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Chemistry

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Also known as: Pf-03084014, 1290543-63-3, Pf-3084014, 865773-15-5, Pf 3084014, Nirogacestat [usan]
Molecular Formula
C27H41F2N5O
Molecular Weight
489.6  g/mol
InChI Key
VFCRKLWBYMDAED-REWPJTCUSA-N
FDA UNII
QZ62892OFJ

Nirogacestat Hydrobromide
Nirogacestat is a selective gamma secretase (GS) inhibitor with potential antitumor activity. Nirogacestat binds to GS, blocking proteolytic activation of Notch receptors; Notch signaling pathway inhibition may follow, which may result in the induction of apoptosis in tumor cells that overexpress Notch. The integral membrane protein GS is a multi-subunit protease complex that cleaves single-pass transmembrane proteins, such as Notch receptors, at residues within their transmembrane domains. Overexpression of the Notch signaling pathway has been correlated with increased tumor cell growth and survival.
1 2D Structure

Nirogacestat Hydrobromide

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(2S)-2-[[(2S)-6,8-difluoro-1,2,3,4-tetrahydronaphthalen-2-yl]amino]-N-[1-[1-(2,2-dimethylpropylamino)-2-methylpropan-2-yl]imidazol-4-yl]pentanamide
2.1.2 InChI
InChI=1S/C27H41F2N5O/c1-7-8-23(32-20-10-9-18-11-19(28)12-22(29)21(18)13-20)25(35)33-24-14-34(17-31-24)27(5,6)16-30-15-26(2,3)4/h11-12,14,17,20,23,30,32H,7-10,13,15-16H2,1-6H3,(H,33,35)/t20-,23-/m0/s1
2.1.3 InChI Key
VFCRKLWBYMDAED-REWPJTCUSA-N
2.1.4 Canonical SMILES
CCCC(C(=O)NC1=CN(C=N1)C(C)(C)CNCC(C)(C)C)NC2CCC3=C(C2)C(=CC(=C3)F)F
2.1.5 Isomeric SMILES
CCC[C@@H](C(=O)NC1=CN(C=N1)C(C)(C)CNCC(C)(C)C)N[C@H]2CCC3=C(C2)C(=CC(=C3)F)F
2.2 Other Identifiers
2.2.1 UNII
QZ62892OFJ
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 2-(5,7-difluoro-1,2,3,4-tetrahydronaphthalen-3-ylamino)-n-(1-(2-methyl-1-(neopentylamino)propan-2-yl)-1h-imidazol-4-yl)pentanamide

2. Pf 03084014

3. Pf 3084014

4. Pf-03084014

5. Pf-3084014

6. Pf03084014

7. Pf3084014

2.3.2 Depositor-Supplied Synonyms

1. Pf-03084014

2. 1290543-63-3

3. Pf-3084014

4. 865773-15-5

5. Pf 3084014

6. Nirogacestat [usan]

7. Pf 03084014

8. Pf3084014

9. Qz62892ofj

10. (s)-2-(((s)-6,8-difluoro-1,2,3,4-tetrahydronaphthalen-2-yl)amino)-n-(1-(2-methyl-1-(neopentylamino)propan-2-yl)-1h-imidazol-4-yl)pentanamide

11. (2s)-2-[[(2s)-6,8-difluoro-1,2,3,4-tetrahydronaphthalen-2-yl]amino]-n-[1-[1-(2,2-dimethylpropylamino)-2-methylpropan-2-yl]imidazol-4-yl]pentanamide

12. Pf-03084014 (pf-3084014)

13. (s)-2-((s)-6,8-difluoro-1,2,3,4-tetrahydronaphthalen-2-ylamino)-n-(1-(2-methyl-1-(neopentylamino)propan-2-yl)-1h-imidazol-4-yl)pentanamide

14. Unii-qz62892ofj

15. Nirogacestat (usan/inn)

16. Nirogacestat [inn]

17. Z-3181

18. Nirogacestat [who-dd]

19. Gtpl7746

20. Chembl1770916

21. Schembl13184754

22. Dtxsid60235679

23. Ex-a855

24. Pf-3084014 (y-secratase)

25. Hms3886p21

26. Bdbm50458159

27. Mfcd19980705

28. Nsc754348

29. S8018

30. Zinc38217837

31. Akos030526383

32. Ccg-269609

33. Cs-1689

34. Db12005

35. Nsc-754348

36. Ncgc00378713-01

37. 2-(5,7-difluoro-1,2,3,4-tetrahydronaphthalen-3-ylamino)-n-(1-(2-methyl-1-(neopentylamino)propan-2-yl)-1h-imidazol-4-yl)pentanamide

38. Ac-36191

39. As-56178

40. Hy-15185

41. Pf-03084014-pf-3084014

42. A11993

43. D10960

44. F17429

45. A910640

46. Nirogacestat (pf-03084014, Pf-3084014)

47. Q27088329

48. Pf-03084014;pf-3084014;865773-15-5;

49. (2s)-2-(((2s)-6,8-difluoro-1,2,3,4-tetrahydro-2-naphthalenyl)amino)-n-(1-(2-((2,2-dimethylpropyl)amino)-1,1-dimethylethyl)-1h-imidazol-4-yl)pentanamide

50. (2s)-2-{[(2s)-6,8-difluoro-1,2,3,4-tetrahydronaphthalen-2-yl]amino}-n-(1-{1-[(2,2-dimethylpropyl)amino]-2-methylpropan-2-yl}-1h-imidazol-4-yl)pentanamide

51. Pentanamide, 2-(((2s)-6,8-difluoro-1,2,3,4-tetrahydro-2-naphthalenyl)amino)-n-(1-(2-((2,2-dimethylpropyl)amino)-1,1-dimethylethyl)-1h-imidazol-4-yl)-, (2s)-

52. Pentanamide, 2-((6,8-difluoro-1,2,3,4-tetrahydro-2-naphthalenyl)amino)-n-(1-(2-((2,2-dimethylpropyl)amino)-1,1-dimethylethyl)-1h-imidazol-4-yl)-, (2s)-

53. Pentanamide, 2-[(6,8-difluoro-1,2,3,4-tetrahydro-2-naphthalenyl)amino]-n-[1-[2-[(2,2-dimethylpropyl)amino]-1,1-dimethylethyl]-1h-imidazol-4-yl]-, (2s)

2.4 Create Date
2010-07-06
3 Chemical and Physical Properties
Molecular Weight 489.6 g/mol
Molecular Formula C27H41F2N5O
XLogP34.8
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count6
Rotatable Bond Count11
Exact Mass489.32791727 g/mol
Monoisotopic Mass489.32791727 g/mol
Topological Polar Surface Area71 Ų
Heavy Atom Count35
Formal Charge0
Complexity685
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

Gamma Secretase Inhibitors and Modulators

Agents that suppress GAMMA-SECRETASE by inhibiting or modulating its activities. Targeted enzymatic activities include its involvement in accumulation of toxic AMYLOID BETA-PEPTIDES (e.g., Aβ42) in ALZHEIMER DISEASE and activation of NOTCH RECEPTOR mediated SIGNAL PATHWAYS in certain cancer types. (See all compounds classified as Gamma Secretase Inhibitors and Modulators.)


API SUPPLIERS

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Sai Life Sciences Limited

India

USDMF, CEP/COS, JDMF, EU-WC, NDC, KDMF, VMF, Others

BioFlorida Conference
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Sai Life Sciences Limited

India

USDMF, CEP/COS, JDMF, EU-WC, NDC, KDMF, VMF, Others

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BioFlorida Conference
Not Confirmed
USDMF CEP/COS JDMF EU-WCarrow-down NDC KDMF VMF Others AUDIT
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EU WC

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BioFlorida Conference
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Nirogacestat Hydrobromide (IH)

Date of Issue : 2022-07-26

Valid Till : 2025-07-14

Written Confirmation Number : WC-0130

Address of the Firm : Plot No. 79B, 80A, 80B, 81A, &82, Kolhar Industrial Area, Bidar, Karnataka -5854...

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Drugs in Development

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Details:

Ogsiveo (nirogacestat) is a USFDA approved oral, selective, small molecule gamma secretase inhibitor. It is being evaluated for the treatment of adults with desmoid tumors.


Lead Product(s): Nirogacestat Hydrobromide

Therapeutic Area: Oncology Brand Name: Ogsiveo

Study Phase: ApprovedProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable February 29, 2024

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01

American Pharma Summit
Not Confirmed
American Pharma Summit
Not Confirmed

Details : Ogsiveo (nirogacestat) is a USFDA approved oral, selective, small molecule gamma secretase inhibitor. It is being evaluated for the treatment of adults with desmoid tumors.

Brand Name : Ogsiveo

Molecule Type : Small molecule

Upfront Cash : Not Applicable

February 29, 2024

blank

Details:

The net proceeds will be used to support commercialization of Ogsiveo (nirogacestat), approved in the United States for the treatment of adult patients with progressing desmoid tumors who require systemic treatment and continued research and development activities.


Lead Product(s): Nirogacestat Hydrobromide

Therapeutic Area: Oncology Brand Name: Ogsiveo

Study Phase: ApprovedProduct Type: Small molecule

Sponsor: Goldman Sachs & Co. LLC

Deal Size: $316.2 million Upfront Cash: Undisclosed

Deal Type: Public Offering December 08, 2023

blank

02

American Pharma Summit
Not Confirmed
American Pharma Summit
Not Confirmed

Details : The net proceeds will be used to support commercialization of Ogsiveo (nirogacestat), approved in the United States for the treatment of adult patients with progressing desmoid tumors who require systemic treatment and continued research and development ...

Brand Name : Ogsiveo

Molecule Type : Small molecule

Upfront Cash : Undisclosed

December 08, 2023

blank

Details:

The net proceeds will be used to support commercialization of Ogsiveo (nirogacestat), approved in the United States for the treatment of adult patients with progressing desmoid tumors who require systemic treatment and continued research and development activities.


Lead Product(s): Nirogacestat Hydrobromide

Therapeutic Area: Oncology Brand Name: Ogsiveo

Study Phase: ApprovedProduct Type: Small molecule

Sponsor: Goldman Sachs & Co. LLC

Deal Size: $275.0 million Upfront Cash: Undisclosed

Deal Type: Public Offering December 05, 2023

blank

03

American Pharma Summit
Not Confirmed
American Pharma Summit
Not Confirmed

Details : The net proceeds will be used to support commercialization of Ogsiveo (nirogacestat), approved in the United States for the treatment of adult patients with progressing desmoid tumors who require systemic treatment and continued research and development ...

Brand Name : Ogsiveo

Molecule Type : Small molecule

Upfront Cash : Undisclosed

December 05, 2023

blank

Details:

The net proceeds will be used to support commercialization of Ogsiveo (nirogacestat), approved in the United States for the treatment of adult patients with progressing desmoid tumors who require systemic treatment and continued research and development activities.


Lead Product(s): Nirogacestat Hydrobromide

Therapeutic Area: Oncology Brand Name: Ogsiveo

Study Phase: ApprovedProduct Type: Small molecule

Sponsor: Goldman Sachs & Co. LLC

Deal Size: $287.5 million Upfront Cash: Undisclosed

Deal Type: Public Offering December 04, 2023

blank

04

American Pharma Summit
Not Confirmed
American Pharma Summit
Not Confirmed

Details : The net proceeds will be used to support commercialization of Ogsiveo (nirogacestat), approved in the United States for the treatment of adult patients with progressing desmoid tumors who require systemic treatment and continued research and development ...

Brand Name : Ogsiveo

Molecule Type : Small molecule

Upfront Cash : Undisclosed

December 04, 2023

blank

Details:

Ogsiveo (nirogacestat) is an investigational gamma secretase inhibitor which is approved by USFDA as the first and only treatment for adults with desmoid tumors.


Lead Product(s): Nirogacestat Hydrobromide

Therapeutic Area: Oncology Brand Name: Ogsiveo

Study Phase: ApprovedProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable November 27, 2023

blank

05

American Pharma Summit
Not Confirmed
American Pharma Summit
Not Confirmed

Details : Ogsiveo (nirogacestat) is an investigational gamma secretase inhibitor which is approved by USFDA as the first and only treatment for adults with desmoid tumors.

Brand Name : Ogsiveo

Molecule Type : Small molecule

Upfront Cash : Not Applicable

November 27, 2023

blank

Details:

Ogsiveo (nirogacestat) is an investigational gamma secretase inhibitor which is approved by USFDA as the first and only treatment for adults with desmoid tumors.


Lead Product(s): Nirogacestat Hydrobromide

Therapeutic Area: Oncology Brand Name: Ogsiveo

Study Phase: ApprovedProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable November 27, 2023

blank

06

American Pharma Summit
Not Confirmed
American Pharma Summit
Not Confirmed

Details : Ogsiveo (nirogacestat) is an investigational gamma secretase inhibitor which is approved by USFDA as the first and only treatment for adults with desmoid tumors.

Brand Name : Ogsiveo

Molecule Type : Small molecule

Upfront Cash : Not Applicable

November 27, 2023

blank

Details:

PF-03084014 (nirogacestat) is an investigational gamma secretase inhibitor being develop in patients with treatment of adults with desmoid tumors. PDUFA date has been extended by the standard extension period of three months.


Lead Product(s): Nirogacestat Hydrobromide

Therapeutic Area: Oncology Brand Name: PF-03084014

Study Phase: Phase IIIProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable June 05, 2023

blank

07

American Pharma Summit
Not Confirmed
American Pharma Summit
Not Confirmed

Details : PF-03084014 (nirogacestat) is an investigational gamma secretase inhibitor being develop in patients with treatment of adults with desmoid tumors. PDUFA date has been extended by the standard extension period of three months.

Brand Name : PF-03084014

Molecule Type : Small molecule

Upfront Cash : Not Applicable

June 05, 2023

blank

Details:

PF-03084014 (nirogacestat) is an investigational gamma secretase inhibitor being develop in patients with recurrent ovarian granulosa cell tumors (OvGCT).


Lead Product(s): Nirogacestat Hydrobromide

Therapeutic Area: Oncology Brand Name: PF-03084014

Study Phase: Phase IIProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable May 30, 2023

blank

08

American Pharma Summit
Not Confirmed
American Pharma Summit
Not Confirmed

Details : PF-03084014 (nirogacestat) is an investigational gamma secretase inhibitor being develop in patients with recurrent ovarian granulosa cell tumors (OvGCT).

Brand Name : PF-03084014

Molecule Type : Small molecule

Upfront Cash : Not Applicable

May 30, 2023

blank

Details:

PF-03084014 (nirogacestat) is an oral, selective, small molecule gamma secretase inhibitor in Phase 3 clinical development for desmoid tumors and in Phase 2 clinical development for ovarian granulosa cell tumors.


Lead Product(s): Nirogacestat Hydrobromide

Therapeutic Area: Oncology Brand Name: PF-03084014

Study Phase: Phase IIIProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable February 27, 2023

blank

09

American Pharma Summit
Not Confirmed
American Pharma Summit
Not Confirmed

Details : PF-03084014 (nirogacestat) is an oral, selective, small molecule gamma secretase inhibitor in Phase 3 clinical development for desmoid tumors and in Phase 2 clinical development for ovarian granulosa cell tumors.

Brand Name : PF-03084014

Molecule Type : Small molecule

Upfront Cash : Not Applicable

February 27, 2023

blank

Details:

PF-03084014 (nirogacestat) is an oral, selective, small molecule gamma secretase inhibitor in phase 3 clinical development for desmoid tumors and in phase 2 clinical development for ovarian granulosa cell tumors.


Lead Product(s): Nirogacestat Hydrobromide

Therapeutic Area: Oncology Brand Name: PF-03084014

Study Phase: Phase IIIProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable December 27, 2022

blank

10

American Pharma Summit
Not Confirmed
American Pharma Summit
Not Confirmed

Details : PF-03084014 (nirogacestat) is an oral, selective, small molecule gamma secretase inhibitor in phase 3 clinical development for desmoid tumors and in phase 2 clinical development for ovarian granulosa cell tumors.

Brand Name : PF-03084014

Molecule Type : Small molecule

Upfront Cash : Not Applicable

December 27, 2022

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