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3 US Exclusivities

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US Patents

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Health Canada Patents

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Data Compilation #PharmaFlow

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Weekly News Recap #Phispers

News #PharmaBuzz

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Chemistry

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Also known as: Sage-217, 1632051-40-1, Zuranolone [inn], Zuranolone [usan], Sge-797, Chembl4105630

Molecular Formula

C₂₅H₃₅N₃O₂

Molecular Weight

409.6 g/mol

InChI Key

HARRKNSQXBRBGZ-GVKWWOCJSA-N

FDA UNII

7ZW49N180B

1 2D Structure

Zuranolone

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

1-[2-[(3R,5R,8R,9R,10S,13S,14S,17S)-3-hydroxy-3,13-dimethyl-2,4,5,6,7,8,9,10,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl]pyrazole-4-carbonitrile

2.1.2 InChI

InChI=1S/C25H35N3O2/c1-24(30)9-7-18-17(11-24)3-4-20-19(18)8-10-25(2)21(20)5-6-22(25)23(29)15-28-14-16(12-26)13-27-28/h13-14,17-22,30H,3-11,15H2,1-2H3/t17-,18+,19-,20-,21+,22-,24-,25+/m1/s1

2.1.3 InChI Key

HARRKNSQXBRBGZ-GVKWWOCJSA-N

2.1.4 Canonical SMILES

CC1(CCC2C(C1)CCC3C2CCC4(C3CCC4C(=O)CN5C=C(C=N5)C#N)C)O

2.1.5 Isomeric SMILES

C[C@]1(CC[C@H]2[C@@H](C1)CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CC[C@@H]4C(=O)CN5C=C(C=N5)C#N)C)O

2.2 Other Identifiers

2.2.1 UNII

7ZW49N180B

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 1-(3.alpha.-hydroxy-3.beta.-methyl-20-oxo-19-nor-5.beta.-pregnan-21-yl)-1h-pyrazole-4-carbonitrile

2. 1h-pyrazole-4-carbonitrile, 1-((3.alpha.,5.beta.)-3-hydroxy-3-methyl-20-oxo-19-norpregnan-21-yl)-

3. 3alpha-hydroxy-3beta-methyl-21-(4-cyano-1h-pyrazol-1'-yl)-19-nor-5beta-pregnan-20-one

4. 3beta-methyl-21-(4-cyano-1h-pyrazol-1'-yl)-19-norpregnanolone

5. Sage-217

2.3.2 Depositor-Supplied Synonyms

1. Sage-217

2. 1632051-40-1

3. Zuranolone [inn]

4. Zuranolone [usan]

5. Sge-797

6. Chembl4105630

7. 7zw49n180b

8. S-812217

9. 1-[2-[(3r,5r,8r,9r,10s,13s,14s,17s)-3-hydroxy-3,13-dimethyl-2,4,5,6,7,8,9,10,11,12,14,15,16,17-tetradecahydro-1h-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl]pyrazole-4-carbonitrile

10. Zuranolonesage-217

11. Zuranolone (usan/inn)

12. Unii-7zw49n180b

13. Schembl16189866

14. Dtxsid601128500

15. Glxc-15028

16. Amy27908

17. Ex-a1880

18. Bdbm50258216

19. Who 10896

20. Akos037648887

21. Db15490

22. Ac-35591

23. Bs-15950

24. Hy-103040

25. Cs-0023489

26. D11793

27. D80690

28. A905859

29. 3beta-methyl-21-(4-cyano-1h-pyrazol-1'-yl)-19-norpregnanolone

30. 3alpha-hydroxy-3beta-methyl-21-(4-cyano-1h-pyrazol-1'-yl)-19-nor-5beta-pregnan-20-one

31. 1-(2-((3r,5r,8r,9r,10s,13s,14s,17s)-3-hydroxy-3,13-dimethylhexadecahydro-1h-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl)-1h-pyrazole-4-carbonitrile

32. 1-(2-((3r,5r,8r,9r,10s,13s,14s,17s)-3-hydroxy-3,13-dimethylhexadecahydro-1h-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl)-1h-pyrazole-4-carbonitrile;1-[(3alpha,5beta)-3-hydroxy-3-methyl-20-oxo-19-norpregnan-21-yl]-1h-pyrazole-4-carbonitrile

33. 1-(3.alpha.-hydroxy-3.beta.-methyl-20-oxo-19-nor-5.beta.-pregnan-21-yl)-1h-pyrazole-4-carbonitrile

34. 1-(3alpha-hydroxy-3beta-methyl-20-oxo-19-nor-5beta-pregnan-21-yl)-1h-pyrazole-4-carbonitrile

35. 1h-pyrazole-4-carbonitrile, 1-((3.alpha.,5.beta.)-3-hydroxy-3-methyl-20-oxo-19-norpregnan-21-yl)-

36. 1h-pyrazole-4-carbonitrile, 1-((3alpha,5beta)-3-hydroxy-3-methyl-20-oxo-19-norpregnan-21-yl)-

2.4 Create Date

2014-12-29

3 Chemical and Physical Properties

Molecular Formula	C₂₅H₃₅N₃O₂
Molecular Weight	409.6 g/mol
XLogP3	4.5
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	3
Exact Mass	409.27292737 g/mol
Monoisotopic Mass	409.27292737 g/mol
Topological Polar Surface Area	78.9 Å²
Heavy Atom Count	30
Formal Charge	0
Complexity	746
Isotope Atom Count	0
Defined Atom Stereocenter Count	8
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1