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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 17:43:31 UTC
Update Date2021-09-26 23:13:12 UTC
HMDB IDHMDB0257064
Secondary Accession NumbersNone
Metabolite Identification
Common NameQuizartinib
DescriptionQuizartinib, also known as ac 010220 or AC220, 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. Based on a literature review a significant number of articles have been published on Quizartinib. This compound has been identified in human blood as reported by (PMID: 31557052 ). Quizartinib is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Quizartinib 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
AC 010220ChEBI
AC 220ChEBI
AC010220ChEBI
AC220ChEBI
N-(5-(1,1-Dimethylethyl)isoxazol-3-yl)-n'-(4-(7-(2-(morpholin-4-yl)ethoxy)imidazo(2,1-b)benzothiazol-2-yl)phenyl)ureaChEBI
QuizartinibumChEBI
AC220 compoundMeSH
Chemical FormulaC29H32N6O4S
Average Molecular Weight560.67
Monoisotopic Molecular Weight560.220574708
IUPAC Name3-(5-tert-butyl-1,2-oxazol-3-yl)-1-(4-{10-[2-(morpholin-4-yl)ethoxy]-7-thia-2,5-diazatricyclo[6.4.0.0²,⁶]dodeca-1(8),3,5,9,11-pentaen-4-yl}phenyl)urea
Traditional Namequizartinib
CAS Registry NumberNot Available
SMILES
CC(C)(C)C1=CC(NC(=O)NC2=CC=C(C=C2)C2=CN3C(SC4=C3C=CC(OCCN3CCOCC3)=C4)=N2)=NO1
InChI Identifier
InChI=1S/C29H32N6O4S/c1-29(2,3)25-17-26(33-39-25)32-27(36)30-20-6-4-19(5-7-20)22-18-35-23-9-8-21(16-24(23)40-28(35)31-22)38-15-12-34-10-13-37-14-11-34/h4-9,16-18H,10-15H2,1-3H3,(H2,30,32,33,36)
InChI KeyCVWXJKQAOSCOAB-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
  • N-phenylurea
  • 1,3-benzothiazole
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Morpholine
  • N-substituted imidazole
  • Oxazinane
  • Imidolactam
  • Benzenoid
  • Isoxazole
  • Heteroaromatic compound
  • Thiazole
  • Urea
  • Tertiary aliphatic amine
  • Tertiary amine
  • Carbonic acid derivative
  • Azacycle
  • Oxacycle
  • Dialkyl ether
  • Ether
  • Organooxygen compound
  • Organic oxide
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Amine
  • Carbonyl group
  • Organopnictogen compound
  • Organic oxygen compound
  • Organonitrogen 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
logP5.13ALOGPS
logP5.16ChemAxon
logS-4ALOGPS
pKa (Strongest Acidic)10.43ChemAxon
pKa (Strongest Basic)6.62ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area106.16 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity168.24 m³·mol⁻¹ChemAxon
Polarizability61.51 ųChemAxon
Number of Rings6ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+228.26330932474
DeepCCS[M-H]-225.86830932474
DeepCCS[M-2H]-258.75230932474
DeepCCS[M+Na]+234.17630932474
AllCCS[M+H]+232.432859911
AllCCS[M+H-H2O]+231.232859911
AllCCS[M+NH4]+233.532859911
AllCCS[M+Na]+233.832859911
AllCCS[M-H]-210.932859911
AllCCS[M+Na-2H]-211.932859911
AllCCS[M+HCOO]-213.132859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
QuizartinibCC(C)(C)C1=CC(NC(=O)NC2=CC=C(C=C2)C2=CN3C(SC4=C3C=CC(OCCN3CCOCC3)=C4)=N2)=NO15424.8Standard polar33892256
QuizartinibCC(C)(C)C1=CC(NC(=O)NC2=CC=C(C=C2)C2=CN3C(SC4=C3C=CC(OCCN3CCOCC3)=C4)=N2)=NO14592.5Standard non polar33892256
QuizartinibCC(C)(C)C1=CC(NC(=O)NC2=CC=C(C=C2)C2=CN3C(SC4=C3C=CC(OCCN3CCOCC3)=C4)=N2)=NO15574.1Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Quizartinib,1TMS,isomer #1CC(C)(C)C1=CC(N(C(=O)NC2=CC=C(C3=CN4C(=N3)SC3=CC(OCCN5CCOCC5)=CC=C34)C=C2)[Si](C)(C)C)=NO15110.7Semi standard non polar33892256
Quizartinib,1TMS,isomer #1CC(C)(C)C1=CC(N(C(=O)NC2=CC=C(C3=CN4C(=N3)SC3=CC(OCCN5CCOCC5)=CC=C34)C=C2)[Si](C)(C)C)=NO14864.3Standard non polar33892256
Quizartinib,1TMS,isomer #1CC(C)(C)C1=CC(N(C(=O)NC2=CC=C(C3=CN4C(=N3)SC3=CC(OCCN5CCOCC5)=CC=C34)C=C2)[Si](C)(C)C)=NO16564.8Standard polar33892256
Quizartinib,1TMS,isomer #2CC(C)(C)C1=CC(NC(=O)N(C2=CC=C(C3=CN4C(=N3)SC3=CC(OCCN5CCOCC5)=CC=C34)C=C2)[Si](C)(C)C)=NO15098.7Semi standard non polar33892256
Quizartinib,1TMS,isomer #2CC(C)(C)C1=CC(NC(=O)N(C2=CC=C(C3=CN4C(=N3)SC3=CC(OCCN5CCOCC5)=CC=C34)C=C2)[Si](C)(C)C)=NO14830.8Standard non polar33892256
Quizartinib,1TMS,isomer #2CC(C)(C)C1=CC(NC(=O)N(C2=CC=C(C3=CN4C(=N3)SC3=CC(OCCN5CCOCC5)=CC=C34)C=C2)[Si](C)(C)C)=NO16630.2Standard polar33892256
Quizartinib,2TMS,isomer #1CC(C)(C)C1=CC(N(C(=O)N(C2=CC=C(C3=CN4C(=N3)SC3=CC(OCCN5CCOCC5)=CC=C34)C=C2)[Si](C)(C)C)[Si](C)(C)C)=NO14886.4Semi standard non polar33892256
Quizartinib,2TMS,isomer #1CC(C)(C)C1=CC(N(C(=O)N(C2=CC=C(C3=CN4C(=N3)SC3=CC(OCCN5CCOCC5)=CC=C34)C=C2)[Si](C)(C)C)[Si](C)(C)C)=NO14737.3Standard non polar33892256
Quizartinib,2TMS,isomer #1CC(C)(C)C1=CC(N(C(=O)N(C2=CC=C(C3=CN4C(=N3)SC3=CC(OCCN5CCOCC5)=CC=C34)C=C2)[Si](C)(C)C)[Si](C)(C)C)=NO15988.6Standard polar33892256
Quizartinib,1TBDMS,isomer #1CC(C)(C)C1=CC(N(C(=O)NC2=CC=C(C3=CN4C(=N3)SC3=CC(OCCN5CCOCC5)=CC=C34)C=C2)[Si](C)(C)C(C)(C)C)=NO15291.5Semi standard non polar33892256
Quizartinib,1TBDMS,isomer #1CC(C)(C)C1=CC(N(C(=O)NC2=CC=C(C3=CN4C(=N3)SC3=CC(OCCN5CCOCC5)=CC=C34)C=C2)[Si](C)(C)C(C)(C)C)=NO15069.4Standard non polar33892256
Quizartinib,1TBDMS,isomer #1CC(C)(C)C1=CC(N(C(=O)NC2=CC=C(C3=CN4C(=N3)SC3=CC(OCCN5CCOCC5)=CC=C34)C=C2)[Si](C)(C)C(C)(C)C)=NO16455.9Standard polar33892256
Quizartinib,1TBDMS,isomer #2CC(C)(C)C1=CC(NC(=O)N(C2=CC=C(C3=CN4C(=N3)SC3=CC(OCCN5CCOCC5)=CC=C34)C=C2)[Si](C)(C)C(C)(C)C)=NO15278.6Semi standard non polar33892256
Quizartinib,1TBDMS,isomer #2CC(C)(C)C1=CC(NC(=O)N(C2=CC=C(C3=CN4C(=N3)SC3=CC(OCCN5CCOCC5)=CC=C34)C=C2)[Si](C)(C)C(C)(C)C)=NO15040.0Standard non polar33892256
Quizartinib,1TBDMS,isomer #2CC(C)(C)C1=CC(NC(=O)N(C2=CC=C(C3=CN4C(=N3)SC3=CC(OCCN5CCOCC5)=CC=C34)C=C2)[Si](C)(C)C(C)(C)C)=NO16547.8Standard polar33892256
Quizartinib,2TBDMS,isomer #1CC(C)(C)C1=CC(N(C(=O)N(C2=CC=C(C3=CN4C(=N3)SC3=CC(OCCN5CCOCC5)=CC=C34)C=C2)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NO15281.0Semi standard non polar33892256
Quizartinib,2TBDMS,isomer #1CC(C)(C)C1=CC(N(C(=O)N(C2=CC=C(C3=CN4C(=N3)SC3=CC(OCCN5CCOCC5)=CC=C34)C=C2)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NO15136.0Standard non polar33892256
Quizartinib,2TBDMS,isomer #1CC(C)(C)C1=CC(N(C(=O)N(C2=CC=C(C3=CN4C(=N3)SC3=CC(OCCN5CCOCC5)=CC=C34)C=C2)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NO15913.3Standard polar33892256
Spectra

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Quizartinib 10V, Positive-QTOFsplash10-01ox-0901040000-8d748905ce3d5be457ca2017-07-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Quizartinib 20V, Positive-QTOFsplash10-0006-0900000000-4cfcf7a920022a8d2f8b2017-07-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Quizartinib 40V, Positive-QTOFsplash10-052f-4900000000-81bbdd7b00cada3af52c2017-07-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Quizartinib 10V, Negative-QTOFsplash10-052r-1902230000-db7e105410ea07d1d60f2017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Quizartinib 20V, Negative-QTOFsplash10-000l-3914220000-ff09405efdbec25b5e282017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Quizartinib 40V, Negative-QTOFsplash10-0019-9833000000-5131b69bd725d52cb2232017-07-26Wishart 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 IDDB12874
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID24640357
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkQuizartinib
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID90217
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 ]