NAV

(2S)-4-(4-fluorobenzyl)-N-(3-sulfanylpropyl)piperazine-2-carboxamide

Identification

Generic Name
(2S)-4-(4-fluorobenzyl)-N-(3-sulfanylpropyl)piperazine-2-carboxamide
DrugBank Accession Number
DB07737
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 311.418
Monoisotopic: 311.146761236
Chemical Formula
C15H22FN3OS
Synonyms
Not Available
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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
TargetActionsOrganism
UBeta-secretase 1Not AvailableHumans
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
Not Available
Chemical TaxonomyProvided by Classyfire
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
1,4-diazinane / Alkylthiol / Alpha-amino acid amide / Amine / Aralkylamine / Aromatic heteromonocyclic compound / Aryl fluoride / Aryl halide / Azacycle / Benzenoid
show 26 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
OYTFYWWLBPDTNS-AWEZNQCLSA-N
InChI
InChI=1S/C15H22FN3OS/c16-13-4-2-12(3-5-13)10-19-8-7-17-14(11-19)15(20)18-6-1-9-21/h2-5,14,17,21H,1,6-11H2,(H,18,20)/t14-/m0/s1
IUPAC Name
(2S)-4-[(4-fluorophenyl)methyl]-N-(3-sulfanylpropyl)piperazine-2-carboxamide
SMILES
[H][C@]1(CN(CC2=CC=C(F)C=C2)CCN1)C(=O)NCCCS

References

General References
Not Available
PubChem Compound
25134252
PubChem Substance
99444208
ChemSpider
25059121
ZINC
ZINC000039029988
PDBe Ligand
F1K
PDB Entries
2zjk

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

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 Solubility0.0441 mg/mLALOGPS
logP1.62ALOGPS
logP1.25Chemaxon
logS-3.8ALOGPS
pKa (Strongest Acidic)10.19Chemaxon
pKa (Strongest Basic)7.88Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area44.37 Å2Chemaxon
Rotatable Bond Count6Chemaxon
Refractivity85.31 m3·mol-1Chemaxon
Polarizability33.31 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9163
Blood Brain Barrier+0.679
Caco-2 permeable-0.6683
P-glycoprotein substrateSubstrate0.7768
P-glycoprotein inhibitor IInhibitor0.8932
P-glycoprotein inhibitor IINon-inhibitor0.7886
Renal organic cation transporterNon-inhibitor0.6244
CYP450 2C9 substrateNon-substrate0.859
CYP450 2D6 substrateNon-substrate0.6554
CYP450 3A4 substrateNon-substrate0.5949
CYP450 1A2 substrateNon-inhibitor0.7006
CYP450 2C9 inhibitorNon-inhibitor0.6549
CYP450 2D6 inhibitorInhibitor0.8289
CYP450 2C19 inhibitorNon-inhibitor0.5911
CYP450 3A4 inhibitorNon-inhibitor0.6769
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.6345
Ames testNon AMES toxic0.6532
CarcinogenicityNon-carcinogens0.9089
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.4707 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8887
hERG inhibition (predictor II)Inhibitor0.9158
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-MSsplash10-0006-1920000000-0e171acfae75acd52610
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-03di-0009000000-facf86d6924bace298db
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-03di-0039000000-1e619064d79a9bd521ea
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-00di-4292000000-fa5f00a3bcb946ff18e9
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-06vl-2394000000-85978a0507d8f5f93958
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-06r6-9701000000-91510e9399872765db83
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-00ec-6910000000-105626bb080ef63000f9
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]-161.09944
predicted
DeepCCS 1.0 (2019)
[M+H]+163.49503
predicted
DeepCCS 1.0 (2019)
[M+Na]+170.33571
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Beta-secretase 1
Kind
Protein
Organism
Humans
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. [Article]

Drug created at September 15, 2010 21:25 / Updated at June 12, 2020 16:52