NAV

Semagacestat

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

Identification

Generic Name
Semagacestat
DrugBank Accession Number
DB12463
Background

Semagacestat has been used in trials studying the treatment of Alzheimer Disease.

Type
Small Molecule
Groups
Investigational
Structure
3D
Similar Structures
Weight
Average: 361.442
Monoisotopic: 361.200156361
Chemical Formula
C19H27N3O4
Synonyms
  • Semagacestat
External IDs
  • LY-450139
  • LY450139
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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 dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
Dipeptides
Alternative Parents
N-acyl-alpha amino acids and derivatives / Alpha amino acid amides / Alanine and derivatives / Benzazepines / Azepines / Benzenoids / N-acyl amines / Tertiary carboxylic acid amides / Secondary carboxylic acid amides / Secondary alcohols
show 7 more
Substituents
Alanine or derivatives / Alcohol / Alpha-amino acid amide / Alpha-amino acid or derivatives / Alpha-dipeptide / Aromatic heteropolycyclic compound / Azacycle / Azepine / Benzazepine / Benzenoid
show 19 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
3YN0602W4W
CAS number
425386-60-3
InChI Key
PKXWXXPNHIWQHW-RCBQFDQVSA-N
InChI
InChI=1S/C19H27N3O4/c1-11(2)16(23)18(25)20-12(3)17(24)21-15-14-8-6-5-7-13(14)9-10-22(4)19(15)26/h5-8,11-12,15-16,23H,9-10H2,1-4H3,(H,20,25)(H,21,24)/t12-,15-,16-/m0/s1
IUPAC Name
(2S)-2-hydroxy-3-methyl-N-[(1S)-1-{[(1S)-3-methyl-2-oxo-2,3,4,5-tetrahydro-1H-3-benzazepin-1-yl]carbamoyl}ethyl]butanamide
SMILES
CC(C)[C@H](O)C(=O)N[C@@H](C)C(=O)N[C@H]1C2=CC=CC=C2CCN(C)C1=O

References

General References
Not Available
PubChem Compound
9843750
PubChem Substance
347828702
ChemSpider
8019465
BindingDB
28944
ChEBI
131158
ChEMBL
CHEMBL520733
ZINC
ZINC000003989041
PDBe Ligand
ESF
Wikipedia
Semagacestat
PDB Entries
6lr4

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
3CompletedTreatmentAlzheimer's Disease (AD)3
2CompletedDiagnosticAlzheimer's Disease (AD)1
1CompletedNot AvailableAlzheimer's Disease (AD)1

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 Solubility1.16 mg/mLALOGPS
logP0.44ALOGPS
logP0.39Chemaxon
logS-2.5ALOGPS
pKa (Strongest Acidic)11.91Chemaxon
pKa (Strongest Basic)-3.7Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area98.74 Å2Chemaxon
Rotatable Bond Count5Chemaxon
Refractivity97.22 m3·mol-1Chemaxon
Polarizability38.39 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/MSsplash10-01ox-2819000000-c1dff5b0cd010004d03e
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0bt9-4494000000-688630935f3da244d68b
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0c0c-6951000000-4b8251f6b149b8392ed9
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-000f-9331000000-3896dde417358d2064cd
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-00di-4961000000-f32f43a793580d04f297
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-000l-5911000000-7e1d933f7ee504d2f320
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]-202.7079545
predicted
DarkChem Lite v0.1.0
[M-H]-186.42967
predicted
DeepCCS 1.0 (2019)
[M+H]+203.6155545
predicted
DarkChem Lite v0.1.0
[M+H]+188.82523
predicted
DeepCCS 1.0 (2019)
[M+Na]+203.0341545
predicted
DarkChem Lite v0.1.0
[M+Na]+195.18839
predicted
DeepCCS 1.0 (2019)

Drug created at October 20, 2016 22:29 / Updated at February 21, 2021 18:53