Showing metabocard for Zolpidem (BMDB0005023)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 23:14:44 UTC
Update Date2020-05-11 20:24:32 UTC
BMDB IDBMDB0005023
Secondary Accession Numbers
  • BMDB05023
Metabolite Identification
Common NameZolpidem
DescriptionZolpidem, also known as ambien or sanval, belongs to the class of organic compounds known as phenylimidazoles. These are polycyclic aromatic compounds containing a benzene ring linked to an imidazole ring through a CC or CN bond. Zolpidem is a very strong basic compound (based on its pKa). Zolpidem is a potentially toxic compound.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
N,N,6-Trimethyl-2-(4-methylphenyl)imidazo(1,2-a)pyridine-3-acetamideChEBI
ZolpidemumChEBI
SanvalKegg
AmbienHMDB
HypnogenHMDB
MysleeHMDB
StilnoctHMDB
StilnoxHMDB
Zolpidem ambienHMDB
Zolpidem tartrateHMDB
BikalmHMDB
Zolpidem 1a pharmaHMDB
N,N,6-Trimethyl-2-(4-methylphenyl)imidazo(1,2a)pyridine-3-acetamide hemitartrateHMDB
Zolpidem abzHMDB
AmsicHMDB
DalparanHMDB
ZolpinoxHMDB
ZodormduraHMDB
ZoldemHMDB
ZolirinHMDB
Zolpi-lichHMDB
ZolpimistHMDB
Zolpidem hemitartrateHMDB
Zolpi lichHMDB
Chemical FormulaC19H21N3O
Average Molecular Weight307.3895
Monoisotopic Molecular Weight307.168462309
IUPAC NameN,N-dimethyl-2-[6-methyl-2-(4-methylphenyl)imidazo[1,2-a]pyridin-3-yl]acetamide
Traditional Namezolpidem
CAS Registry Number82626-48-0
SMILES
CN(C)C(=O)CC1=C(N=C2C=CC(C)=CN12)C1=CC=C(C)C=C1
InChI Identifier
InChI=1S/C19H21N3O/c1-13-5-8-15(9-6-13)19-16(11-18(23)21(3)4)22-12-14(2)7-10-17(22)20-19/h5-10,12H,11H2,1-4H3
InChI KeyZAFYATHCZYHLPB-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as phenylimidazoles. These are polycyclic aromatic compounds containing a benzene ring linked to an imidazole ring through a CC or CN bond.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassAzoles
Sub ClassImidazoles
Direct ParentPhenylimidazoles
Alternative Parents
Substituents
  • 5-phenylimidazole
  • 4-phenylimidazole
  • Imidazopyridine
  • Imidazo[1,2-a]pyridine
  • Toluene
  • Methylpyridine
  • Monocyclic benzene moiety
  • N-substituted imidazole
  • Pyridine
  • Benzenoid
  • Tertiary carboxylic acid amide
  • Heteroaromatic compound
  • Carboxamide group
  • Carboxylic acid derivative
  • Azacycle
  • Organic oxide
  • Carbonyl group
  • Organopnictogen compound
  • Organic oxygen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Exogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cell membrane
  • Membrane
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point196 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP3.15ALOGPS
logP3.02ChemAxon
logS-4ALOGPS
pKa (Strongest Basic)5.65ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area37.61 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity93.58 m³·mol⁻¹ChemAxon
Polarizability35.06 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular Locations
  • Cell membrane
  • Membrane
Biospecimen Locations
  • Liver
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
LiverExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
Abnormal Concentrations
Not Available
HMDB IDHMDB0005023
DrugBank IDDB00425
Phenol Explorer Compound IDNot Available
FooDB IDFDB023594
KNApSAcK IDNot Available
Chemspider ID5530
KEGG Compound IDC07219
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkZolpidem
METLIN ID3071
PubChem Compound5732
PDB IDNot Available
ChEBI ID10125
References
Synthesis ReferenceKaplan, Jean Pierre; George, Pascal. Imidazo[1,2-a]pyridine derivatives and their therapeutic use. Eur. Pat. Appl. (1982), 19 pp. CODEN: EPXXDW EP 50563 A1 19820428 CAN 97:92280 AN 1982:492280
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available