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Also known as: 1165910-22-4, Lgd-4033, Ligandrol, Lgd4033, Vk-5211, 4-[(2r)-2-[(1r)-2,2,2-trifluoro-1-hydroxyethyl]pyrrolidin-1-yl]-2-(trifluoromethyl)benzonitrile

Molecular Formula

C₁₄H₁₂F₆N₂O

Molecular Weight

338.25 g/mol

InChI Key

OPSIVAKKLQRWKC-VXGBXAGGSA-N

FDA UNII

1EJT54415A

Ligandrol is an investigational selective androgen receptor modulator (SARM) for treatment of conditions such as muscle wasting and osteoporosis.

1 2D Structure

Ligandrol

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

4-[(2R)-2-[(1R)-2,2,2-trifluoro-1-hydroxyethyl]pyrrolidin-1-yl]-2-(trifluoromethyl)benzonitrile

2.1.2 InChI

InChI=1S/C14H12F6N2O/c15-13(16,17)10-6-9(4-3-8(10)7-21)22-5-1-2-11(22)12(23)14(18,19)20/h3-4,6,11-12,23H,1-2,5H2/t11-,12-/m1/s1

2.1.3 InChI Key

OPSIVAKKLQRWKC-VXGBXAGGSA-N

2.1.4 Canonical SMILES

C1CC(N(C1)C2=CC(=C(C=C2)C#N)C(F)(F)F)C(C(F)(F)F)O

2.1.5 Isomeric SMILES

C1C[C@@H](N(C1)C2=CC(=C(C=C2)C#N)C(F)(F)F)[C@H](C(F)(F)F)O

2.2 Other Identifiers

2.2.1 UNII

1EJT54415A

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 4-(2-(2,2,2-trifluoro-1-hydroxyethyl)pyrrolidin-1-yl)-2-(trifluoromethyl)benzonitrile

2. Lgd-4033

2.3.2 Depositor-Supplied Synonyms

1. 1165910-22-4

2. Lgd-4033

3. Ligandrol

4. Lgd4033

5. Vk-5211

6. 4-[(2r)-2-[(1r)-2,2,2-trifluoro-1-hydroxyethyl]pyrrolidin-1-yl]-2-(trifluoromethyl)benzonitrile

7. 1ejt54415a

8. 4-[(2r)-2-[(1r)-2,2,2-trifluoro-1-hydroxyethyl]-1-pyrrolidinyl]-2-(trifluoromethyl)benzonitrile

9. Unii-1ejt54415a

10. 4-((2r)-2-((1r)-2,2,2-trifluoro-1-hydroxyethyl)-1-pyrrolidinyl)-2-(trifluoromethyl)benzonitrile

11. 4-{(2r)-2-[(1r)-2,2,2-trifluoro-1-hydroxyethyl]-1-pyrrolidinyl}-2-(trifluoromethyl)benzonitrile

12. Benzonitrile, 4-((2r)-2-((1r)-2,2,2-trifluoro-1-hydroxyethyl)-1-pyrrolidinyl)-2-(trifluoromethyl)-

13. Benzonitrile, 4-[(2r)-2-[(1r)-2,2,2-trifluoro-1-hydroxyethyl]-1-pyrrolidinyl]-2-(trifluoromethyl)-

14. Ligandrol;lgd-4033

15. Schembl221159

16. Ligandrol [nflis-drug]

17. Lgd4033(lg)

18. Vk5211

19. Dtxsid10657620

20. Ex-a729

21. Bcp07128

22. Lgd-4033lgd-4033

23. Mfcd27923016

24. S8822

25. Zinc95830588

26. Akos022173564

27. Cs-4667

28. Db13934

29. Lgd-4033(vk-5211)

30. Ac-30218

31. Hy-13981

32. A14346

33. J-690039

34. Q21098841

2.4 Create Date

2009-08-10

3 Chemical and Physical Properties

Molecular Formula	C₁₄H₁₂F₆N₂O
Molecular Weight	338.25 g/mol
XLogP3	3.7
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	9
Rotatable Bond Count	2
Exact Mass	338.08538198 g/mol
Monoisotopic Mass	338.08538198 g/mol
Topological Polar Surface Area	47.3 Å²
Heavy Atom Count	23
Formal Charge	0
Complexity	468
Isotope Atom Count	0
Defined Atom Stereocenter Count	2
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

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