N-(4-METHYLBENZOYL)-4-BENZYLPIPERIDINE

Identification

Name
N-(4-METHYLBENZOYL)-4-BENZYLPIPERIDINE
Accession Number
DB07123
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: 293.4027
Monoisotopic: 293.177964363
Chemical Formula
C20H23NO
InChI Key
DVOLWKZEIDCCES-UHFFFAOYSA-N
InChI
InChI=1S/C20H23NO/c1-16-7-9-19(10-8-16)20(22)21-13-11-18(12-14-21)15-17-5-3-2-4-6-17/h2-10,18H,11-15H2,1H3
IUPAC Name
4-benzyl-1-(4-methylbenzoyl)piperidine
SMILES
CC1=CC=C(C=C1)C(=O)N1CCC(CC2=CC=CC=C2)CC1

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UEnoyl-[acyl-carrier-protein] reductase [NADH]Not AvailableMycobacterium tuberculosis
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
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

References

General References
Not Available
External Links
PubChem Compound
1415427
PubChem Substance
99443594
ChemSpider
1174251
BindingDB
25792
ChEMBL
CHEMBL240530
ZINC
ZINC000001295794
PDBe Ligand
4PI
PDB Entries
2nsd

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 Solubility0.00314 mg/mLALOGPS
logP4.49ALOGPS
logP4.5ChemAxon
logS-5ALOGPS
pKa (Strongest Basic)-0.024ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area20.31 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity91.36 m3·mol-1ChemAxon
Polarizability34.71 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9854
Blood Brain Barrier+0.9922
Caco-2 permeable+0.7351
P-glycoprotein substrateSubstrate0.592
P-glycoprotein inhibitor IInhibitor0.5418
P-glycoprotein inhibitor IINon-inhibitor0.8894
Renal organic cation transporterInhibitor0.7226
CYP450 2C9 substrateNon-substrate0.7729
CYP450 2D6 substrateNon-substrate0.5766
CYP450 3A4 substrateSubstrate0.5212
CYP450 1A2 substrateNon-inhibitor0.7896
CYP450 2C9 inhibitorNon-inhibitor0.7307
CYP450 2D6 inhibitorNon-inhibitor0.6959
CYP450 2C19 inhibitorInhibitor0.8714
CYP450 3A4 inhibitorNon-inhibitor0.851
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.5372
Ames testNon AMES toxic0.8751
CarcinogenicityNon-carcinogens0.9355
BiodegradationNot ready biodegradable0.7335
Rat acute toxicity2.9482 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.7199
hERG inhibition (predictor II)Inhibitor0.5196
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 1-benzoylpiperidines. These are compounds containing a piperidine ring substituted at the 1-position with a benzoyl group.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Benzoyl derivatives
Direct Parent
1-benzoylpiperidines
Alternative Parents
N-benzoylpiperidines / 4-benzylpiperidines / N,N-dialkyl-p-toluamides / Benzamides / Tertiary carboxylic acid amides / Azacyclic compounds / Organopnictogen compounds / Organooxygen compounds / Organonitrogen compounds / Organic oxides
show 1 more
Substituents
N-benzoylpiperidine / 1-benzoylpiperidine / 4-benzylpiperidine / Benzylpiperidine / N,n-dialkyl-p-toluamide / P-toluamide / Toluamide / Benzoic acid or derivatives / N-acyl-piperidine / Benzamide
show 15 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Mycobacterium tuberculosis
Pharmacological action
Unknown
General Function
Enoyl-ACP reductase of the type II fatty acid syntase (FAS-II) system, which is involved in the biosynthesis of mycolic acids, a major component of mycobacterial cell walls (PubMed:25227413). Catalyzes the NADH-dependent reduction of the double bond of 2-trans-enoyl-[acyl-carrier protein], an essential step in the fatty acid elongation cycle of the FAS-II pathway (PubMed:7599116). Shows preference for long-chain fatty acyl thioester substrates (>C16), and can also use 2-trans-enoyl-CoAs as alternative substrates (PubMed:7599116). The mycobacterial FAS-II system utilizes the products of the FAS-I system as primers to extend fatty acyl chain lengths up to C56, forming the meromycolate chain that serves as the precursor for final mycolic acids (PubMed:25227413).
Specific Function
Enoyl-[acyl-carrier-protein] reductase (nadh) activity
Gene Name
inhA
Uniprot ID
P9WGR1
Uniprot Name
Enoyl-[acyl-carrier-protein] reductase [NADH]
Molecular Weight
28527.55 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 15:19 / Updated on June 12, 2020 10:52

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