NAV

Sacubitrilat

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Generic Name
Sacubitrilat
DrugBank Accession Number
DB14127
Background

A metabolite of LCZ696 with neprilysin inhibitory activity.

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 383.444
Monoisotopic: 383.173272909
Chemical Formula
C22H25NO5
Synonyms
  • Sacubitrilat
External IDs
  • LBQ 657
  • LBQ-657
  • LBQ657
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
Not Available
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as biphenyls and derivatives. These are organic compounds containing to benzene rings linked together by a C-C bond.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Biphenyls and derivatives
Direct Parent
Biphenyls and derivatives
Alternative Parents
Gamma amino acids and derivatives / Amphetamines and derivatives / Medium-chain fatty acids / Methyl-branched fatty acids / Amino fatty acids / N-acyl amines / Dicarboxylic acids and derivatives / Secondary carboxylic acid amides / Carboxylic acids / Organopnictogen compounds
show 4 more
Substituents
Amino fatty acid / Amphetamine or derivatives / Aromatic homomonocyclic compound / Biphenyl / Branched fatty acid / Carbonyl group / Carboxamide group / Carboxylic acid / Carboxylic acid derivative / Dicarboxylic acid or derivatives
show 15 more
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
SPI5PBF81S
CAS number
149709-44-4
InChI Key
DOBNVUFHFMVMDB-BEFAXECRSA-N
InChI
InChI=1S/C22H25NO5/c1-15(22(27)28)13-19(23-20(24)11-12-21(25)26)14-16-7-9-18(10-8-16)17-5-3-2-4-6-17/h2-10,15,19H,11-14H2,1H3,(H,23,24)(H,25,26)(H,27,28)/t15-,19+/m1/s1
IUPAC Name
(2R,4S)-5-{[1,1'-biphenyl]-4-yl}-4-(3-carboxypropanamido)-2-methylpentanoic acid
SMILES
C[C@H](C[C@@H](CC1=CC=C(C=C1)C1=CC=CC=C1)NC(=O)CCC(O)=O)C(O)=O

References

General References
Not Available
ChemSpider
8605468
BindingDB
50034842
RxNav
1860608
ChEMBL
CHEMBL417007
ZINC
ZINC000001536201
PDBe Ligand
6LD
Wikipedia
Sacubitrilat
PDB Entries
5jmy

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.00358 mg/mLALOGPS
logP1.99ALOGPS
logP3.29Chemaxon
logS-5ALOGPS
pKa (Strongest Acidic)3.98Chemaxon
pKa (Strongest Basic)-1.6Chemaxon
Physiological Charge-2Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area103.7 Å2Chemaxon
Rotatable Bond Count10Chemaxon
Refractivity104.54 m3·mol-1Chemaxon
Polarizability41.61 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-01c0-0092000000-2ebc8aa4222fd1d26f70
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-001i-4090000000-6d28c15b95b968331200
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-00s9-2290000000-046b7c42df2760b7dc4a
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-1090000000-d14802e69fbb2e90572c
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0076-8191000000-0ec440bd3dd0a9237b0c
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-05w0-4691000000-3ca08017c2c4e2f26808
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-01c0-0092000000-9d44f0ad862a3e69bc7f
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-001l-7296000000-6f83ee2d9739b54ab933
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-00di-2391000000-6335cc965e5a3720c0dd
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-05p9-3791000000-c4e123995b71e1848195
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-000f-1091000000-5204dd34bc8a630a0444
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-007c-3290000000-fea49acc90f2b6ce4b25
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-208.4374422
predicted
DarkChem Lite v0.1.0
[M-H]-187.36949
predicted
DeepCCS 1.0 (2019)
[M-H]-208.4374422
predicted
DarkChem Lite v0.1.0
[M-H]-187.36949
predicted
DeepCCS 1.0 (2019)
[M+H]+205.6272422
predicted
DarkChem Lite v0.1.0
[M+H]+189.76506
predicted
DeepCCS 1.0 (2019)
[M+H]+205.6272422
predicted
DarkChem Lite v0.1.0
[M+H]+189.76506
predicted
DeepCCS 1.0 (2019)
[M+Na]+206.1276422
predicted
DarkChem Lite v0.1.0
[M+Na]+195.67758
predicted
DeepCCS 1.0 (2019)
[M+Na]+206.1276422
predicted
DarkChem Lite v0.1.0
[M+Na]+195.67758
predicted
DeepCCS 1.0 (2019)

Drug created at June 24, 2018 16:41 / Updated at February 21, 2021 18:54