sacubitril

Ligand id: 7857

Name: sacubitril

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 13
Topological polar surface area 92.7
Molecular weight 411.2
XLogP 6.97
No. Lipinski's rules broken 2

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (2015))
Is prodrug? Yes
Active form sacubitrilat
IUPAC Name
4-[[(2S,4R)-5-ethoxy-4-methyl-5-oxo-1-(4-phenylphenyl)pentan-2-yl]amino]-4-oxobutanoic acid
International Nonproprietary Names
INN number INN
9819 sacubitril
Synonyms
AHU377
Database Links
CAS Registry No. 149709-62-6 (source: Scifinder)
ChEMBL Ligand CHEMBL3137301
PubChem CID 9811834
Search Google for chemical match using the InChIKey PYNXFZCZUAOOQC-UTKZUKDTSA-N
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Search PubMed clinical trials sacubitril
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Search UniChem for chemical match using the InChIKey PYNXFZCZUAOOQC-UTKZUKDTSA-N
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Wikipedia Sacubitril
Comments
Sacubitril is a prodrug activated by de-ethylation via esterases to the neprilysin inhibitor sacubitrilat. Neprilysin is also known as neutral endopeptidase (NEP), and its official gene symbol is MME (membrane metallo-endopeptidase ). The chemical database relationships are detailed in this blogpost. Sabucatril is a component of the approved fixed mixture Entresto®, previously known as LCZ696, and which is now approved for heart failure (see Clinical data tab).