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8 Drugs in Development

8 Drugs in Development

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Also known as: 2379572-34-4, Cc-99282, Golcadomide [usan], 29hlr8z5br, (s)-2-(2,6-dioxopiperidin-3-yl)-4-((2-fluoro-4-((3-morpholinoazetidin-1-yl)methyl)benzyl)amino)isoindoline-1,3-dione, Cc1007548

Molecular Formula

C₂₈H₃₀FN₅O₅

Molecular Weight

535.6 g/mol

InChI Key

NZYDBVQXOGPDDU-QHCPKHFHSA-N

FDA UNII

29HLR8Z5BR

Golcadomide is a modulator of the E3 ubiquitin ligase complex containing cereblon (CRL4-CRBN E3 ubiquitin ligase), with potential immunomodulating and antineoplastic activities. Upon administration, golcadomide specifically binds to cereblon (CRBN), thereby affecting the ubiquitin E3 ligase activity, and targeting certain substrate proteins for ubiquitination. This induces proteasome-mediated degradation of certain transcription factors, some of which are transcriptional repressors in T-cells. This leads to modulation of the immune system, including activation of T-lymphocytes, and downregulation of the activity of other proteins, some of which play key roles in the proliferation of certain cancer cell types. CRBN, the substrate recognition component of the CRL4-CRBN E3 ubiquitin ligase complex, plays a key role in the ubiquitination of certain proteins.

1 2D Structure

Golcadomide

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

2-[(3S)-2,6-dioxopiperidin-3-yl]-4-[[2-fluoro-4-[(3-morpholin-4-ylazetidin-1-yl)methyl]phenyl]methylamino]isoindole-1,3-dione

2.1.2 InChI

InChI=1S/C28H30FN5O5/c29-21-12-17(14-32-15-19(16-32)33-8-10-39-11-9-33)4-5-18(21)13-30-22-3-1-2-20-25(22)28(38)34(27(20)37)23-6-7-24(35)31-26(23)36/h1-5,12,19,23,30H,6-11,13-16H2,(H,31,35,36)/t23-/m0/s1

2.1.3 InChI Key

NZYDBVQXOGPDDU-QHCPKHFHSA-N

2.2 Other Identifiers

2.2.1 UNII

29HLR8Z5BR

2.3 Synonyms

2.3.1 Depositor-Supplied Synonyms

1. 2379572-34-4

2. Cc-99282

3. Golcadomide [usan]

4. 29hlr8z5br

5. (s)-2-(2,6-dioxopiperidin-3-yl)-4-((2-fluoro-4-((3-morpholinoazetidin-1-yl)methyl)benzyl)amino)isoindoline-1,3-dione

6. Cc1007548

7. Unii-29hlr8z5br

8. Cc99282

9. Who 12305

10. 1h-isoindole-1,3(2h)-dione, 2-((3s)-2,6-dioxo-3-piperidinyl)-4-(((2-fluoro-4-((3-(4-morpholinyl)-1-azetidinyl)methyl)phenyl)methyl)amino)-

11. Golcadomida

12. (s)-2-(2,6-dioxopiperidin-3-yl)-4-[[2-fluoro-4-[(3-morpholinoazetidin-1-yl)methyl]benzyl]amino]isoindoline-1,3-dione

13. Golcadomide [inn]

14. Golcadomide [who-dd]

15. Golcadomide (usan/inn)

16. A1af4

17. Orb1686266

18. Chembl5095226

19. Schembl21492854

20. Schembl29363016

21. Gtpl13021

22. Ex-a6835

23. Cc 99282

24. At41559

25. Compound 1 [us20220324855]

26. 2-[(3s)-2,6-dioxopiperidin-3-yl]-4-{[(2-fluoro-4-{[3-(morpholin-4-yl)azetidin-1-yl]methyl}phenyl)methyl]amino}-2,3-dihydro-1h-isoindole-1,3-dione

27. Da-72007

28. Ms-29895

29. Hy-146237

30. Cs-0530225

31. D12324

32. T63771

33. En300-43359175

34. F987542

35. (s)-2-(2,6-dioxopiperidin-3-yl)-4-((2-fluoro-4-((3-morpholinoazetidin-1- Yl)methyl)benzyl)amino)isoindoline-1,3-dione

36. 1h-isoindole-1,3(2h)-dione, 2-[(3s)-2,6-dioxo-3-piperidinyl]-4-[[[2-fluoro-4-[[3-(4- Morpholinyl)-1-azetidinyl]methyl]phenyl]methyl]amino]-

37. 2-[(3s)-2,6-dioxo-3-piperidinyl]-4-[[[2-fluoro-4-[[3-(4-morpholinyl)-1-azetidinyl]methyl]phenyl]methyl]amino]-1h-isoindole-1,3(2h)-dione

38. 2-[(3s)-2,6-dioxopiperidin-3-yl]-4-[[2-fluoro-4-[(3-morpholin-4-ylazetidin-1-yl)methyl]phenyl]methylamino]isoindole-1,3-dione

2.4 Create Date

2020-06-27

3 Chemical and Physical Properties

Molecular Formula	C₂₈H₃₀FN₅O₅
Molecular Weight	535.6 g/mol
XLogP3	1.6
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	9
Rotatable Bond Count	7
Exact Mass	Da
Monoisotopic Mass	Da
Topological Polar Surface Area	111
Heavy Atom Count	39
Formal Charge	0
Complexity	970
Isotope Atom Count	0
Defined Atom Stereocenter Count	1
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

Drugs in Development

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