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Identification
Name(2S)-4-(4-fluorobenzyl)-N-(3-sulfanylpropyl)piperazine-2-carboxamide
Accession NumberDB07737
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
External Identifiers Not Available
Approved Prescription ProductsNot Available
Approved Generic Prescription ProductsNot Available
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International BrandsNot Available
Brand mixturesNot Available
SaltsNot Available
CategoriesNot Available
UNIINot Available
CAS numberNot Available
WeightAverage: 311.418
Monoisotopic: 311.146761236
Chemical FormulaC15H22FN3OS
InChI KeyInChIKey=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
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as alpha amino acid amides. These are amide derivatives of alpha amino acids.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentAlpha amino acid amides
Alternative Parents
Substituents
  • Alpha-amino acid amide
  • Piperazine-2-carboxamide
  • Phenylmethylamine
  • Benzylamine
  • Aralkylamine
  • N-alkylpiperazine
  • Halobenzene
  • Fluorobenzene
  • Benzenoid
  • Piperazine
  • 1,4-diazinane
  • Monocyclic benzene moiety
  • Aryl halide
  • Aryl fluoride
  • Tertiary aliphatic amine
  • Tertiary amine
  • Secondary carboxylic acid amide
  • Carboxamide group
  • Azacycle
  • Organoheterocyclic compound
  • Secondary amine
  • Secondary aliphatic amine
  • Carboxylic acid amide
  • Alkylthiol
  • Hydrocarbon derivative
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organofluoride
  • Organohalogen compound
  • Carbonyl group
  • Amine
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
Related Articles
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
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 )
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0441 mg/mLALOGPS
logP1.62ALOGPS
logP1.25ChemAxon
logS-3.9ALOGPS
pKa (Strongest Acidic)10.19ChemAxon
pKa (Strongest Basic)8.06ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area44.37 Å2ChemAxon
Rotatable Bond Count6ChemAxon
Refractivity85.31 m3·mol-1ChemAxon
Polarizability33.32 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Mass Spec (NIST)Not Available
SpectraNot Available
References
Synthesis ReferenceNot Available
General ReferencesNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot 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 generation and extracellular release of beta-cleaved soluble APP, and a corresponding cell-associated C-terminal fragment which is later released by gamma-secretase.
Gene Name:
BACE1
Uniprot ID:
P56817
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 ]
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Drug created on September 15, 2010 15:25 / Updated on September 16, 2013 18:07