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Record Information
Version3.6
Creation Date2013-07-09 16:10:24 UTC
Update Date2017-08-15 23:27:27 UTC
HMDB IDHMDB0060974
Secondary Accession Numbers
  • HMDB60974
Metabolite Identification
Common Namecycloguanil
Descriptioncycloguanil is a metabolite of proguanil. Proguanil (chlorguanide, chloroguanide) is a prophylactic antimalarial drug. When taken it is converted to the active metabolite cycloguanil. Proguanil is effective against sporozoites. Proguanil hydrochloride is marketed as Paludrine by AstraZeneca. (Wikipedia)
Structure
Thumb
Synonyms
ValueSource
MalaroneChEMBL
CycloquanilMeSH
ChlorcycloguanilMeSH
1-(4-Chlorophenyl)-1,6-dihydro-6,6-dimethyl-1,2,5-triazine-2,4-diamineMeSH
Cycloguanil hydrochlorideMeSH
Chemical FormulaC11H14ClN5
Average Molecular Weight251.715
Monoisotopic Molecular Weight251.09377318
IUPAC Name1-(4-chlorophenyl)-6,6-dimethyl-1,3,5-triazinane-2,4-diimine
Traditional Namecycloguanil
CAS Registry NumberNot Available
SMILES
CC1(C)NC(=N)NC(=N)N1C1=CC=C(Cl)C=C1
InChI Identifier
InChI=1S/C11H14ClN5/c1-11(2)16-9(13)15-10(14)17(11)8-5-3-7(12)4-6-8/h3-6H,1-2H3,(H4,13,14,15,16)
InChI KeyQMNFFXRFOJIOKZ-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of chemical entities known as aminotriazines. These are organic compounds containing an amino group attached to a triazine ring.
KingdomChemical entities
Super ClassOrganic compounds
ClassOrganoheterocyclic compounds
Sub ClassTriazines
Direct ParentAminotriazines
Alternative Parents
Substituents
  • Aminotriazine
  • Chlorobenzene
  • Halobenzene
  • Aryl chloride
  • Aryl halide
  • Monocyclic benzene moiety
  • 1,3,5-triazine
  • Benzenoid
  • Guanidine
  • Azacycle
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Carboximidamide
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Organic nitrogen compound
  • Imine
  • Organohalogen compound
  • Organochloride
  • Organonitrogen compound
  • 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 Solubility0.073 mg/mLALOGPS
logP1.59ALOGPS
logP2.19ChemAxon
logS-3.5ALOGPS
pKa (Strongest Basic)9.24ChemAxon
Physiological Charge2ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area75 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity89.43 m3·mol-1ChemAxon
Polarizability25.45 Å3ChemAxon
Number of Rings2ChemAxon
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 IDDBMET00287
      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 LinkHMDB0060974
      METLIN IDNot Available
      PubChem Compound9049
      PDB IDNot Available
      ChEBI IDNot Available
      References
      Synthesis ReferenceNot Available
      Material Safety Data Sheet (MSDS)Not Available
      General ReferencesNot Available