NAV

N-(4-METHYLBENZOYL)-4-BENZYLPIPERIDINE

Identification

Generic Name
N-(4-METHYLBENZOYL)-4-BENZYLPIPERIDINE
DrugBank Accession Number
DB07123
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 293.4027
Monoisotopic: 293.177964363
Chemical Formula
C20H23NO
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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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

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 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
1-benzoylpiperidine / 4-benzylpiperidine / Aromatic heteromonocyclic compound / Azacycle / Benzamide / Benzoic acid or derivatives / Benzylpiperidine / Carboxamide group / Carboxylic acid derivative / Hydrocarbon derivative
show 15 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
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

References

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

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 Solubility0.00314 mg/mLALOGPS
logP4.49ALOGPS
logP4.5Chemaxon
logS-5ALOGPS
pKa (Strongest Basic)-0.91Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count1Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area20.31 Å2Chemaxon
Rotatable Bond Count3Chemaxon
Refractivity91.36 m3·mol-1Chemaxon
Polarizability34.72 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-MSsplash10-014i-2920000000-3dee76f3d0a1e66a0aae
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-00kf-0590000000-64d0d3680222b1b1141a
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-0190000000-eebffe8d96a16a02a616
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-006x-1690000000-29ecd6207da428e495dd
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-00kf-2790000000-872c6655112c61794a28
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-9740000000-d5c8585e3e4fba365c2c
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-002f-9330000000-2feaaf8ab67e253134c4
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]-168.31235
predicted
DeepCCS 1.0 (2019)
[M+H]+170.67036
predicted
DeepCCS 1.0 (2019)
[M+Na]+176.7635
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Enoyl-[acyl-carrier-protein] reductase [NADH]
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. [Article]

Drug created at September 15, 2010 21:19 / Updated at June 12, 2020 16:52