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Also known as: 863513-91-1, Grt6005, Grt-6005, Grt 6005, 863513-93-3, 7gdw9s3gn3

Molecular Formula

C₂₄H₂₇FN₂O

Molecular Weight

378.5 g/mol

InChI Key

CSMVOZKEWSOFER-UHFFFAOYSA-N

FDA UNII

7GDW9S3GN3

Cebranopadol is an orally available benzenoid that acts as an opioid peptide receptor agonist for the nociceptin/orphanin FQ peptide receptor (opioid receptor like -1; OPRL1; ORL-1; NOP; kappa-type 3 opioid receptor) and the classical opioid receptors, mu, delta and kappa, with potential anti-nociceptive activity. Upon oral administration, cebranopadol binds to NOP and the mu, delta and kappa opioid receptors, which enhances NOP- and opioid receptor-mediated signaling, interferes with the sensation of pain and results in an analgesic effect. NOP, a member of the opioid receptor family, and its endogenous ligand nociceptin play key roles in the regulation of various brain activities including pain, and some inflammatory and immune responses.

1 2D Structure

Cebranopadol

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

6-fluoro-N,N-dimethyl-1'-phenylspiro[4,9-dihydro-3H-pyrano[3,4-b]indole-1,4'-cyclohexane]-1'-amine

2.1.2 InChI

InChI=1S/C24H27FN2O/c1-27(2)23(17-6-4-3-5-7-17)11-13-24(14-12-23)22-19(10-15-28-24)20-16-18(25)8-9-21(20)26-22/h3-9,16,26H,10-15H2,1-2H3

2.1.3 InChI Key

CSMVOZKEWSOFER-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CN(C)C1(CCC2(CC1)C3=C(CCO2)C4=C(N3)C=CC(=C4)F)C5=CC=CC=C5

2.2 Other Identifiers

2.2.1 UNII

7GDW9S3GN3

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 6'-fluoro-4',9'-dihydro-n,n-dimethyl-4-phenylspiro(cyclohexane-1,1'(3'h)-pyrano(3,4-b)indol)-4-amine

2.3.2 Depositor-Supplied Synonyms

1. 863513-91-1

2. Grt6005

3. Grt-6005

4. Grt 6005

5. 863513-93-3

6. 7gdw9s3gn3

7. Cebranopadol ((1alpha,4alpha)stereoisomer)

8. 863513-91-1 (free Base)

9. (1r,4r)-6'-fluoro-n,n-dimethyl-4-phenyl-4',9'-dihydro-3'h-spiro[cyclohexane-1,1'-pyrano[3,4-b]indol]-4-amine

10. 6-fluoro-n,n-dimethyl-1'-phenylspiro[4,9-dihydro-3h-pyrano[3,4-b]indole-1,4'-cyclohexane]-1'-amine

11. Spiro(cyclohexane-1,1'(3'h)-pyrano(3,4-b)indol)-4-amine, 6'-fluoro-4',9'-dihydro-n,n-dimethyl-4-phenyl-, Trans-

12. Trans-6'-fluoro-n,n-dimethyl-4-phenyl-4',9''-dihydro-3'h-spiro(cyclohexane-1,1'-pyrano(3,4-b)indol)-4-amine

13. 6-fluoro-n,n-dimethyl-1'-phenyl-spiro[4,9-dihydro-3h-pyrano[3,4-b]indole-1,4'-cyclohexane]-1'-amine

14. Cebranopadol [inn]

15. Cebranopadol [usan:inn]

16. Unii-7gdw9s3gn3

17. Cebranopadol (usan/inn)

18. Cebranopadol [usan]

19. Cebranopadol(grt-6005)

20. Schembl154336

21. Schembl566256

22. Gtpl8866

23. Chembl2364605

24. Chembl3545616

25. Chembl3962932

26. Schembl10035739

27. Schembl14183935

28. Schembl19336241

29. Bdbm177926

30. Dtxsid001031965

31. Bcp09612

32. Ex-a1095

33. Zinc3950145

34. Bdbm50101095

35. Bdbm50101112

36. Bdbm50533342

37. Akos025290738

38. Cs-1323

39. Db12830

40. Sb16531

41. Ncgc00378895-01

42. Ncgc00378895-02

43. Ac-36077

44. As-35183

45. Hy-15536

46. Ft-0774945

47. D10436

48. Us9120797, 24

49. Us9120797, 25

50. Q19596315

51. (1r,4r)-6'-fluoro-n,n-dimethyl-4-phenyl-4',9'-dihydro-3'h-spiro[cyclohexane-1,1'-pyrano[3,4-b]indole]-4-amine

2.4 Create Date

2006-11-06

3 Chemical and Physical Properties

Molecular Formula	C₂₄H₂₇FN₂O
Molecular Weight	378.5 g/mol
XLogP3	4.3
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	2
Exact Mass	378.21074165 g/mol
Monoisotopic Mass	378.21074165 g/mol
Topological Polar Surface Area	28.3 Å²
Heavy Atom Count	28
Formal Charge	0
Complexity	553
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

Treatment of chronic pain

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