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CHEMISTRY
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DEVELOPMENTS

1 Drugs in Development

1 Drugs in Development

Synopsis

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Chemistry

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Also known as: 467459-31-0, Lu ae58054, Lu-ae58054, 2-(6-fluoro-1h-indol-3-yl)-n-[[3-(2,2,3,3-tetrafluoropropoxy)phenyl]methyl]ethanamine, Lu ae 58054, 1h-indole-3-ethanamine, 6-fluoro-n-[[3-(2,2,3,3-tetrafluoropropoxy)phenyl]methyl]-

Molecular Formula

C₂₀H₁₉F₅N₂O

Molecular Weight

398.4 g/mol

InChI Key

YBAWYTYNMZWMMJ-UHFFFAOYSA-N

FDA UNII

59WCJ0YNWM

Idalopirdine has been used in trials studying the treatment of Cognition, Schizophrenia, and Alzheimer's Disease.

1 2D Structure

Idalopirdine

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

2-(6-fluoro-1H-indol-3-yl)-N-[[3-(2,2,3,3-tetrafluoropropoxy)phenyl]methyl]ethanamine

2.1.2 InChI

InChI=1S/C20H19F5N2O/c21-15-4-5-17-14(11-27-18(17)9-15)6-7-26-10-13-2-1-3-16(8-13)28-12-20(24,25)19(22)23/h1-5,8-9,11,19,26-27H,6-7,10,12H2

2.1.3 InChI Key

YBAWYTYNMZWMMJ-UHFFFAOYSA-N

2.1.4 Canonical SMILES

C1=CC(=CC(=C1)OCC(C(F)F)(F)F)CNCCC2=CNC3=C2C=CC(=C3)F

2.2 Other Identifiers

2.2.1 UNII

59WCJ0YNWM

2.3 Synonyms

2.3.1 MeSH Synonyms

1. (2-(6-fluoro-1h-indol-3-yl)-ethyl)-(3-(2,2,3,3-tetrafluoropropoxy)benzyl)amine

2. Lu Ae58054

3. Lu-ae58054

4. Luae58054

2.3.2 Depositor-Supplied Synonyms

1. 467459-31-0

2. Lu Ae58054

3. Lu-ae58054

4. 2-(6-fluoro-1h-indol-3-yl)-n-[[3-(2,2,3,3-tetrafluoropropoxy)phenyl]methyl]ethanamine

5. Lu Ae 58054

6. 1h-indole-3-ethanamine, 6-fluoro-n-[[3-(2,2,3,3-tetrafluoropropoxy)phenyl]methyl]-

7. 59wcj0ynwm

8. Sgs518

9. Lu Ae-58054

10. Lu-ae-58054

11. Ly483518

12. Ly-483518

13. 2-(6-fluoro-1h-indol-3-yl)-n-(3-(2,2,3,3-tetrafluoropropoxy)benzyl)ethan-1-amine

14. N-(2-(6-fluoro-1h-indol-3-yl)ethyl)-3-(2,2,3,3-tetrafluoropropoxy)benzylamine

15. Unii-59wcj0ynwm

16. Idalopirdine [usan:inn]

17. Idlopirdine

18. 1h-indole-3-ethanamine, 6-fluoro-n-((3-(2,2,3,3-tetrafluoropropoxy)phenyl)methyl)-

19. Idalopirdine [usan]

20. Idalopirdine (usan/inn)

21. Idalopirdine [inn]

22. Lu Ae58054;idalopirdine

23. Idalopirdine [who-dd]

24. Schembl762762

25. Gtpl8689

26. Idalopirdine(lu-ae-58054)

27. Chembl3286580

28. Ex-a844

29. Dtxsid201026015

30. Bcp08339

31. Bdbm50019754

32. Mfcd18633269

33. Zinc95936819

34. Akos028114439

35. Cs-1347

36. Db11957

37. Sb16535

38. Ncgc00378842-04

39. Ac-30941

40. Da-21188

41. Hy-14338

42. Ft-0700312

43. D10710

44. Q855545

45. N-[3-(2,2,3,3-tetrafluoropropoxy)benzyl]-6-fluoro-1h-indole-3-ethanamine

46. 1h-indole-3-ethanamine,6-fluoro-n-[[3-(2,2,3,3-tetrafluoropropoxy)phenyl]methyl]-

2.4 Create Date

2007-12-05

3 Chemical and Physical Properties

Molecular Formula	C₂₀H₁₉F₅N₂O
Molecular Weight	398.4 g/mol
XLogP3	5
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	9
Exact Mass	398.14175404 g/mol
Monoisotopic Mass	398.14175404 g/mol
Topological Polar Surface Area	37 Å²
Heavy Atom Count	28
Formal Charge	0
Complexity	482
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Drug and Medication Information

4.1 Drug Indication

Investigated for use/treatment in neurologic disorders and schizophrenia and schizoaffective disorders.

5 Pharmacology and Biochemistry

5.1 MeSH Pharmacological Classification

Serotonin Antagonists

Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or SEROTONIN RECEPTOR AGONISTS. (See all compounds classified as Serotonin Antagonists.)

5.2 Mechanism of Action

SGS518 is a selective antagonist of the 5-Hydroxytryptamine-6 (5-HT6) serotonin receptor believed to act by enhancing transmission of chemicals in the brain.

Drugs in Development