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Record Information
Version3.6
Creation Date2013-07-09 16:11:49 UTC
Update Date2017-08-18 12:55:27 UTC
HMDB IDHMDB0061000
Secondary Accession Numbers
  • HMDB61000
Metabolite Identification
Common Name4-(4-Chlorophenyl)-1-[4-(4-fluorophenyl)-4-oxobutyl]-pyridinium (HPP+)
Description4-(4-Chlorophenyl)-1-[4-(4-fluorophenyl)-4-oxobutyl]-pyridinium (HPP+) is a metabolite of haloperidol. Haloperidol is a typical antipsychotic. It is in the butyrophenone class of antipsychotic medications and has pharmacological effects similar to the phenothiazines. Haloperidol is an older antipsychotic used in the treatment of schizophrenia and acute psychotic states and delirium. (Wikipedia)
Structure
Thumb
Synonyms
ValueSource
BCPP(+)MeSH
4-CFOBPMeSH
4-(4-Chlorophenyl)-1-(4-(4-fluorophenyl)-4-oxobutyl)pyridiniumMeSH
HPP(+)MeSH
N-(4'-Fluorobutyrophenone)-4-(4-chlorophenyl)pyridinium perchlorateMeSH
N-(4'-Fluorobutyrophenone)-4-(4-chlorophenyl)pyridiniumMeSH
N-(4'-Fluorobutyrophenone)-4-(4-chlorophenyl)pyridinium chlorideMeSH
N-(4'-Fluorobutyrophenone)-4-(4-chlorophenyl)pyridinium iodideMeSH
Chemical FormulaC21H18ClFNO
Average Molecular Weight354.825
Monoisotopic Molecular Weight354.106095115
IUPAC Name(4-{1-[4-(4-fluorophenyl)-4-oxobutyl]-1,4-dihydropyridin-4-ylidene}cyclohexa-2,5-dien-1-ylidene)-λ³-chloranylium
Traditional Name(4-{1-[4-(4-fluorophenyl)-4-oxobutyl]pyridin-4-ylidene}cyclohexa-2,5-dien-1-ylidene)-λ³-chloranylium
CAS Registry NumberNot Available
SMILES
FC1=CC=C(C=C1)C(=O)CCCN1C=CC(C=C1)=C1C=CC(=[Cl+])C=C1
InChI Identifier
InChI=1S/C21H18ClFNO/c22-19-7-3-16(4-8-19)17-11-14-24(15-12-17)13-1-2-21(25)18-5-9-20(23)10-6-18/h3-12,14-15H,1-2,13H2/q+1
InChI KeyKAPIKUHBALFONG-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of chemical entities known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.
KingdomChemical entities
Super ClassOrganic compounds
ClassOrganic oxygen compounds
Sub ClassOrganooxygen compounds
Direct ParentAlkyl-phenylketones
Alternative Parents
Substituents
  • Alkyl-phenylketone
  • 4-phenylpyridine
  • Butyrophenone
  • Phenylbutylamine
  • Benzoyl
  • Aryl alkyl ketone
  • Chlorobenzene
  • Fluorobenzene
  • Halobenzene
  • Benzenoid
  • Pyridinium
  • Pyridine
  • Aryl halide
  • Monocyclic benzene moiety
  • Aryl chloride
  • Aryl fluoride
  • Heteroaromatic compound
  • Azacycle
  • Organoheterocyclic compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organohalogen compound
  • Organochloride
  • Organopnictogen compound
  • Organic nitrogen compound
  • Organofluoride
  • Organonitrogen compound
  • Organic cation
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
StatusExpected but not Quantified
Origin
  • Drug metabolite
Biofunction
  • Waste products
ApplicationNot Available
Cellular locations
  • Cytoplasm
  • Membrane (predicted from logP)
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0095 mg/mLALOGPS
logP3.87ALOGPS
logP3.9ChemAxon
logS-4.6ALOGPS
pKa (Strongest Acidic)16.28ChemAxon
pKa (Strongest Basic)5.93ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area20.31 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity105.69 m3·mol-1ChemAxon
Polarizability38.07 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
SpectraNot Available
Biological Properties
Cellular Locations
  • Cytoplasm
  • Membrane (predicted from logP)
Biofluid Locations
  • Blood
  • Urine
Tissue Location
  • Kidney
  • Liver
PathwaysNot Available
Normal Concentrations
BiofluidStatusValueAgeSexConditionReferenceDetails
BloodExpected but not Quantified Not AvailableNot AvailableNormal
    details
    UrineExpected but not Quantified Not AvailableNot AvailableNormal
      details
      Abnormal Concentrations
      Not Available
      Associated Disorders and Diseases
      Disease ReferencesNone
      Associated OMIM IDsNone
      DrugBank IDNot Available
      DrugBank Metabolite IDDBMET00333
      Phenol Explorer Compound IDNot Available
      Phenol Explorer Metabolite IDNot Available
      FoodDB IDNot Available
      KNApSAcK IDNot Available
      Chemspider IDNot Available
      KEGG Compound IDNot Available
      BioCyc IDNot Available
      BiGG IDNot Available
      Wikipedia LinkNot Available
      NuGOwiki LinkHMDB0061000
      METLIN IDNot Available
      PubChem Compound9975463
      PDB IDNot Available
      ChEBI IDNot Available
      References
      Synthesis ReferenceNot Available
      Material Safety Data Sheet (MSDS)Not Available
      General ReferencesNot Available