Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-13 11:44:22 UTC
Update Date2022-03-07 02:57:13 UTC
HMDB IDHMDB0041858
Secondary Accession Numbers
  • HMDB41858
Metabolite Identification
Common NameClobenzorex
DescriptionChemically, clobenzorex is an N-substituted amphetamine analog that is converted to d-amphetamine soon after ingestion. In commercial production, clobenzorex is supplied in 30 mg doses as the hydrochloride salt in green-tinted capsules. The drug gained use as a prescription anorectic in the 1970s; however, adverse reactions were eventually observed, which led to the prohibition of clobenzorex in the United States and certain other countries. Clobenzorex (Asenlix, Dinintel, Finedal, Rexigen) is a stimulant drug of the phenethylamine and amphetamine chemical classes used as an appetite suppressant. The drug is legally distributed in Mexico under the trade name Asenlix by Aventis.
Structure
Data?1563863709
Synonyms
ValueSource
(+)-N-(O-Chlorobenzyl)-alpha-methylphenethylamineHMDB
AsenlixHMDB
Benzenemethanamine, 2'-chloro, N-(1-methyl-2-phenylethyl)HMDB
DinintelHMDB
FinedalHMDB
Clobenzorex hydrochlorideHMDB
Clobenzorex, (+-)-isomerHMDB
Chemical FormulaC16H18ClN
Average Molecular Weight259.774
Monoisotopic Molecular Weight259.112777288
IUPAC Name[(2-chlorophenyl)methyl](1-phenylpropan-2-yl)amine
Traditional Name(+-)-clobenzorex
CAS Registry Number13364-32-4
SMILES
CC(CC1=CC=CC=C1)NCC1=CC=CC=C1Cl
InChI Identifier
InChI=1S/C16H18ClN/c1-13(11-14-7-3-2-4-8-14)18-12-15-9-5-6-10-16(15)17/h2-10,13,18H,11-12H2,1H3
InChI KeyLRXXRIXDSAEIOR-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as amphetamines and derivatives. These are organic compounds containing or derived from 1-phenylpropan-2-amine.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassPhenethylamines
Direct ParentAmphetamines and derivatives
Alternative Parents
Substituents
  • Amphetamine or derivatives
  • Phenylpropane
  • Benzylamine
  • Phenylmethylamine
  • Chlorobenzene
  • Aralkylamine
  • Halobenzene
  • Aryl chloride
  • Aryl halide
  • Secondary amine
  • Secondary aliphatic amine
  • Organohalogen compound
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Organic nitrogen compound
  • Amine
  • Organochloride
  • Organonitrogen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point133 °CNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.001 g/LALOGPS
logP4.27ALOGPS
logP4.57ChemAxon
logS-5.4ALOGPS
pKa (Strongest Basic)9.17ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area12.03 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity77.9 m³·mol⁻¹ChemAxon
Polarizability28.68 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+154.71130932474
DeepCCS[M-H]-152.35330932474
DeepCCS[M-2H]-185.58230932474
DeepCCS[M+Na]+160.80430932474
AllCCS[M+H]+160.532859911
AllCCS[M+H-H2O]+156.732859911
AllCCS[M+NH4]+164.132859911
AllCCS[M+Na]+165.132859911
AllCCS[M-H]-163.732859911
AllCCS[M+Na-2H]-163.632859911
AllCCS[M+HCOO]-163.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
ClobenzorexCC(CC1=CC=CC=C1)NCC1=CC=CC=C1Cl2744.8Standard polar33892256
ClobenzorexCC(CC1=CC=CC=C1)NCC1=CC=CC=C1Cl1983.5Standard non polar33892256
ClobenzorexCC(CC1=CC=CC=C1)NCC1=CC=CC=C1Cl1951.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Clobenzorex,1TMS,isomer #1CC(CC1=CC=CC=C1)N(CC1=CC=CC=C1Cl)[Si](C)(C)C2042.0Semi standard non polar33892256
Clobenzorex,1TMS,isomer #1CC(CC1=CC=CC=C1)N(CC1=CC=CC=C1Cl)[Si](C)(C)C2255.9Standard non polar33892256
Clobenzorex,1TBDMS,isomer #1CC(CC1=CC=CC=C1)N(CC1=CC=CC=C1Cl)[Si](C)(C)C(C)(C)C2276.2Semi standard non polar33892256
Clobenzorex,1TBDMS,isomer #1CC(CC1=CC=CC=C1)N(CC1=CC=CC=C1Cl)[Si](C)(C)C(C)(C)C2452.5Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Clobenzorex GC-MS (Non-derivatized) - 70eV, Positivesplash10-00ou-2910000000-2ce5259d834683f743ab2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Clobenzorex GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Clobenzorex 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 - Clobenzorex 10V, Positive-QTOFsplash10-03fr-0690000000-27479dd865efcbfcebb02017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Clobenzorex 20V, Positive-QTOFsplash10-004i-0910000000-8497762b42c89e3e13e32017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Clobenzorex 40V, Positive-QTOFsplash10-004i-6900000000-dbf46aac4ce7c9672c822017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Clobenzorex 10V, Negative-QTOFsplash10-0a4i-0090000000-929786dc24fddb2bed662017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Clobenzorex 20V, Negative-QTOFsplash10-0a4i-0390000000-896ee55895a9b4a9fcb32017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Clobenzorex 40V, Negative-QTOFsplash10-01ox-1900000000-7824e09d0a34e1bda43f2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Clobenzorex 10V, Negative-QTOFsplash10-0a4i-4090000000-505a2b4e1ce254fba7c52021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Clobenzorex 20V, Negative-QTOFsplash10-001i-9030000000-a1609b1ee7b87789622f2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Clobenzorex 40V, Negative-QTOFsplash10-001i-9000000000-c2fa753da65a4bac80a12021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Clobenzorex 10V, Positive-QTOFsplash10-03di-0190000000-0680a3eef7b2b956063d2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Clobenzorex 20V, Positive-QTOFsplash10-01tc-5970000000-e8543c6ad5d13fedb1322021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Clobenzorex 40V, Positive-QTOFsplash10-002f-9800000000-1083a362eda2025bf3ed2021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane (predicted from logP)
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
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 ID64732
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkClobenzorex
METLIN IDNot Available
PubChem Compound71675
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