NAV

tert-butyl 4-(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)piperidine-1-carboxylate

Identification

Generic Name
tert-butyl 4-(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)piperidine-1-carboxylate
DrugBank Accession Number
DB08469
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 335.421
Monoisotopic: 335.130362243
Chemical Formula
C16H21N3O3S
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UHTH-type transcriptional regulator EthRNot 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 piperidinecarboxylic acids. These are compounds containing a piperidine ring which bears a carboxylic acid group.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Piperidines
Sub Class
Piperidinecarboxylic acids and derivatives
Direct Parent
Piperidinecarboxylic acids
Alternative Parents
Thiophenes / Heteroaromatic compounds / Carbamate esters / 1,2,4-oxadiazoles / Organic carbonic acids and derivatives / Oxacyclic compounds / Azacyclic compounds / Organopnictogen compounds / Organonitrogen compounds / Organic oxides
show 2 more
Substituents
1,2,4-oxadiazole / Aromatic heteromonocyclic compound / Azacycle / Azole / Carbamic acid ester / Carbonic acid derivative / Carbonyl group / Heteroaromatic compound / Hydrocarbon derivative / Organic nitrogen compound
show 9 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
METBQPRXNZHZMB-UHFFFAOYSA-N
InChI
InChI=1S/C16H21N3O3S/c1-16(2,3)21-15(20)19-8-6-11(7-9-19)14-17-13(18-22-14)12-5-4-10-23-12/h4-5,10-11H,6-9H2,1-3H3
IUPAC Name
tert-butyl 4-[3-(thiophen-2-yl)-1,2,4-oxadiazol-5-yl]piperidine-1-carboxylate
SMILES
CC(C)(C)OC(=O)N1CCC(CC1)C1=NC(=NO1)C1=CC=CS1

References

General References
Not Available
PubChem Compound
18690028
PubChem Substance
99444940
ChemSpider
13704102
ZINC
ZINC000053683175
PDBe Ligand
RF1
PDB Entries
3g1o

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 Solubility0.0687 mg/mLALOGPS
logP3.77ALOGPS
logP3.26Chemaxon
logS-3.7ALOGPS
pKa (Strongest Basic)-3Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area68.46 Å2Chemaxon
Rotatable Bond Count4Chemaxon
Refractivity98.84 m3·mol-1Chemaxon
Polarizability36.66 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.744
Caco-2 permeable-0.5563
P-glycoprotein substrateSubstrate0.609
P-glycoprotein inhibitor IInhibitor0.6106
P-glycoprotein inhibitor IINon-inhibitor0.8652
Renal organic cation transporterNon-inhibitor0.8454
CYP450 2C9 substrateNon-substrate0.814
CYP450 2D6 substrateNon-substrate0.7669
CYP450 3A4 substrateSubstrate0.582
CYP450 1A2 substrateNon-inhibitor0.5456
CYP450 2C9 inhibitorInhibitor0.548
CYP450 2D6 inhibitorNon-inhibitor0.8245
CYP450 2C19 inhibitorInhibitor0.6208
CYP450 3A4 inhibitorNon-inhibitor0.6964
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.6201
Ames testNon AMES toxic0.6162
CarcinogenicityNon-carcinogens0.7943
BiodegradationNot ready biodegradable0.8514
Rat acute toxicity2.8957 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9576
hERG inhibition (predictor II)Non-inhibitor0.6188
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-MSsplash10-08fr-5390000000-6f00f9c422720f1eb883
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-001r-0098000000-eb6d6b0707719cd69b6a
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-001i-0009000000-d6f9a4cabba26d75549e
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-000i-0096000000-dd6db16d5d10687aeeee
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0udi-0029000000-24fb4bddcfef1a31f0d8
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-02bf-0970000000-c9904b86ae2c345f7851
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-003r-2970000000-40d546c5a71e417cfd65
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]-172.44838
predicted
DeepCCS 1.0 (2019)
[M+H]+174.80638
predicted
DeepCCS 1.0 (2019)
[M+Na]+181.60686
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. HTH-type transcriptional regulator EthR
Kind
Protein
Organism
Mycobacterium tuberculosis
Pharmacological action
Unknown
General Function
Involved in the repression of the monooxygenase EthA which is responsible of the formation of the active metabolite of ethionamide (ETH).
Specific Function
Transcription factor activity, sequence-specific dna binding
Gene Name
ethR
Uniprot ID
P9WMC1
Uniprot Name
HTH-type transcriptional regulator EthR
Molecular Weight
23756.465 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 21:32 / Updated at June 12, 2020 16:52