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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2013-07-09 16:10:10 UTC
Update Date2019-07-23 07:15:29 UTC
HMDB IDHMDB0060970
Secondary Accession Numbers
  • HMDB60970
Metabolite Identification
Common Namenorclobazam
Descriptionnorclobazam, also known as demethylclobazam, belongs to the class of organic compounds known as benzodiazepines. These are organic compounds containing a benzene ring fused to either isomers of diazepine(unsaturated seven-member heterocycle with two nitrogen atoms replacing two carbon atoms). norclobazam is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Data?1563866129
Synonyms
ValueSource
N-DesmethylclobazamHMDB
DemethylclobazamHMDB
Chemical FormulaC15H11ClN2O2
Average Molecular Weight286.713
Monoisotopic Molecular Weight286.050905313
IUPAC Name8-chloro-4-hydroxy-1-phenyl-2,3-dihydro-1H-1,5-benzodiazepin-2-one
Traditional Name8-chloro-4-hydroxy-1-phenyl-3H-1,5-benzodiazepin-2-one
CAS Registry Number22316-55-8
SMILES
OC1=NC2=C(C=C(Cl)C=C2)N(C2=CC=CC=C2)C(=O)C1
InChI Identifier
InChI=1S/C15H11ClN2O2/c16-10-6-7-12-13(8-10)18(11-4-2-1-3-5-11)15(20)9-14(19)17-12/h1-8H,9H2,(H,17,19)
InChI KeyRRTVVRIFVKKTJK-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzodiazepines. These are organic compounds containing a benzene ring fused to either isomers of diazepine(unsaturated seven-member heterocycle with two nitrogen atoms replacing two carbon atoms).
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzodiazepines
Sub ClassNot Available
Direct ParentBenzodiazepines
Alternative Parents
Substituents
  • Benzodiazepine
  • Para-diazepine
  • Aryl chloride
  • Aryl halide
  • Monocyclic benzene moiety
  • Benzenoid
  • 1,3-dicarbonyl compound
  • Tertiary carboxylic acid amide
  • Secondary carboxylic acid amide
  • Carboxamide group
  • Lactam
  • Azacycle
  • Carboxylic acid derivative
  • Organic nitrogen compound
  • Organohalogen compound
  • Organochloride
  • Organonitrogen compound
  • Organooxygen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.078 g/LALOGPS
logP1.95ALOGPS
logP3.42ChemAxon
logS-3.6ALOGPS
pKa (Strongest Acidic)5.15ChemAxon
pKa (Strongest Basic)0.043ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area52.9 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity77.94 m³·mol⁻¹ChemAxon
Polarizability28.19 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+162.72630932474
DeepCCS[M-H]-160.36830932474
DeepCCS[M-2H]-193.49730932474
DeepCCS[M+Na]+168.8230932474
AllCCS[M+H]+162.332859911
AllCCS[M+H-H2O]+158.832859911
AllCCS[M+NH4]+165.632859911
AllCCS[M+Na]+166.532859911
AllCCS[M-H]-161.332859911
AllCCS[M+Na-2H]-160.532859911
AllCCS[M+HCOO]-159.732859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
norclobazamOC1=NC2=C(C=C(Cl)C=C2)N(C2=CC=CC=C2)C(=O)C13847.2Standard polar33892256
norclobazamOC1=NC2=C(C=C(Cl)C=C2)N(C2=CC=CC=C2)C(=O)C12738.9Standard non polar33892256
norclobazamOC1=NC2=C(C=C(Cl)C=C2)N(C2=CC=CC=C2)C(=O)C12476.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
norclobazam,1TMS,isomer #1C[Si](C)(C)OC1=NC2=CC=C(Cl)C=C2N(C2=CC=CC=C2)C(=O)C12438.2Semi standard non polar33892256
norclobazam,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=NC2=CC=C(Cl)C=C2N(C2=CC=CC=C2)C(=O)C12614.0Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - norclobazam GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4l-1190000000-9a24557fa76e55aad36d2017-09-20Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - norclobazam GC-MS (1 TMS) - 70eV, Positivesplash10-00di-9227000000-f3d3d5d86326a63631c02017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - norclobazam GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - norclobazam 10V, Positive-QTOFsplash10-000i-0090000000-6b98366739669a1f252d2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - norclobazam 20V, Positive-QTOFsplash10-000i-1090000000-c9799d5bf17fdc53fd0c2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - norclobazam 40V, Positive-QTOFsplash10-0udl-9480000000-61f5fc03781db67942ff2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - norclobazam 10V, Negative-QTOFsplash10-000i-0090000000-13fef1b1228f9606e5092016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - norclobazam 20V, Negative-QTOFsplash10-000i-0090000000-db0562d32d45b2f365182016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - norclobazam 40V, Negative-QTOFsplash10-000x-9510000000-46777da1b89160217ee12016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - norclobazam 10V, Negative-QTOFsplash10-000i-0090000000-ba99e644d5930e82ef062021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - norclobazam 20V, Negative-QTOFsplash10-000i-0090000000-ba99e644d5930e82ef062021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - norclobazam 40V, Negative-QTOFsplash10-014u-0090000000-7b521dc2c599c9108a0d2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - norclobazam 10V, Positive-QTOFsplash10-000i-0090000000-741114b1038b061132fd2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - norclobazam 20V, Positive-QTOFsplash10-000i-0090000000-b3fc6c7cae9994a1e1c12021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - norclobazam 40V, Positive-QTOFsplash10-014l-1290000000-42be6f70ad919c63fdff2021-09-24Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Membrane (predicted from logP)
Biospecimen Locations
  • Blood
  • Urine
Tissue Locations
  • Kidney
  • Liver
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableNormal
      Not Available
details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableNormal
      Not Available
details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound89657
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available