Structure via PubChem · Public domain (PubChem)
sacubitril
Sign in to saveAlso known as AHU377
Sacubitril (; INN) is an antihypertensive drug used in combination with valsartan. The combination drug sacubitril/valsartan, known during trials as LCZ696 and marketed under the brand name Entresto, is a treatment for heart failure. It was approved under the FDA's priority review process for use in heart failure on July 7, 2015.
In the Vinony graph
Within Vinony's link graph, sacubitril is referenced by 68 other articles, and connects out to digital object identifier, chemical formula and heart failure.
It sits within the topics Antihypertensive agents, Biphenyls and Butyramides.
Its subject is documented across 12 Wikipedia language editions.
Key facts
- Drug.IUPAC_name
- 4-{[(2S,4R)-1-(4-Biphenylyl)-5-ethoxy-4-methyl-5-oxo-2-pentanyl]amino}-4-oxobutanoic acid
- Drug.image
- Sacubitril skeletal.svg
- Drug.image_class
- skin-invert-image
- Drug.licence_EU
- yes
- Drug.CAS_number
- 149709-62-6
- Drug.UNII
- 17ERJ0MKGI
- Drug.ATCvet
- 149709-62-6
- Drug.ATC_prefix
- C09
- Drug.ATC_suffix
- DX04
- Drug.ATC_supplemental
- (combination with valsartan)
- Drug.PubChem
- 9811834
- Drug.DrugBank
- DB09292
- Drug.ChemSpiderID
- 7987587
- Drug.KEGG
- D10225
- Drug.synonyms
- AHU-377
- Drug.C
- 24
- Drug.H
- 29
- Drug.N
- 1
via Wikipedia infobox
Chemical data
- Formula
- C24H29NO5
- Molecular weight
- 411.5 g/mol
- IUPAC name
- 4-[[(2S,4R)-5-ethoxy-4-methyl-5-oxo-1-(4-phenylphenyl)pentan-2-yl]amino]-4-oxobutanoic acid
- SMILES
- CCOC(=O)[C@H](C)C[C@@H](CC1=CC=C(C=C1)C2=CC=CC=C2)NC(=O)CCC(=O)O
- InChIKey
- PYNXFZCZUAOOQC-UTKZUKDTSA-N
- XLogP
- 3.7
- Polar surface area
- 92.7 Ų
- H-bond donors
- 2
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 2015
- Admin. routes
- oral
- Indications
- hypertension, congestive heart failure, heart failure, hypertrophic cardiomyopathy
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 411.204573
- Has use
- medication
Show 5 more facts
- chemical formula
- C₂₄H₂₉NO₅
- World Health Organisation international non-proprietary name
- sacubitril
- isomeric SMILES
- CCOC(=O)[C@H](C)C[C@@H](CC1=CC=C(C=C1)C2=CC=CC=C2)NC(=O)CCC(=O)O
- canonical SMILES
- CCOC(=O)C(C)CC(CC1=CC=C(C=C1)C2=CC=CC=C2)NC(=O)CCC(=O)O
- Commons category
- Sacubitril
via Wikidata · CC0
~4 min read
Encyclopedic overview
5 sectionsContents
- Side effects
- Mechanism of action
- Synthesis
- See also
- References
{{Infobox drug | drug_name = | IUPAC_name = 4-{[(2S,4R)-1-(4-Biphenylyl)-5-ethoxy-4-methyl-5-oxo-2-pentanyl]amino}-4-oxobutanoic acid | image = Sacubitril skeletal.svg | image_class = skin-invert-image | alt = | caption =
| tradename = | Drugs.com = | MedlinePlus = | pregnancy_AU = | pregnancy_US = | pregnancy_category = | licence_EU = yes | legal_AU = | legal_CA = | legal_UK = | legal_US = | legal_status = | routes_of_administration =
Excerpted from Wikipedia’s “sacubitril” article, available under the CC BY-SA 4.0 licence.