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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 00:15:07 UTC
Update Date2021-09-26 22:56:48 UTC
HMDB IDHMDB0247242
Secondary Accession NumbersNone
Metabolite Identification
Common Name4-Amino-7-chloroquinoline
Description7-chloroquinolin-4-amine belongs to the class of organic compounds known as 4-aminoquinolines. These are organic compounds containing an amino group attached to the 4-position of a quinoline ring system. Based on a literature review a significant number of articles have been published on 7-chloroquinolin-4-amine. This compound has been identified in human blood as reported by (PMID: 31557052 ). 4-amino-7-chloroquinoline is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 4-Amino-7-chloroquinoline 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
7-Chloro-4-aminoquinolineMeSH
Chemical FormulaC9H7ClN2
Average Molecular Weight178.62
Monoisotopic Molecular Weight178.0297759
IUPAC Name7-chloroquinolin-4-amine
Traditional Name7-chloroquinolin-4-amine
CAS Registry NumberNot Available
SMILES
NC1=C2C=CC(Cl)=CC2=NC=C1
InChI Identifier
InChI=1S/C9H7ClN2/c10-6-1-2-7-8(11)3-4-12-9(7)5-6/h1-5H,(H2,11,12)
InChI KeyNDRZSRWMMUGOBP-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 4-aminoquinolines. These are organic compounds containing an amino group attached to the 4-position of a quinoline ring system.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassQuinolines and derivatives
Sub ClassAminoquinolines and derivatives
Direct Parent4-aminoquinolines
Alternative Parents
Substituents
  • Chloroquinoline
  • 4-aminoquinoline
  • Haloquinoline
  • Aminopyridine
  • Aryl chloride
  • Aryl halide
  • Pyridine
  • Benzenoid
  • Heteroaromatic compound
  • Azacycle
  • Amine
  • Primary amine
  • Organonitrogen compound
  • Organochloride
  • Organohalogen compound
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • 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
logP2.24ALOGPS
logP1.91ChemAxon
logS-2.5ALOGPS
pKa (Strongest Basic)7.42ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area38.91 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity49.48 m³·mol⁻¹ChemAxon
Polarizability17.67 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+136.21530932474
DeepCCS[M-H]-133.38630932474
DeepCCS[M-2H]-169.59130932474
DeepCCS[M+Na]+145.02530932474
AllCCS[M+H]+140.032859911
AllCCS[M+H-H2O]+135.732859911
AllCCS[M+NH4]+143.932859911
AllCCS[M+Na]+145.032859911
AllCCS[M-H]-133.032859911
AllCCS[M+Na-2H]-133.832859911
AllCCS[M+HCOO]-134.732859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
4-Amino-7-chloroquinolineNC1=C2C=CC(Cl)=CC2=NC=C12680.1Standard polar33892256
4-Amino-7-chloroquinolineNC1=C2C=CC(Cl)=CC2=NC=C11859.1Standard non polar33892256
4-Amino-7-chloroquinolineNC1=C2C=CC(Cl)=CC2=NC=C11913.1Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
4-Amino-7-chloroquinoline,1TMS,isomer #1C[Si](C)(C)NC1=CC=NC2=CC(Cl)=CC=C121944.8Semi standard non polar33892256
4-Amino-7-chloroquinoline,1TMS,isomer #1C[Si](C)(C)NC1=CC=NC2=CC(Cl)=CC=C121836.7Standard non polar33892256
4-Amino-7-chloroquinoline,1TMS,isomer #1C[Si](C)(C)NC1=CC=NC2=CC(Cl)=CC=C122383.0Standard polar33892256
4-Amino-7-chloroquinoline,2TMS,isomer #1C[Si](C)(C)N(C1=CC=NC2=CC(Cl)=CC=C12)[Si](C)(C)C1933.2Semi standard non polar33892256
4-Amino-7-chloroquinoline,2TMS,isomer #1C[Si](C)(C)N(C1=CC=NC2=CC(Cl)=CC=C12)[Si](C)(C)C1983.8Standard non polar33892256
4-Amino-7-chloroquinoline,2TMS,isomer #1C[Si](C)(C)N(C1=CC=NC2=CC(Cl)=CC=C12)[Si](C)(C)C2244.0Standard polar33892256
4-Amino-7-chloroquinoline,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC1=CC=NC2=CC(Cl)=CC=C122149.1Semi standard non polar33892256
4-Amino-7-chloroquinoline,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC1=CC=NC2=CC(Cl)=CC=C122046.4Standard non polar33892256
4-Amino-7-chloroquinoline,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC1=CC=NC2=CC(Cl)=CC=C122497.4Standard polar33892256
4-Amino-7-chloroquinoline,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(C1=CC=NC2=CC(Cl)=CC=C12)[Si](C)(C)C(C)(C)C2377.2Semi standard non polar33892256
4-Amino-7-chloroquinoline,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(C1=CC=NC2=CC(Cl)=CC=C12)[Si](C)(C)C(C)(C)C2392.5Standard non polar33892256
4-Amino-7-chloroquinoline,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(C1=CC=NC2=CC(Cl)=CC=C12)[Si](C)(C)C(C)(C)C2400.5Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 4-Amino-7-chloroquinoline GC-MS (Non-derivatized) - 70eV, Positivesplash10-004i-0900000000-8e49a2fa9638d485aa962021-09-23Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4-Amino-7-chloroquinoline 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 - 4-Amino-7-chloroquinoline 10V, Positive-QTOFsplash10-004i-0900000000-e4786754bfb89ef162862021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Amino-7-chloroquinoline 20V, Positive-QTOFsplash10-0fb9-0900000000-2a80184aac2ad23a4f1d2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Amino-7-chloroquinoline 40V, Positive-QTOFsplash10-0ik9-0900000000-6963a064d5cc7fc7986b2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Amino-7-chloroquinoline 10V, Negative-QTOFsplash10-004i-0900000000-743a71705b0f0c2dcb7f2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Amino-7-chloroquinoline 20V, Negative-QTOFsplash10-0fb9-0900000000-47f933a644be92ec1dcb2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Amino-7-chloroquinoline 40V, Negative-QTOFsplash10-004i-1900000000-63a8f09f3b6faf75ef272021-10-12Wishart 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 ID85459
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
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 ]