Deleobuvir

Short description: Chemical compound

Deleobuvir

Clinical data
Pregnancy
category|

* N/A

Legal status
Legal status|

* Development terminated

Identifiers

IUPAC name

* (2E)-3-(2-{1-[2-(5-Bromopyrimidin-2-yl)-3-cyclopentyl-1-methyl-1H-indole-6-carboxamido]cyclobutyl}-1-methyl-1H-benzimidazol- 6-yl)prop-2-enoic acid

CAS Number|

* 863884-77-9 Y

PubChem CID|

* 56948249

ChemSpider|

* 29773345

UNII|

* 58BU988K90

KEGG|

* D10554 Y

ChEMBL|

* ChEMBL2403318

Chemical and physical data
Formula| C34H33BrN6O3
Molar mass| 653.581 g·mol−1
3D model (JSmol)|

* Interactive image

SMILES

* CN1C2=C(C=CC(=C2)C(=O)NC3(CCC3)C4=NC5=C(N4C)C=C(C=C5)/C=C/C(=O)O)C(=C1C6=NC=C(C=N6)Br)C7CCCC7

InChI

* InChI=1S/C34H33BrN6O3/c1-40-26-17-22(10-11-24(26)29(21-6-3-4-7-21)30(40)31-36-18-23(35)19-37-31)32(44)39-34(14-5-15-34)33-38-25-12-8-20(9-13-28(42)43)16-27(25)41(33)2/h8-13,16-19,21H,3-7,14-15H2,1-2H3,(H,39,44)(H,42,43)/b13-9+

* Key:BMAIGAHXAJEULY-UKTHLTGXSA-N

Deleobuvir (formerly BI 207127) was an experimental drug for the treatment of hepatitis C. It was being developed by Boehringer Ingelheim. It is a non-nucleoside hepatitis C virus NS5B polymerase inhibitor. Deleobuvir was tested in combination regimens with pegylated interferon and ribavirin, and in interferon-free regimens with other direct-acting antiviral agents including faldaprevir.[citation needed]

Data from the SOUND-C2 study, presented at the 2012 AASLD Liver Meeting, showed that a triple combination of deleobuvir, faldaprevir, and ribavirin performed well in HCV genotype 1b patients.[1] Efficacy fell below 50%, however, for dual regimens without ribavirin and for genotype 1a patients.[citation needed]

These results were confirmed in the SOUND-C3 study, presented at the 2013 APASL Liver Conference, which found that 16-week triple therapy with deleobuvir + faldaprevir \+ ribavirin gave 95% SVR12 in HCV genotype 1b patients but poor virological response in genotype 1a.[2]

In December 2013, Boehringer Ingelheim announced that the development of deleobuvir would not be continued since recent findings from phase III trials did not suggest sufficient efficacy.[citation needed]

## References

1. ↑ Interferon-free hepatitis C treatment with faldaprevir proves safe and effective in people with cirrhosis. Alcorn, K. Aidsmap.com. 20 November 2012.
2. ↑ "Interferon-free treatment with faldaprevir, deleobuvir (BI 207127) and ribavirin in SOUND-C3: 95% SVR12 in HCV GT-1b". 23rd Conference of the Asian Pacific Association for the Study of the Liver (APASL) 6–9 June 2013. http://www.natap.org/2013/APASL/APASL_09.htm. Retrieved 12 Sep 2013.

* v
* t
* e

[[Biology:RNA RNA virus Antiviral drug|antivirals]] (primarily J05, also S01AD and D06BB)

Hepatitis C|

| NS3/4A protease inhibitors (–previr)|

* Asunaprevir
* Boceprevir‡
* Ciluprevir§
* Danoprevir†
* Faldaprevir‡
* Glecaprevir
* Grazoprevir
* Narlaprevir
* Paritaprevir
* Simeprevir#
* Sovaprevir†
* Telaprevir‡
* Vaniprevir
* Vedroprevir§
* Voxilaprevir

|

NS5A inhibitors (–asvir)|

* Daclatasvir#
* Elbasvir
* Ledipasvir
* Odalasvir†
* Ombitasvir
* Pibrentasvir
* Ravidasvir†
* Ruzasvir†
* Samatasvir†
* Velpatasvir

NS5B RNA polymerase inhibitors (–buvir)|

* Beclabuvir†
* Dasabuvir#
* Deleobuvir§
* Filibuvir§
* Setrobuvir§
* Sofosbuvir#
* Radalbuvir†
* Uprifosbuvir†

Combination drugs|

* Elbasvir/grazoprevir
* Glecaprevir/pibrentasvir
* Ledipasvir/sofosbuvir#
* Ombitasvir/paritaprevir/ritonavir#
* Sofosbuvir/daclatasvir
* Sofosbuvir/velpatasvir/voxilaprevir
* Velpatasvir/sofosbuvir

Picornavirus|

* viral entry: Pleconaril†

Anti-influenza agents|

* Umifenovir

* adamantane derivatives/M2 inhibitors (Adapromine
* Amantadine
* Rimantadine)

* neuraminidase inhibitors/release phase (Oseltamivir<sup>#
* Zanamivir
* Peramivir, Laninamivir†)

Multiple/general|

| Interferon|

* Interferon alfa 2b
* Peginterferon alfa-2a#

|

Multiple/unknown|

* Favipiravir
* Galidesivir†
* Remdesivir†
* Mericitabine†
* MK-608§
* NITD008§
* Moroxydine
* Ribavirin#/Taribavirin†
* Triazavirin

* #WHO-EM
* ‡Withdrawn from market
* Clinical trials:
* †Phase III
* §Never to phase III

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