N-[1-(5-bromo-2,3-dimethoxybenzyl)piperidin-4-yl]-4-sulfanylbutanamide

Identification

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Name
N-[1-(5-bromo-2,3-dimethoxybenzyl)piperidin-4-yl]-4-sulfanylbutanamide
Accession Number
DB07738
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: 431.388
Monoisotopic: 430.092576077
Chemical Formula
C18H27BrN2O3S
InChI Key
HESMISSJMKCCAV-UHFFFAOYSA-N
InChI
InChI=1S/C18H27BrN2O3S/c1-23-16-11-14(19)10-13(18(16)24-2)12-21-7-5-15(6-8-21)20-17(22)4-3-9-25/h10-11,15,25H,3-9,12H2,1-2H3,(H,20,22)
IUPAC Name
N-{1-[(5-bromo-2,3-dimethoxyphenyl)methyl]piperidin-4-yl}-4-sulfanylbutanamide
SMILES
COC1=C(OC)C(CN2CCC(CC2)NC(=O)CCCS)=CC(Br)=C1

Pharmacology

Indication
Not Available
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
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
25134253
PubChem Substance
99444209
ChemSpider
25059122
HET
F1L
PDB Entries
2zjl

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 Solubility0.00578 mg/mLALOGPS
logP2.96ALOGPS
logP2.36ChemAxon
logS-4.9ALOGPS
pKa (Strongest Acidic)10.2ChemAxon
pKa (Strongest Basic)6.72ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area50.8 Å2ChemAxon
Rotatable Bond Count8ChemAxon
Refractivity107.16 m3·mol-1ChemAxon
Polarizability43.2 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9698
Blood Brain Barrier+0.7972
Caco-2 permeable+0.5369
P-glycoprotein substrateSubstrate0.7537
P-glycoprotein inhibitor IInhibitor0.785
P-glycoprotein inhibitor IIInhibitor0.7905
Renal organic cation transporterNon-inhibitor0.5685
CYP450 2C9 substrateNon-substrate0.8335
CYP450 2D6 substrateNon-substrate0.578
CYP450 3A4 substrateSubstrate0.7207
CYP450 1A2 substrateNon-inhibitor0.6858
CYP450 2C9 inhibitorNon-inhibitor0.7038
CYP450 2D6 inhibitorInhibitor0.6583
CYP450 2C19 inhibitorNon-inhibitor0.6641
CYP450 3A4 inhibitorNon-inhibitor0.5249
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.6364
Ames testNon AMES toxic0.6687
CarcinogenicityNon-carcinogens0.891
BiodegradationNot ready biodegradable0.9946
Rat acute toxicity2.5320 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9309
hERG inhibition (predictor II)Inhibitor0.9662
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 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 n-benzylpiperidines. These are heterocyclic Compounds containing a piperidine ring conjugated to a benzyl group through one nitrogen ring atom.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Piperidines
Sub Class
Benzylpiperidines
Direct Parent
N-benzylpiperidines
Alternative Parents
Dimethoxybenzenes / Anisoles / Phenylmethylamines / Phenoxy compounds / Benzylamines / Alkyl aryl ethers / Aralkylamines / Bromobenzenes / Aryl bromides / N-acyl amines
show 10 more
Substituents
N-benzylpiperidine / O-dimethoxybenzene / Dimethoxybenzene / Phenoxy compound / Anisole / Benzylamine / Methoxybenzene / Phenol ether / Phenylmethylamine / Alkyl aryl ether
show 32 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available

Targets

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. [PubMed:10592235]

Drug created on September 15, 2010 15:25 / Updated on June 04, 2019 06:46