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CHEMISTRY
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2 Drugs in Development

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Chemistry

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Also known as: 1259933-16-8, Funapide, (+)-, Xen402, Xen-401-s, Tv-45070, A5595lhj2l

Molecular Formula

C₂₂H₁₄F₃NO₅

Molecular Weight

429.3 g/mol

InChI Key

NEBUOXBYNAHKFV-NRFANRHFSA-N

FDA UNII

A5595LHJ2L

Funapide has been used in trials studying the treatment of Pharmacokinetics, Postherpetic Neuralgia, and Osteoarthritis of the Knee.

1 2D Structure

Funapide

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(7S)-1'-[[5-(trifluoromethyl)furan-2-yl]methyl]spiro[6H-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one

2.1.2 InChI

InChI=1S/C22H14F3NO5/c23-22(24,25)19-6-5-12(31-19)9-26-15-4-2-1-3-13(15)21(20(26)27)10-28-16-8-18-17(7-14(16)21)29-11-30-18/h1-8H,9-11H2/t21-/m0/s1

2.1.3 InChI Key

NEBUOXBYNAHKFV-NRFANRHFSA-N

2.1.4 Canonical SMILES

C1C2(C3=CC=CC=C3N(C2=O)CC4=CC=C(O4)C(F)(F)F)C5=CC6=C(C=C5O1)OCO6

2.1.5 Isomeric SMILES

C1[C@]2(C3=CC=CC=C3N(C2=O)CC4=CC=C(O4)C(F)(F)F)C5=CC6=C(C=C5O1)OCO6

2.2 Other Identifiers

2.2.1 UNII

A5595LHJ2L

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Tv-45070

2. Xen402

2.3.2 Depositor-Supplied Synonyms

1. 1259933-16-8

2. Funapide, (+)-

3. Xen402

4. Xen-401-s

5. Tv-45070

6. A5595lhj2l

7. (3's)-1'-[[5-(trifluoromethyl)-2-furanyl]methyl]spiro[furo[2,3-f]-1,3-benzodioxole-7(6h),3'-[3h]indol]-2'(1'h)-one

8. Xen-402

9. Xpf-002

10. (7s)-1'-{[5-(trifluoromethyl)furan-2-yl]methyl}spiro[furo[2,3-f][1,3]benzodioxole-7,3'-indol]-2'(1'h)-one

11. Spiro[furo[2,3-f]-1,3-benzodioxole-7(6h),3'-[3h]indol]-2'(1'h)-one, 1'-[[5-(trifluoromethyl)-2-furanyl]methyl]-, (3's)-

12. (3's)-1'-((5-(trifluoromethyl)furan-2-yl)methyl)-2h,6h-spiro(furo(2,3-f)(1,3)benzodioxole-7,3'-indol)-2'(1'h)-one

13. Spiro(furo(2,3-f)-1,3-benzodioxole-7(6h),3'-(3h)indol)-2'(1'h)-one, 1'-((5-(trifluoromethyl)-2-furanyl)methyl)-, (3's)-

14. Funapide [inn]

15. (3's)-1'-{[5-(trifluoromethyl)furan-2-yl]methyl}-2h,6h-spiro[furo[2,3-f][1,3]benzodioxole-7,3'-indol]-2'(1'h)-one

16. Funapide [usan:inn]

17. Unii-a5595lhj2l

18. Funapide; Xen402

19. Funapide [usan]

20. Funapide (usan/inn)

21. Funapide [who-dd]

22. Schembl1612849

23. Chembl3707218

24. Bdbm206760

25. Ex-a2684

26. Mfcd28502435

27. Akos030228679

28. Zinc113473392

29. Db11769

30. Sb18915

31. Hy-16723

32. Us9260446, (i-s)

33. Cs-0012323

34. J3.591.370j

35. D11156

36. Q18393205

37. (3s)-1-[[5-(trifluoromethyl)-2-furanyl]methyl]spiro[furo[2,3-f]-1,3-benzodioxole-7(6h),3-[3h]indol]-2(1h)-one

38. (3s)-1-[5-(trifluoromethyl)-2-furanylmethyl]spiro[indoline-3,7'(6'h)-furo[2,3-f]-1,3-benzodioxole]-2-one

39. (7s)-1'-[[5-(trifluoromethyl)furan-2-yl]methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one

40. (7s)-1'-{[5-(trifluoromethyl)furan-2-yl]methyl}spiro-[furo[2,3-f][1,3]benzodioxole-7,3'-indol]-2'(1'h)-one

41. (s)-1'-((5-(trifluoromethyl)furan-2-yl)methyl)-6h-spiro[[1,3]dioxolo[4,5-f]benzofuran-7,3'-indolin]-2'-one

2.4 Create Date

2011-01-17

3 Chemical and Physical Properties

Molecular Formula	C₂₂H₁₄F₃NO₅
Molecular Weight	429.3 g/mol
XLogP3	3.5
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	2
Exact Mass	429.08240703 g/mol
Monoisotopic Mass	429.08240703 g/mol
Topological Polar Surface Area	61.1 Å²
Heavy Atom Count	31
Formal Charge	0
Complexity	734
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