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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 15:36:33 UTC
Update Date2021-09-26 23:10:53 UTC
HMDB IDHMDB0255767
Secondary Accession NumbersNone
Metabolite Identification
Common NameN-(1-Adamantyl)quinoxaline-2-carboxamide
DescriptionNPS 2390 belongs to the class of organic compounds known as quinoxalines. Quinoxalines are compounds containing a quinoxaline moiety, a bicyclic heterocycle made up of a benzene ring fused to a pyrazine ring. Based on a literature review a significant number of articles have been published on NPS 2390. This compound has been identified in human blood as reported by (PMID: 31557052 ). N-(1-adamantyl)quinoxaline-2-carboxamide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N-(1-Adamantyl)quinoxaline-2-carboxamide is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.
Structure
Thumb
Synonyms
ValueSource
2-Quinoxaline-carboxamide-N-adamantan-1-ylMeSH
Chemical FormulaC19H21N3O
Average Molecular Weight307.397
Monoisotopic Molecular Weight307.168462308
IUPAC NameN-(adamantan-1-yl)quinoxaline-2-carboxamide
Traditional NameN-(adamantan-1-yl)quinoxaline-2-carboxamide
CAS Registry NumberNot Available
SMILES
O=C(NC12CC3CC(CC(C3)C1)C2)C1=NC2=CC=CC=C2N=C1
InChI Identifier
InChI=1S/C19H21N3O/c23-18(17-11-20-15-3-1-2-4-16(15)21-17)22-19-8-12-5-13(9-19)7-14(6-12)10-19/h1-4,11-14H,5-10H2,(H,22,23)
InChI KeyZKFVOZCCAXQXBU-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as quinoxalines. Quinoxalines are compounds containing a quinoxaline moiety, a bicyclic heterocycle made up of a benzene ring fused to a pyrazine ring.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassDiazanaphthalenes
Sub ClassBenzodiazines
Direct ParentQuinoxalines
Alternative Parents
Substituents
  • Quinoxaline
  • Pyrazine carboxylic acid or derivatives
  • Pyrazinecarboxamide
  • 2-heteroaryl carboxamide
  • Benzenoid
  • Pyrazine
  • Heteroaromatic compound
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Carboxylic acid derivative
  • Azacycle
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organooxygen compound
  • Organonitrogen 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
logP3.24ALOGPS
logP2.85ChemAxon
logS-4.6ALOGPS
pKa (Strongest Acidic)14.39ChemAxon
pKa (Strongest Basic)0.28ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area54.88 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity86.67 m³·mol⁻¹ChemAxon
Polarizability34.27 ųChemAxon
Number of Rings5ChemAxon
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-2H]-204.08830932474
DeepCCS[M+Na]+179.33430932474
AllCCS[M+H]+173.932859911
AllCCS[M+H-H2O]+171.032859911
AllCCS[M+NH4]+176.632859911
AllCCS[M+Na]+177.432859911
AllCCS[M-H]-176.032859911
AllCCS[M+Na-2H]-175.532859911
AllCCS[M+HCOO]-175.132859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
N-(1-Adamantyl)quinoxaline-2-carboxamideO=C(NC12CC3CC(CC(C3)C1)C2)C1=NC2=CC=CC=C2N=C13342.0Standard polar33892256
N-(1-Adamantyl)quinoxaline-2-carboxamideO=C(NC12CC3CC(CC(C3)C1)C2)C1=NC2=CC=CC=C2N=C12776.8Standard non polar33892256
N-(1-Adamantyl)quinoxaline-2-carboxamideO=C(NC12CC3CC(CC(C3)C1)C2)C1=NC2=CC=CC=C2N=C12903.8Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
N-(1-Adamantyl)quinoxaline-2-carboxamide,1TMS,isomer #1C[Si](C)(C)N(C(=O)C1=CN=C2C=CC=CC2=N1)C12CC3CC(CC(C3)C1)C22881.8Semi standard non polar33892256
N-(1-Adamantyl)quinoxaline-2-carboxamide,1TMS,isomer #1C[Si](C)(C)N(C(=O)C1=CN=C2C=CC=CC2=N1)C12CC3CC(CC(C3)C1)C22774.3Standard non polar33892256
N-(1-Adamantyl)quinoxaline-2-carboxamide,1TMS,isomer #1C[Si](C)(C)N(C(=O)C1=CN=C2C=CC=CC2=N1)C12CC3CC(CC(C3)C1)C23588.8Standard polar33892256
N-(1-Adamantyl)quinoxaline-2-carboxamide,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(C(=O)C1=CN=C2C=CC=CC2=N1)C12CC3CC(CC(C3)C1)C23133.3Semi standard non polar33892256
N-(1-Adamantyl)quinoxaline-2-carboxamide,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(C(=O)C1=CN=C2C=CC=CC2=N1)C12CC3CC(CC(C3)C1)C22977.2Standard non polar33892256
N-(1-Adamantyl)quinoxaline-2-carboxamide,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(C(=O)C1=CN=C2C=CC=CC2=N1)C12CC3CC(CC(C3)C1)C23690.9Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - N-(1-Adamantyl)quinoxaline-2-carboxamide GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a5i-1900000000-94c90665efcc5e7e6c0f2021-09-23Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - N-(1-Adamantyl)quinoxaline-2-carboxamide GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal 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 ID5422844
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound7067728
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 References
  1. Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]