NAV

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

Identification

Generic Name
N-[1-(5-bromo-2,3-dimethoxybenzyl)piperidin-4-yl]-4-sulfanylbutanamide
DrugBank Accession Number
DB07738
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 431.388
Monoisotopic: 430.092576077
Chemical Formula
C18H27BrN2O3S
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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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 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
Alkyl aryl ether / Alkylthiol / Amine / Amino acid or derivatives / Anisole / Aralkylamine / Aromatic heteromonocyclic compound / Aryl bromide / Aryl halide / Azacycle
show 32 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
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

References

General References
Not Available
PubChem Compound
25134253
PubChem Substance
99444209
ChemSpider
25059122
ZINC
ZINC000039029989
PDBe Ligand
F1L
PDB Entries
2zjl

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 Solubility0.00578 mg/mLALOGPS
logP2.96ALOGPS
logP2.36Chemaxon
logS-4.9ALOGPS
pKa (Strongest Acidic)10.2Chemaxon
pKa (Strongest Basic)6.64Chemaxon
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/MSsplash10-001i-0002900000-3fba139dff1e58977337
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-2009600000-99dab61f13615cbc725e
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-002b-0209000000-f0288bac9384ec679aa5
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9035100000-01c56463a077cd3cc00e
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-003f-9756100000-ae08747b13d6802c29de
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-01ot-7952200000-3d87be137b26a6a77932
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]-187.21358
predicted
DeepCCS 1.0 (2019)
[M+H]+189.57158
predicted
DeepCCS 1.0 (2019)
[M+Na]+195.66473
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