(2S)-4-(4-fluorobenzyl)-N-(2-sulfanylethyl)piperazine-2-carboxamide

Identification

Name
(2S)-4-(4-fluorobenzyl)-N-(2-sulfanylethyl)piperazine-2-carboxamide
Accession Number
DB07736
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 297.392
Monoisotopic: 297.131111172
Chemical Formula
C14H20FN3OS
InChI Key
CEXXKSSFAKABEN-ZDUSSCGKSA-N
InChI
InChI=1S/C14H20FN3OS/c15-12-3-1-11(2-4-12)9-18-7-5-16-13(10-18)14(19)17-6-8-20/h1-4,13,16,20H,5-10H2,(H,17,19)/t13-/m0/s1
IUPAC Name
(2S)-4-[(4-fluorophenyl)methyl]-N-(2-sulfanylethyl)piperazine-2-carboxamide
SMILES
[H][[email protected]]1(CN(CC2=CC=C(F)C=C2)CCN1)C(=O)NCCS

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UBeta-secretase 1Not AvailableHuman
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
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
25134251
PubChem Substance
99444207
ChemSpider
25056949
HET
F1J
PDB Entries
2zjj

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.0712 mg/mLALOGPS
logP1.17ALOGPS
logP1.03ChemAxon
logS-3.6ALOGPS
pKa (Strongest Acidic)10.08ChemAxon
pKa (Strongest Basic)8.06ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area44.37 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity80.6 m3·mol-1ChemAxon
Polarizability31.29 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9583
Blood Brain Barrier+0.7642
Caco-2 permeable-0.6603
P-glycoprotein substrateSubstrate0.7689
P-glycoprotein inhibitor IInhibitor0.8625
P-glycoprotein inhibitor IINon-inhibitor0.8878
Renal organic cation transporterNon-inhibitor0.5942
CYP450 2C9 substrateNon-substrate0.8724
CYP450 2D6 substrateNon-substrate0.6188
CYP450 3A4 substrateNon-substrate0.6053
CYP450 1A2 substrateNon-inhibitor0.727
CYP450 2C9 inhibitorNon-inhibitor0.6735
CYP450 2D6 inhibitorInhibitor0.8546
CYP450 2C19 inhibitorNon-inhibitor0.6064
CYP450 3A4 inhibitorNon-inhibitor0.6087
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.688
Ames testNon AMES toxic0.6947
CarcinogenicityNon-carcinogens0.9056
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.4743 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8854
hERG inhibition (predictor II)Inhibitor0.8982
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as alpha amino acid amides. These are amide derivatives of alpha amino acids.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
Alpha amino acid amides
Alternative Parents
Piperazine carboxamides / Phenylmethylamines / Benzylamines / Aralkylamines / N-alkylpiperazines / Fluorobenzenes / Aryl fluorides / Trialkylamines / Secondary carboxylic acid amides / Alkylthiols
show 7 more
Substituents
Alpha-amino acid amide / Piperazine-2-carboxamide / Benzylamine / Phenylmethylamine / Aralkylamine / Fluorobenzene / N-alkylpiperazine / Halobenzene / Aryl fluoride / Aryl halide
show 26 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Peptidase activity
Specific Function
Responsible for the proteolytic processing of the amyloid precursor protein (APP). Cleaves at the N-terminus of the A-beta peptide sequence, between residues 671 and 672 of APP, leads to the genera...
Gene Name
BACE1
Uniprot ID
P56817
Uniprot Name
Beta-secretase 1
Molecular Weight
55710.28 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235]

Drug created on September 15, 2010 15:25 / Updated on December 01, 2017 15:55