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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 00:32:54 UTC
Update Date2021-09-26 22:57:18 UTC
HMDB IDHMDB0247543
Secondary Accession NumbersNone
Metabolite Identification
Common NameInfigratinib
DescriptionInfigratinib, also known as BGJ398, belongs to the class of organic compounds known as phenylpiperazines. Phenylpiperazines are compounds containing a phenylpiperazine skeleton, which consists of a piperazine bound to a phenyl group. Based on a literature review very few articles have been published on Infigratinib. This compound has been identified in human blood as reported by (PMID: 31557052 ). Infigratinib is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Infigratinib 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
BGJ398ChEBI
NVP-BGJ398ChEBI
3-(2,6-Dichloro-3,5-dimethoxyphenyl)-1-(6-(4-(4-ethylpiperazin-1-yl)-phenylamino)pyrimidin-4-yl)-1-methylureaHMDB
Chemical FormulaC26H31Cl2N7O3
Average Molecular Weight560.475
Monoisotopic Molecular Weight559.186543307
IUPAC NameN'-(2,6-dichloro-3,5-dimethoxyphenyl)-N-(6-{[4-(4-ethylpiperazin-1-yl)phenyl]amino}pyrimidin-4-yl)-N-methylcarbamimidic acid
Traditional NameN'-(2,6-dichloro-3,5-dimethoxyphenyl)-N-(6-{[4-(4-ethylpiperazin-1-yl)phenyl]amino}pyrimidin-4-yl)-N-methylcarbamimidic acid
CAS Registry NumberNot Available
SMILES
CCN1CCN(CC1)C1=CC=C(NC2=CC(=NC=N2)N(C)C(O)=NC2=C(Cl)C(OC)=CC(OC)=C2Cl)C=C1
InChI Identifier
InChI=1S/C26H31Cl2N7O3/c1-5-34-10-12-35(13-11-34)18-8-6-17(7-9-18)31-21-15-22(30-16-29-21)33(2)26(36)32-25-23(27)19(37-3)14-20(38-4)24(25)28/h6-9,14-16H,5,10-13H2,1-4H3,(H,32,36)(H,29,30,31)
InChI KeyQADPYRIHXKWUSV-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenylpiperazines. Phenylpiperazines are compounds containing a phenylpiperazine skeleton, which consists of a piperazine bound to a phenyl group.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassDiazinanes
Sub ClassPiperazines
Direct ParentPhenylpiperazines
Alternative Parents
Substituents
  • N-arylpiperazine
  • Phenylpiperazine
  • Dimethoxybenzene
  • M-dimethoxybenzene
  • N-phenylurea
  • Methoxyaniline
  • 1,3-dichlorobenzene
  • Phenol ether
  • Methoxybenzene
  • Tertiary aliphatic/aromatic amine
  • Aniline or substituted anilines
  • Dialkylarylamine
  • Phenoxy compound
  • Anisole
  • Halobenzene
  • N-alkylpiperazine
  • Chlorobenzene
  • Alkyl aryl ether
  • Aminopyrimidine
  • Aryl chloride
  • Aryl halide
  • Monocyclic benzene moiety
  • Imidolactam
  • Pyrimidine
  • Benzenoid
  • Heteroaromatic compound
  • Carbonic acid derivative
  • Urea
  • Tertiary amine
  • Tertiary aliphatic amine
  • Azacycle
  • Secondary amine
  • Ether
  • Organic oxygen compound
  • Organooxygen compound
  • Amine
  • Carbonyl group
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organonitrogen compound
  • Organochloride
  • Organohalogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
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
logP4.9ALOGPS
logP4.56ChemAxon
logS-4.5ALOGPS
pKa (Strongest Acidic)7.2ChemAxon
pKa (Strongest Basic)8.28ChemAxon
Physiological Charge2ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area98.58 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity154.58 m³·mol⁻¹ChemAxon
Polarizability58.63 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
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]+210.9330932474
DeepCCS[M-H]-208.53430932474
DeepCCS[M-2H]-241.41730932474
DeepCCS[M+Na]+216.84230932474
AllCCS[M+H]+229.032859911
AllCCS[M+H-H2O]+227.632859911
AllCCS[M+NH4]+230.232859911
AllCCS[M+Na]+230.632859911
AllCCS[M-H]-211.232859911
AllCCS[M+Na-2H]-211.932859911
AllCCS[M+HCOO]-212.832859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
InfigratinibCCN1CCN(CC1)C1=CC=C(NC2=CC(=NC=N2)N(C)C(O)=NC2=C(Cl)C(OC)=CC(OC)=C2Cl)C=C15664.7Standard polar33892256
InfigratinibCCN1CCN(CC1)C1=CC=C(NC2=CC(=NC=N2)N(C)C(O)=NC2=C(Cl)C(OC)=CC(OC)=C2Cl)C=C14283.2Standard non polar33892256
InfigratinibCCN1CCN(CC1)C1=CC=C(NC2=CC(=NC=N2)N(C)C(O)=NC2=C(Cl)C(OC)=CC(OC)=C2Cl)C=C15075.4Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Infigratinib,2TMS,isomer #1CCN1CCN(C2=CC=C(N(C3=CC(N(C)C(=NC4=C(Cl)C(OC)=CC(OC)=C4Cl)O[Si](C)(C)C)=NC=N3)[Si](C)(C)C)C=C2)CC14555.2Semi standard non polar33892256
Infigratinib,2TMS,isomer #1CCN1CCN(C2=CC=C(N(C3=CC(N(C)C(=NC4=C(Cl)C(OC)=CC(OC)=C4Cl)O[Si](C)(C)C)=NC=N3)[Si](C)(C)C)C=C2)CC13855.9Standard non polar33892256
Infigratinib,2TMS,isomer #1CCN1CCN(C2=CC=C(N(C3=CC(N(C)C(=NC4=C(Cl)C(OC)=CC(OC)=C4Cl)O[Si](C)(C)C)=NC=N3)[Si](C)(C)C)C=C2)CC15808.8Standard polar33892256
Infigratinib,2TBDMS,isomer #1CCN1CCN(C2=CC=C(N(C3=CC(N(C)C(=NC4=C(Cl)C(OC)=CC(OC)=C4Cl)O[Si](C)(C)C(C)(C)C)=NC=N3)[Si](C)(C)C(C)(C)C)C=C2)CC14929.9Semi standard non polar33892256
Infigratinib,2TBDMS,isomer #1CCN1CCN(C2=CC=C(N(C3=CC(N(C)C(=NC4=C(Cl)C(OC)=CC(OC)=C4Cl)O[Si](C)(C)C(C)(C)C)=NC=N3)[Si](C)(C)C(C)(C)C)C=C2)CC14135.1Standard non polar33892256
Infigratinib,2TBDMS,isomer #1CCN1CCN(C2=CC=C(N(C3=CC(N(C)C(=NC4=C(Cl)C(OC)=CC(OC)=C4Cl)O[Si](C)(C)C(C)(C)C)=NC=N3)[Si](C)(C)C(C)(C)C)C=C2)CC15753.2Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Infigratinib GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Infigratinib GC-MS (TMS_1_2) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Infigratinib GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Infigratinib GC-MS (TBDMS_1_2) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Infigratinib 10V, Positive-QTOFsplash10-03di-0029040000-353a0b4a1ec23d0108432017-07-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Infigratinib 20V, Positive-QTOFsplash10-03di-1289000000-03f105c4b64e59fae28b2017-07-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Infigratinib 40V, Positive-QTOFsplash10-0081-3690000000-1370d0501adbde4fe3b22017-07-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Infigratinib 10V, Negative-QTOFsplash10-08fr-0039080000-55c013ef70a8784991952017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Infigratinib 20V, Negative-QTOFsplash10-0ck9-0074090000-4804d38f48e7a044afb42017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Infigratinib 40V, Negative-QTOFsplash10-014j-2290020000-75771a9f9a899480167f2017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Infigratinib 10V, Positive-QTOFsplash10-03di-0001090000-7bc68c09d2a83d2b7b932021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Infigratinib 20V, Positive-QTOFsplash10-03dr-0009010000-76e5ac4de9a0807adbd02021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Infigratinib 40V, Positive-QTOFsplash10-03dl-1291640000-5a53209ad68a2e8601d72021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Infigratinib 10V, Negative-QTOFsplash10-0a4i-0000090000-52335fa6aebcb11050852021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Infigratinib 20V, Negative-QTOFsplash10-001i-8000090000-2f23acf1a0969a92193d2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Infigratinib 40V, Negative-QTOFsplash10-0f89-0461690000-dfeb1617da2a95307f6b2021-10-12Wishart 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 IDDB11886
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID26333103
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkInfigratinib
METLIN IDNot Available
PubChem Compound53235510
PDB IDNot Available
ChEBI ID63451
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 ]