Nequinate

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Generic Name
Nequinate
DrugBank Accession Number
DB11433
Background

Nequinate is an antiprotozoan used as a coccidiostat for poultry and rabbits. Nequinate belongs to the family of Hydroquinolones. These are compounds containing an hydrogenated quinoline bearing a ketone group.

Type
Small Molecule
Groups
Vet approved
Structure
Weight
Average: 365.4223
Monoisotopic: 365.162708229
Chemical Formula
C22H23NO4
Synonyms
  • Methyl benzoquate
  • Nequinate
  • Nequinato
  • Nequinatum
External IDs
  • AY-20,385
  • AY-20385
  • ICI 55,052
  • ICI-55052

Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
Not Available
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
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as hydroquinolones. These are compounds containing a hydrogenated quinoline bearing a ketone group.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Quinolines and derivatives
Sub Class
Quinolones and derivatives
Direct Parent
Hydroquinolones
Alternative Parents
Hydroquinolines / Pyridinecarboxylic acids / Alkyl aryl ethers / Benzene and substituted derivatives / Vinylogous amides / Methyl esters / Heteroaromatic compounds / Monocarboxylic acids and derivatives / Azacyclic compounds / Organopnictogen compounds
show 3 more
Substituents
Alkyl aryl ether / Aromatic heteropolycyclic compound / Azacycle / Benzenoid / Carboxylic acid derivative / Carboxylic acid ester / Dihydroquinoline / Dihydroquinolone / Ether / Heteroaromatic compound
show 14 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
91ZE013933
CAS number
13997-19-8
InChI Key
NNOPDLNHPOLRRE-UHFFFAOYSA-N
InChI
InChI=1S/C22H23NO4/c1-3-4-10-16-11-17-19(23-13-18(21(17)24)22(25)26-2)12-20(16)27-14-15-8-6-5-7-9-15/h5-9,11-13H,3-4,10,14H2,1-2H3,(H,23,24)
IUPAC Name
methyl 7-(benzyloxy)-6-butyl-4-oxo-1,4-dihydroquinoline-3-carboxylate
SMILES
CCCCC1=CC2=C(NC=C(C(=O)OC)C2=O)C=C1OCC1=CC=CC=C1

References

General References
  1. Cox PL: Collaborative study for the determination of nequinate in feeds. J Assoc Off Anal Chem. 1971 Jan;54(1):69-71. [Article]
  2. McLoughlin DK, Chute MB: Efficacy of nequinate against thirteen strains of Eimeria tenella and the development of a nequinate-resistant strain. Avian Dis. 1973 Oct-Dec;17(4):717-21. [Article]
  3. Nakajima T, Hayashi H, Sasamoto T, Kanda M, Kusano T, Matsushima Y, Kanai S, Takeba K, Nagayama T: [Determination of nequinate and buquinolate in livestock products using liquid chromatography-tandem mass spectrometry]. Shokuhin Eiseigaku Zasshi. 2011;52(3):178-82. [Article]
  4. Mitrovic M, Schildknecht EG: Lasalocid: resistance and cross-resistance studies in Eimeria tenella-infected chicks. Poult Sci. 1975 May;54(3):750-6. [Article]
  5. Clarke L, Moloney M, O'Mahony J, O'Kennedy R, Danaher M: Determination of 20 coccidiostats in milk, duck muscle and non-avian muscle tissue using UHPLC-MS/MS. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 2013;30(6):958-69. doi: 10.1080/19440049.2013.794306. Epub 2013 Jun 3. [Article]
  6. Mathis GF, McDougald LR: Drug responsiveness of field isolates of chicken Coccidia. Poult Sci. 1982 Jan;61(1):38-45. [Article]
  7. Kowalski LM, Reid WM: Effects of roxarsone on pigmentation and coccidiosis in broilers. Poult Sci. 1975 Sep;54(5):1544-9. [Article]
  8. Yannai, Shmuel (2003). Dictionary of Food Compounds with : Additives, Flavors, and Ingredients. CRC Press LLC. [ISBN:1584884169]
Human Metabolome Database
HMDB0031754
KEGG Drug
D05144
ChemSpider
24579
ChEMBL
CHEMBL2104807
ZINC
ZINC000100033029

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.000763 mg/mLALOGPS
logP4.34ALOGPS
logP5.33Chemaxon
logS-5.7ALOGPS
pKa (Strongest Acidic)10.15Chemaxon
pKa (Strongest Basic)-1.8Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area64.63 Å2Chemaxon
Rotatable Bond Count8Chemaxon
Refractivity105.78 m3·mol-1Chemaxon
Polarizability41.02 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveNoChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-0006-9026000000-e1ea082463dac513c2b8
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-00lr-0009000000-d7138b03c9d7b049c920
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-03di-0069000000-af112f125c0819069129
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-03di-0096000000-23ab32a0a845ff1df41a
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-001i-0029000000-be995361153a88812fd5
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0006-9047000000-52b133b50bea60a5cd09
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0ik9-1292000000-811eab6912121485990c
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]-207.5186302
predicted
DarkChem Lite v0.1.0
[M-H]-203.8231302
predicted
DarkChem Lite v0.1.0
[M-H]-187.31166
predicted
DeepCCS 1.0 (2019)
[M+H]+208.9634302
predicted
DarkChem Lite v0.1.0
[M+H]+204.9965302
predicted
DarkChem Lite v0.1.0
[M+H]+189.97801
predicted
DeepCCS 1.0 (2019)
[M+Na]+208.0683302
predicted
DarkChem Lite v0.1.0
[M+Na]+204.5854302
predicted
DarkChem Lite v0.1.0
[M+Na]+197.59413
predicted
DeepCCS 1.0 (2019)

Drug created at February 25, 2016 18:45 / Updated at February 21, 2021 18:53