Virtual BoothPorton Pharma Solutions: Value creation via innovation & discovery through technical platforms.

CAS Number : 1620056-83-8

End Use API : Lenacapavir

About The Company : Porton Pharma Solutions Ltd. was founded in 2005, & the company's stock was successfully listed in Shenzhen Stock Exchange in 2014. Our R&D, manufacturing & ope...

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SCI Pharmtech

Taiwan
  • fda
  • EDQM
  • WHO-GMP

Virtual BoothSCI Pharmtech offers high-quality, cost-effective APIs, advanced intermediates, & custom products with global expertise and precision.

CAS Number : 91-00-9

End Use API : Lenacapavir

About The Company : SCI Pharmtech Inc. offers APIs, advanced intermediates, and custom products, focusing on quick development and cost-effective production. Our research labs, pil...

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SCI Pharmtech

Taiwan
  • fda
  • EDQM
  • WHO-GMP

Virtual BoothSCI Pharmtech offers high-quality, cost-effective APIs, advanced intermediates, & custom products with global expertise and precision.

CAS Number : 91-00-9

End Use API : Lenacapavir

About The Company : SCI Pharmtech Inc. offers APIs, advanced intermediates, and custom products, focusing on quick development and cost-effective production. Our research labs, pil...

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Patents & EXCLUSIVITIES

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US Patents

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US Patent Number : 11944611

Drug Substance Claim :

Drug Product Claim :

Application Number : 215973

Patent Use Code : U-3507

Delist Requested :

Patent Use Description :

Patent Expiration Date : 2041-06-04

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US Patent Number : 10654827

Drug Substance Claim :

Drug Product Claim :

Application Number : 215973

Patent Use Code : U-3507

Delist Requested :

Patent Use Description :

Patent Expiration Date : 2037-08-17

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US Patent Number : 9951043

Drug Substance Claim : Y

Drug Product Claim : Y

Application Number : 215973

Patent Use Code : U-3507

Delist Requested :

Patent Use Description :

Patent Expiration Date : 2034-02-28

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US Patent Number : 9951043

Drug Substance Claim : Y

Drug Product Claim : Y

Application Number : 215974

Patent Use Code : U-3507

Delist Requested :

Patent Use Description :

Patent Expiration Date : 2034-02-28

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US Patent Number : 10654827

Drug Substance Claim :

Drug Product Claim :

Application Number : 215974

Patent Use Code : U-3507

Delist Requested :

Patent Use Description :

Patent Expiration Date : 2037-08-17

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US Patent Number : 11267799

Drug Substance Claim : Y

Drug Product Claim :

Application Number : 215974

Patent Use Code :

Delist Requested :

Patent Use Description :

Patent Expiration Date : 2038-08-16

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US Patent Number : 10071985

Drug Substance Claim : Y

Drug Product Claim : Y

Application Number : 215973

Patent Use Code :

Delist Requested :

Patent Use Description :

Patent Expiration Date : 2037-08-17

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LENACAPAVIR SODIUM

US Patent Number : 10071985

Drug Substance Claim : Y

Drug Product Claim : Y

Application Number : 215974

Patent Use Code :

Delist Requested :

Patent Use Description :

Patent Expiration Date : 2037-08-17

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LENACAPAVIR SODIUM

US Patent Number : 11944611

Drug Substance Claim : Y

Drug Product Claim : Y

Application Number : 215974

Patent Use Code : U-3507

Delist Requested :

Patent Use Description :

Patent Expiration Date : 2041-06-04

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LENACAPAVIR SODIUM

US Patent Number : 11267799

Drug Substance Claim : Y

Drug Product Claim :

Application Number : 215973

Patent Use Code :

Delist Requested :

Patent Use Description :

Patent Expiration Date : 2038-08-16

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