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Chemistry

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Also known as: Gdc-0077, 2060571-02-8, Rg6114, Gdc0077, Ro7113755, Inavolisib [usan]
Molecular Formula
C18H19F2N5O4
Molecular Weight
407.4  g/mol
InChI Key
SGEUNORSOZVTOL-CABZTGNLSA-N
FDA UNII
L4C1UY2NYH

Inavolisib
Inavolisib is an orally available inhibitor of phosphatidylinositol 3-kinase (PI3K), with potential antineoplastic activity. inavolisib binds to and inhibits various members of the PI3K family, including activating mutations in the catalytic alpha isoform PIK3CA. PI3K inhibition prevents the activation of the PI3K-mediated signaling pathway and results in the inhibition of growth and survival of PI3K-overexpressing tumor cells. Dysregulation of the PI3K signaling pathway is frequently associated with tumorigenesis and tumor resistance to a variety of antineoplastic agents and radiotherapy. PIK3CA, which encodes the p110-alpha catalytic subunit of the class I PI3K, is frequently mutated in a variety of cancer cell types and plays a key role in cancer cell growth and invasion.
1 2D Structure

Inavolisib

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(2S)-2-[[2-[(4S)-4-(difluoromethyl)-2-oxo-1,3-oxazolidin-3-yl]-5,6-dihydroimidazo[1,2-d][1,4]benzoxazepin-9-yl]amino]propanamide
2.1.2 InChI
InChI=1S/C18H19F2N5O4/c1-9(16(21)26)22-10-2-3-11-13(6-10)28-5-4-24-7-14(23-17(11)24)25-12(15(19)20)8-29-18(25)27/h2-3,6-7,9,12,15,22H,4-5,8H2,1H3,(H2,21,26)/t9-,12-/m0/s1
2.1.3 InChI Key
SGEUNORSOZVTOL-CABZTGNLSA-N
2.1.4 Canonical SMILES
CC(C(=O)N)NC1=CC2=C(C=C1)C3=NC(=CN3CCO2)N4C(COC4=O)C(F)F
2.1.5 Isomeric SMILES
C[C@@H](C(=O)N)NC1=CC2=C(C=C1)C3=NC(=CN3CCO2)N4[C@@H](COC4=O)C(F)F
2.2 Other Identifiers
2.2.1 UNII
L4C1UY2NYH
2.3 Synonyms
2.3.1 MeSH Synonyms

1. (2s)-2-((2-((4s)-4-(difluoromethyl)-2-oxo-1,3-oxazolidin-3-yl)-5,6-dihydroimidazo(1,2-d)(1,4)benzoxazepin-9-yl)amino)propanamide

2. Gdc-0077

2.3.2 Depositor-Supplied Synonyms

1. Gdc-0077

2. 2060571-02-8

3. Rg6114

4. Gdc0077

5. Ro7113755

6. Inavolisib [usan]

7. L4c1uy2nyh

8. (2s)-2-[[2-[(4s)-4-(difluoromethyl)-2-oxo-1,3-oxazolidin-3-yl]-5,6-dihydroimidazo[1,2-d][1,4]benzoxazepin-9-yl]amino]propanamide

9. (s)-2-((2-((s)-4-(difluoromethyl)-2-oxooxazolidin-3-yl)-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepin-9-yl)amino)propanamide

10. Rg-6114

11. Ro-7113755

12. N~2~-{(4s,11ap)-2-[(4s)-4-(difluoromethyl)-2-oxo-1,3-oxazolidin-3-yl]-5,6-dihydroimidazo[1,2-d][1,4]benzoxazepin-9-yl}-l-alaninamide

13. Propanamide, 2-((2-((4s)-4-(difluoromethyl)-2-oxo-3-oxazolidinyl)-5,6-dihydroimidazo(1,2-d)(1,4)benzoxazepin-9-yl)amino)-, (2s)-

14. Mfcd31382124

15. Sgeunorsozvtol-cabztgnlsa-n

16. X3n

17. Inavolisib [inn]

18. Unii-l4c1uy2nyh

19. Inavolisib [who-dd]

20. Gtpl9636

21. Chembl4650215

22. Schembl18360780

23. Bdbm295665

24. Amy16810

25. Ex-a2685

26. Nsc800729

27. S8668

28. Us10112932, Compound 101

29. Who 11204

30. Akos040741785

31. At36699

32. Cs-6459

33. Db15275

34. Gdc-0077; Rg6114

35. Nsc-800729

36. Ac-31594

37. Ms-26989

38. Hy-101562

39. A903455

40. Gdc-0077;rg6114;ro-7113755

41. (2s)-2-((2-((4s)-4-(difluoromethyl)-2-oxo-3-oxazolidinyl)-5,6-dihydroimidazo(1,2-d)(1,4)benzoxazepin-9-yl)amino)propanamide

42. (2s)-2-({4-[(4s)-4-(difluoromethyl)-2-oxo-1,3-oxazolidin-3-yl]-9-oxa-3,6-diazatricyclo[8.4.0.0,tetradeca-1(14),2,4,10,12-pentaen-12-yl}amino)propanamide

43. (s)-2-((2-((s)-4-(difluoromethyl)- 2-oxooxazolidin-3-yl)-5,6- Dihydrobenzo[f]imidazo[1,2- D][1,4]oxazepin-9- Yl)amino)propanamide

44. (s)-2-((2-((s)-4-(difluoromethyl)-2-oxooxazolidin-3-yl)-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepin-9-yl)propanamide (gdc-0077)

2.4 Create Date
2017-02-18
3 Chemical and Physical Properties
Molecular Weight 407.4 g/mol
Molecular Formula C18H19F2N5O4
XLogP31.5
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count8
Rotatable Bond Count5
Exact Mass g/mol
Monoisotopic Mass g/mol
Topological Polar Surface Area112
Heavy Atom Count29
Formal Charge0
Complexity641
Isotope Atom Count0
Defined Atom Stereocenter Count2
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

Phosphoinositide-3 Kinase Inhibitors

Agents that inhibit PHOSPHOINOSITIDE-3 KINASE activity. (See all compounds classified as Phosphoinositide-3 Kinase Inhibitors.)


Drugs in Development

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Details:

FoundationOne®Liquid CDx to be used as a companion diagnostic for Itovebi (inavolisib) for adults with endocrine-resistant, PIK3CA-mutated HR+/HER2-breast Cancer.


Lead Product(s): Inavolisib,Palbociclib,Fulvestrant

Therapeutic Area: Oncology Brand Name: Itovebi

Study Phase: ApprovedProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable October 11, 2024

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01

Pharmatech Expo 2025
Not Confirmed
Pharmatech Expo 2025
Not Confirmed

Details : FoundationOne®Liquid CDx to be used as a companion diagnostic for Itovebi (inavolisib) for adults with endocrine-resistant, PIK3CA-mutated HR+/HER2-breast Cancer.

Brand Name : Itovebi

Molecule Type : Small molecule

Upfront Cash : Not Applicable

October 11, 2024

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Details:

Itovebi (inavolisib) is a PI3K alpha Inhibitor in combination with palbociclib and fulvestran, approved for adults with endocrine-resistant, PIK3CA-mutated HR+/HER2-breast Cancer.


Lead Product(s): Inavolisib,Palbociclib,Fulvestrant

Therapeutic Area: Oncology Brand Name: Itovebi

Study Phase: ApprovedProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable October 10, 2024

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02

Genentech

U.S.A
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Pharmatech Expo 2025
Not Confirmed

Genentech

U.S.A
arrow
Pharmatech Expo 2025
Not Confirmed

Details : Itovebi (inavolisib) is a PI3K alpha Inhibitor in combination with palbociclib and fulvestran, approved for adults with endocrine-resistant, PIK3CA-mutated HR+/HER2-breast Cancer.

Brand Name : Itovebi

Molecule Type : Small molecule

Upfront Cash : Not Applicable

October 10, 2024

blank

Details:

GDC-0077 (inavolisib) is a PI3K alpha Inhibitor in combination with palbociclib and fulvestran, which is currently being evaluated for the treatment of HR+/HER2-breast Cancer.


Lead Product(s): Inavolisib,Palbociclib,Fulvestrant

Therapeutic Area: Oncology Brand Name: GDC-0077

Study Phase: Phase IIIProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable May 29, 2024

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03

Genentech

U.S.A
arrow
Pharmatech Expo 2025
Not Confirmed

Genentech

U.S.A
arrow
Pharmatech Expo 2025
Not Confirmed

Details : GDC-0077 (inavolisib) is a PI3K alpha Inhibitor in combination with palbociclib and fulvestran, which is currently being evaluated for the treatment of HR+/HER2-breast Cancer.

Brand Name : GDC-0077

Molecule Type : Small molecule

Upfront Cash : Not Applicable

May 29, 2024

blank

Details:

GDC-0077 (inavolisib) is an oral therapy for PI3Kα inhibition. It is in phase 3 trials for treatment of advanced hormone receptor-positive, HER2-negative breast cancer with a PIK3CA mutation.


Lead Product(s): Inavolisib,Fulvestrant

Therapeutic Area: Oncology Brand Name: GDC-0077

Study Phase: Phase IIIProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable May 21, 2024

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04

Genentech

U.S.A
arrow
Pharmatech Expo 2025
Not Confirmed

Genentech

U.S.A
arrow
Pharmatech Expo 2025
Not Confirmed

Details : GDC-0077 (inavolisib) is an oral therapy for PI3Kα inhibition. It is in phase 3 trials for treatment of advanced hormone receptor-positive, HER2-negative breast cancer with a PIK3CA mutation.

Brand Name : GDC-0077

Molecule Type : Small molecule

Upfront Cash : Not Applicable

May 21, 2024

blank

Details:

GDC-0077 (inavolisib) is an investigational, highly selective inhibitor and degrader of mutant PI3K alpha. It is being evaluated in combination with palbociclib & fulvestrant for the treatment of HER2-negative breast cancer With a PIK3CA Mutation.


Lead Product(s): Inavolisib,Palbociclib,Fulvestrant

Therapeutic Area: Oncology Brand Name: GDC-0077

Study Phase: Phase IIIProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable December 08, 2023

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05

Genentech

U.S.A
arrow
Pharmatech Expo 2025
Not Confirmed

Genentech

U.S.A
arrow
Pharmatech Expo 2025
Not Confirmed

Details : GDC-0077 (inavolisib) is an investigational, highly selective inhibitor and degrader of mutant PI3K alpha. It is being evaluated in combination with palbociclib & fulvestrant for the treatment of HER2-negative breast cancer With a PIK3CA Mutation.

Brand Name : GDC-0077

Molecule Type : Small molecule

Upfront Cash : Not Applicable

December 08, 2023

blank

Details:

GDC-0077 (inavolisib) is an oral therapy with high in vitro potency and selectivity for PI3Kα inhibition. It is being evaluated in phase 3 trials for treatment of patients with advanced hormone receptor-positive, HER2-negative breast cancer with a PIK3CA mutation.


Lead Product(s): Inavolisib,Palbociclib,Fulvestrant

Therapeutic Area: Oncology Brand Name: GDC-0077

Study Phase: Phase IIIProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable December 05, 2023

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06

F. Hoffmann-La Roche

Switzerland
arrow
Pharmatech Expo 2025
Not Confirmed

F. Hoffmann-La Roche

Switzerland
arrow
Pharmatech Expo 2025
Not Confirmed

Details : GDC-0077 (inavolisib) is an oral therapy with high in vitro potency and selectivity for PI3Kα inhibition. It is being evaluated in phase 3 trials for treatment of patients with advanced hormone receptor-positive, HER2-negative breast cancer with a PIK3C...

Brand Name : GDC-0077

Molecule Type : Small molecule

Upfront Cash : Not Applicable

December 05, 2023

blank

Details:

GDC-0077 (inavolisib palbociclib fulvestrant) is a PI3K alpha Inhibitor Small molecule drug candidate, which is currently being evaluated for the treatment of HR+/HER2-breast Cancer with a PIK3CA mutation via oral tablet.


Lead Product(s): Inavolisib,Palbociclib,Fulvestrant

Therapeutic Area: Oncology Brand Name: GDC-0077

Study Phase: Phase IIIProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable December 05, 2023

blank

07

Genentech

U.S.A
arrow
Pharmatech Expo 2025
Not Confirmed

Genentech

U.S.A
arrow
Pharmatech Expo 2025
Not Confirmed

Details : GDC-0077 (inavolisib palbociclib fulvestrant) is a PI3K alpha Inhibitor Small molecule drug candidate, which is currently being evaluated for the treatment of HR+/HER2-breast Cancer with a PIK3CA mutation via oral tablet.

Brand Name : GDC-0077

Molecule Type : Small molecule

Upfront Cash : Not Applicable

December 05, 2023

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FDF Dossiers

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Genentech

U.S.A
Pharmatech Expo 2025
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U.S.A
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INAVOLISIB

Brand Name : ITOVEBI

Dosage Form : TABLET;ORAL

Dosage Strength : 3MG

Packaging :

Approval Date : 2024-10-10

Application Number : 219249

Regulatory Info : RX

Registration Country : USA

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Genentech

U.S.A
Pharmatech Expo 2025
Not Confirmed
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Genentech

U.S.A
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Pharmatech Expo 2025
Not Confirmed

INAVOLISIB

Brand Name : ITOVEBI

Dosage Form : TABLET;ORAL

Dosage Strength : 9MG

Packaging :

Approval Date : 2024-10-10

Application Number : 219249

Regulatory Info : RX

Registration Country : USA

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FDA Orange Book

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Pharmatech Expo 2025
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INAVOLISIB

Brand Name : ITOVEBI

Dosage Form : TABLET;ORAL

Dosage Strength : 3MG

Approval Date : 2024-10-10

Application Number : 219249

RX/OTC/DISCN : RX

RLD : Yes

TE Code :

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Pharmatech Expo 2025
Not Confirmed
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Pharmatech Expo 2025
Not Confirmed

INAVOLISIB

Brand Name : ITOVEBI

Dosage Form : TABLET;ORAL

Dosage Strength : 9MG

Approval Date : 2024-10-10

Application Number : 219249

RX/OTC/DISCN : RX

RLD : Yes

TE Code :

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Patents & EXCLUSIVITIES

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US Patents

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01

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Pharmatech Expo 2025
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INAVOLISIB

US Patent Number : 9650393

Drug Substance Claim : Y

Drug Product Claim : Y

Application Number : 219249

Patent Use Code : U-4024

Delist Requested :

Patent Use Description :

Patent Expiration Date : 2036-07-01

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02

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Pharmatech Expo 2025
Not Confirmed
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Pharmatech Expo 2025
Not Confirmed

INAVOLISIB

US Patent Number : 8343955

Drug Substance Claim :

Drug Product Claim :

Application Number : 219249

Patent Use Code : U-4024

Delist Requested :

Patent Use Description :

Patent Expiration Date : 2030-09-27

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Pharmatech Expo 2025
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Pharmatech Expo 2025
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INAVOLISIB

US Patent Number : 8343955

Drug Substance Claim :

Drug Product Claim :

Application Number : 219249

Patent Use Code : U-4024

Delist Requested :

Patent Use Description :

Patent Expiration Date : 2030-09-27

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04

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Pharmatech Expo 2025
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Pharmatech Expo 2025
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INAVOLISIB

US Patent Number : 8242104

Drug Substance Claim : Y

Drug Product Claim : Y

Application Number : 219249

Patent Use Code :

Delist Requested :

Patent Use Description :

Patent Expiration Date : 2030-09-27

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05

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Pharmatech Expo 2025
Not Confirmed
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Pharmatech Expo 2025
Not Confirmed

INAVOLISIB

US Patent Number : 10851091

Drug Substance Claim : Y

Drug Product Claim : Y

Application Number : 219249

Patent Use Code :

Delist Requested :

Patent Use Description :

Patent Expiration Date : 2036-07-01

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06

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Pharmatech Expo 2025
Not Confirmed
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Pharmatech Expo 2025
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INAVOLISIB

US Patent Number : 11028100

Drug Substance Claim : Y

Drug Product Claim : Y

Application Number : 219249

Patent Use Code :

Delist Requested :

Patent Use Description :

Patent Expiration Date : 2038-04-26

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07

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Pharmatech Expo 2025
Not Confirmed
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Pharmatech Expo 2025
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INAVOLISIB

US Patent Number : 11760753

Drug Substance Claim :

Drug Product Claim :

Application Number : 219249

Patent Use Code : U-4024

Delist Requested :

Patent Use Description :

Patent Expiration Date : 2036-07-01

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08

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Pharmatech Expo 2025
Not Confirmed
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Pharmatech Expo 2025
Not Confirmed

INAVOLISIB

US Patent Number : 10851091

Drug Substance Claim : Y

Drug Product Claim : Y

Application Number : 219249

Patent Use Code :

Delist Requested :

Patent Use Description :

Patent Expiration Date : 2036-07-01

blank

09

arrow
Pharmatech Expo 2025
Not Confirmed
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Pharmatech Expo 2025
Not Confirmed

INAVOLISIB

US Patent Number : 11760753

Drug Substance Claim :

Drug Product Claim :

Application Number : 219249

Patent Use Code : U-4024

Delist Requested :

Patent Use Description :

Patent Expiration Date : 2036-07-01

blank

10

arrow
Pharmatech Expo 2025
Not Confirmed
arrow
Pharmatech Expo 2025
Not Confirmed

INAVOLISIB

US Patent Number : 8242104

Drug Substance Claim : Y

Drug Product Claim : Y

Application Number : 219249

Patent Use Code :

Delist Requested :

Patent Use Description :

Patent Expiration Date : 2030-09-27

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