Sacubitril

Highest phase reached
Drug type
Small molecule
First approval year

First approval year
Listing at source
Listed
Highest phase reached

Drug type
Small molecule
Drug name
Sacubitril
Molecular weight
Structure (SMILES)
CCOC(=O)[C@H](C)C[C@@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)CCC(=O)O

  • sacubitril component of entresto
  • Sacubitril component of entresto

  • ahu 377
  • AHU-377
  • ahu377
  • AHU377
  • entresto component sacubitril
  • ENTRESTO COMPONENT SACUBITRIL
  • sacubitril
  • Sacubitril
  • sacubitril [INN]
  • SACUBITRIL [JAN]
  • SACUBITRIL [MI]
  • SACUBITRIL [ORANGE BOOK]
  • SACUBITRIL [USAN]
  • Sacubitril [WHO-DD]
  • sacubitril inn
  • sacubitril jan
  • sacubitril mi
  • sacubitril orange book
  • sacubitril usan
  • sacubitril who dd
  • sacubitrilo
  • Sacubitrilo

CAS registry numbers
  • 149709-62-6
ChEMBL ID
CHEMBL3137301
InChIKey
PYNXFZCZUAOOQC-UTKZUKDTSA-N
PubChem compound IDs
  • 9811834
RxNorm IDs (RxCUI)
  • 1656328
FDA ingredient codes (UNII)
  • 17ERJ0MKGI

Applicant
NOVARTIS PHARMS CORP
Approval date
7 Jul 2015
Application number
NDA207620

First in class
Yes
Orphan designation
No
Availability
Prescription only

Pharmacology name
sacubitril
Type
Synthetic organic
Drug name stem
-tril
Approval recorded by Guide to Pharmacology
Yes

Administration routes

  • Oral

Mechanisms of action

  • Mechanism
    Neprilysin inhibitor
    Action type
    Inhibitor
    Target
    Neprilysin
    Protein identifier
    P08473

Open Targets mechanisms

  • Mechanism
    Neprilysin inhibitor
    Action type
    Inhibitor
    Target
    Neprilysin

DrugCentral mechanisms

  • Action type
    Inhibitor
    Gene symbol
    MME
    Protein identifier
    P08473
    Organism
    Homo sapiens
    Target development level
    Clinical

  • Condition
    Heart Failure
    Highest recorded phase
    4
    Condition identifier
    EFO:0000373
    Subject identifier
    D006333
  • Condition
    Hypertension
    Highest recorded phase
    3
    Condition identifier
    EFO:0000537
    Subject identifier
    D006973
  • Condition
    Cardiomyopathy, Hypertrophic
    Highest recorded phase
    2
    Condition identifier
    EFO:0000538
    Subject identifier
    D002312
  • Condition
    Myocardial Infarction
    Highest recorded phase
    3
    Condition identifier
    EFO:0000612
    Subject identifier
    D009203
  • Condition
    Heart Failure
    Highest recorded phase
    4
    Condition identifier
    EFO:0003144
    Subject identifier
    D006333
  • Condition
    Peripheral Arterial Disease
    Highest recorded phase
    2
    Condition identifier
    EFO:0004265
    Subject identifier
    D058729
  • Condition
    Chagas Cardiomyopathy
    Highest recorded phase
    3
    Condition identifier
    EFO:0005529
    Subject identifier
    D002598
  • Condition
    Aortic Valve Insufficiency
    Highest recorded phase
    2
    Condition identifier
    EFO:0007148
    Subject identifier
    D001022
  • Condition
    Myocardial Infarction
    Highest recorded phase
    3
    Condition identifier
    EFO:0008583
    Subject identifier
    D009203
  • Condition
    ST Elevation Myocardial Infarction
    Highest recorded phase
    3
    Condition identifier
    EFO:0008585
    Subject identifier
    D000072657
  • Condition
    Essential Hypertension
    Highest recorded phase
    2
    Condition identifier
    MONDO:0001134
    Subject identifier
    D000075222
  • Condition
    Hypertension, Pulmonary
    Highest recorded phase
    3
    Condition identifier
    MONDO:0005149
    Subject identifier
    D006976
  • Condition
    Severe Acute Respiratory Syndrome
    Highest recorded phase
    1
    Condition identifier
    MONDO:0100096
    Subject identifier
    D045169

  • Condition identifier
    EFO_0000373
  • Condition identifier
    EFO_0000537
    Highest recorded phase
    3
  • Condition identifier
    EFO_0000538
  • Condition identifier
    EFO_0000612
    Highest recorded phase
    3
  • Condition identifier
    EFO_0003144
  • Condition identifier
    EFO_0003896
    Highest recorded phase
    2
  • Condition identifier
    EFO_0004265
    Highest recorded phase
    2
  • Condition identifier
    EFO_0005109
    Highest recorded phase
    2
  • Condition identifier
    EFO_0005529
    Highest recorded phase
    3
  • Condition identifier
    EFO_0007148
    Highest recorded phase
    2
  • Condition identifier
    EFO_0008583
  • Condition identifier
    EFO_1001207
  • Condition identifier
    HP_0000822
    Highest recorded phase
    3
  • Condition identifier
    HP_0001513
    Highest recorded phase
    2
  • Condition identifier
    HP_0011105
    Highest recorded phase
    2
  • Condition identifier
    MONDO_0001134
    Highest recorded phase
    3
  • Condition identifier
    MONDO_0004781
    Highest recorded phase
    3
  • Condition identifier
    MONDO_0004995
    Highest recorded phase
    3
  • Condition identifier
    MONDO_0005009
    Highest recorded phase
    4
  • Condition identifier
    MONDO_0005044
    Highest recorded phase
    2
  • Condition identifier
    MONDO_0005045
    Highest recorded phase
    2
  • Condition identifier
    MONDO_0005062
  • Condition identifier
    MONDO_0005068
    Highest recorded phase
    3
  • Condition identifier
    MONDO_0005148
    Highest recorded phase
    3
  • Condition identifier
    MONDO_0005149
    Highest recorded phase
    3

And 13 more, listed on the interactive page.

  • Event
    angioedema
    Reports
    419
    Reporting signal score
    308.144
  • Event
    blood creatinine increased
    Reports
    586
    Reporting signal score
    546.593
  • Event
    blood potassium increased
    Reports
    359
    Reporting signal score
    696.548
  • Event
    blood pressure decreased
    Reports
    580
    Reporting signal score
    684.134
  • Event
    cardiac failure
    Reports
    896
    Reporting signal score
    1,316.37
  • Event
    cardiac failure chronic
    Reports
    142
    Reporting signal score
    343.147
  • Event
    cough
    Reports
    990
    Reporting signal score
    530.903
  • Event
    dizziness
    Reports
    1,622
    Reporting signal score
    727.857
  • Event
    dyspnoea
    Reports
    1,671
    Reporting signal score
    599.075
  • Event
    ejection fraction decreased
    Reports
    437
    Reporting signal score
    809.682
  • Event
    fluid retention
    Reports
    298
    Reporting signal score
    271.656
  • Event
    glomerular filtration rate decreased
    Reports
    196
    Reporting signal score
    307.884
  • Event
    hyperkalaemia
    Reports
    502
    Reporting signal score
    610.196
  • Event
    hypoacusis
    Reports
    219
    Reporting signal score
    274.203
  • Event
    hypotension
    Reports
    3,162
    Reporting signal score
    4,724.33
  • Event
    injection site pain
    Reports
    1
    Reporting signal score
    271.009
  • Event
    n-terminal prohormone brain natriuretic peptide increased
    Reports
    108
    Reporting signal score
    317.289
  • Event
    renal impairment
    Reports
    486
    Reporting signal score
    322.603
  • Event
    weight decreased
    Reports
    639
    Reporting signal score
    227.895
  • Event
    weight increased
    Reports
    596
    Reporting signal score
    279.265
  • Event
    wrong technique in product usage process
    Reports
    739
    Reporting signal score
    532.606

And 18 more, listed on the interactive page.

Dose
49 mg/51 mg
Route
Oral
How often
Twice daily

Hydrogen bond acceptors
4
Hydrogen bond donors
2
Polar surface area
92.7
Calculated partition coefficient (ALogP)
3.84
Calculated partition coefficient (XLogP)
3.7
Prodrug
Yes
Chirality
Single enantiomer
Inorganic
No
Rule-of-five violations
0
Rotatable bonds
11
Heavy atoms
30
Molecular formula
C24H29NO5
Monoisotopic mass
411.20457303
Natural product
Yes

  • 0078-0659
  • 0078-0696
  • 0078-0777
  • 0078-1231
  • 0078-1238
  • 0078-9659
  • 0078-9777
  • 0904-7580
  • 0904-7581
  • 0904-7582
  • 13668-634
  • 13668-635
  • 13668-636
  • 13668-746
  • 13668-747
  • 31722-673
  • 31722-674
  • 31722-675
  • 33342-570
  • 33342-571
  • 33342-572
  • 42385-930
  • 42385-931
  • 42385-932
  • 43598-643

And 75 more, listed on the interactive page.

Recorded assays
24
Active assays
0

Related records

Trials (119)

Approved for (2)

In development for (11)

Other linked conditions (1)

Targets (1)