Hmdb loader
Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 17:10:57 UTC
Update Date2021-09-26 23:12:29 UTC
HMDB IDHMDB0256648
Secondary Accession NumbersNone
Metabolite Identification
Common NameN-(3-(5-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl)propane-1-sulfonamide
DescriptionPLX-4720, also known as PLX 4720, belongs to the class of organic compounds known as aryl-phenylketones. These are aromatic compounds containing a ketone substituted by one aryl group, and a phenyl group. Based on a literature review a significant number of articles have been published on PLX-4720. This compound has been identified in human blood as reported by (PMID: 31557052 ). N-(3-(5-chloro-1h-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl)propane-1-sulfonamide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N-(3-(5-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl)propane-1-sulfonamide 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
N-[3-(5-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl]propane-1-sulfonamideChEBI
PLX 4720ChEBI
PLX4720ChEBI
N-[3-(5-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl]propane-1-sulphonamideGenerator
N-{3-[(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)carbonyl]-2,4-difluorophenyl}propane-1-sulphonamideGenerator
Chemical FormulaC17H14ClF2N3O3S
Average Molecular Weight413.826
Monoisotopic Molecular Weight413.041246136
IUPAC NameN-(3-{5-chloro-1H-pyrrolo[2,3-b]pyridine-3-carbonyl}-2,4-difluorophenyl)propane-1-sulfonamide
Traditional NameN-(3-{5-chloro-1H-pyrrolo[2,3-b]pyridine-3-carbonyl}-2,4-difluorophenyl)propane-1-sulfonamide
CAS Registry NumberNot Available
SMILES
CCCS(=O)(=O)NC1=C(F)C(C(=O)C2=CNC3=NC=C(Cl)C=C23)=C(F)C=C1
InChI Identifier
InChI=1S/C17H14ClF2N3O3S/c1-2-5-27(25,26)23-13-4-3-12(19)14(15(13)20)16(24)11-8-22-17-10(11)6-9(18)7-21-17/h3-4,6-8,23H,2,5H2,1H3,(H,21,22)
InChI KeyYZDJQTHVDDOVHR-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as aryl-phenylketones. These are aromatic compounds containing a ketone substituted by one aryl group, and a phenyl group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentAryl-phenylketones
Alternative Parents
Substituents
  • Aryl-phenylketone
  • Sulfanilide
  • Pyrrolopyridine
  • Benzoyl
  • Fluorobenzene
  • Halobenzene
  • Aryl chloride
  • Aryl fluoride
  • Aryl halide
  • Monocyclic benzene moiety
  • Pyridine
  • Benzenoid
  • Substituted pyrrole
  • Organosulfonic acid amide
  • Organic sulfonic acid amide
  • Heteroaromatic compound
  • Vinylogous amide
  • Pyrrole
  • Vinylogous halide
  • Aminosulfonyl compound
  • Sulfonyl
  • Organic sulfonic acid or derivatives
  • Organosulfonic acid or derivatives
  • Azacycle
  • Organoheterocyclic compound
  • Organonitrogen compound
  • Organofluoride
  • Organochloride
  • Organohalogen compound
  • Organosulfur compound
  • Organic nitrogen compound
  • Organopnictogen compound
  • Organic oxide
  • 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
logP3.59ALOGPS
logP2.98ChemAxon
logS-5ALOGPS
pKa (Strongest Acidic)7.17ChemAxon
pKa (Strongest Basic)1.65ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area91.92 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity96.83 m³·mol⁻¹ChemAxon
Polarizability38.45 ųChemAxon
Number of Rings3ChemAxon
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]-226.50730932474
DeepCCS[M+Na]+201.73630932474
AllCCS[M+H]+190.232859911
AllCCS[M+H-H2O]+187.432859911
AllCCS[M+NH4]+192.732859911
AllCCS[M+Na]+193.432859911
AllCCS[M-H]-187.032859911
AllCCS[M+Na-2H]-186.932859911
AllCCS[M+HCOO]-187.032859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
N-(3-(5-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl)propane-1-sulfonamideCCCS(=O)(=O)NC1=C(F)C(C(=O)C2=CNC3=NC=C(Cl)C=C23)=C(F)C=C14429.4Standard polar33892256
N-(3-(5-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl)propane-1-sulfonamideCCCS(=O)(=O)NC1=C(F)C(C(=O)C2=CNC3=NC=C(Cl)C=C23)=C(F)C=C13157.7Standard non polar33892256
N-(3-(5-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl)propane-1-sulfonamideCCCS(=O)(=O)NC1=C(F)C(C(=O)C2=CNC3=NC=C(Cl)C=C23)=C(F)C=C13275.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
N-(3-(5-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl)propane-1-sulfonamide,1TMS,isomer #1CCCS(=O)(=O)N(C1=CC=C(F)C(C(=O)C2=C[NH]C3=NC=C(Cl)C=C23)=C1F)[Si](C)(C)C3075.9Semi standard non polar33892256
N-(3-(5-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl)propane-1-sulfonamide,1TMS,isomer #1CCCS(=O)(=O)N(C1=CC=C(F)C(C(=O)C2=C[NH]C3=NC=C(Cl)C=C23)=C1F)[Si](C)(C)C3196.4Standard non polar33892256
N-(3-(5-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl)propane-1-sulfonamide,1TMS,isomer #1CCCS(=O)(=O)N(C1=CC=C(F)C(C(=O)C2=C[NH]C3=NC=C(Cl)C=C23)=C1F)[Si](C)(C)C4184.7Standard polar33892256
N-(3-(5-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl)propane-1-sulfonamide,1TMS,isomer #2CCCS(=O)(=O)NC1=CC=C(F)C(C(=O)C2=CN([Si](C)(C)C)C3=NC=C(Cl)C=C23)=C1F3154.7Semi standard non polar33892256
N-(3-(5-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl)propane-1-sulfonamide,1TMS,isomer #2CCCS(=O)(=O)NC1=CC=C(F)C(C(=O)C2=CN([Si](C)(C)C)C3=NC=C(Cl)C=C23)=C1F3160.3Standard non polar33892256
N-(3-(5-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl)propane-1-sulfonamide,1TMS,isomer #2CCCS(=O)(=O)NC1=CC=C(F)C(C(=O)C2=CN([Si](C)(C)C)C3=NC=C(Cl)C=C23)=C1F4171.8Standard polar33892256
N-(3-(5-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl)propane-1-sulfonamide,2TMS,isomer #1CCCS(=O)(=O)N(C1=CC=C(F)C(C(=O)C2=CN([Si](C)(C)C)C3=NC=C(Cl)C=C23)=C1F)[Si](C)(C)C3044.2Semi standard non polar33892256
N-(3-(5-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl)propane-1-sulfonamide,2TMS,isomer #1CCCS(=O)(=O)N(C1=CC=C(F)C(C(=O)C2=CN([Si](C)(C)C)C3=NC=C(Cl)C=C23)=C1F)[Si](C)(C)C3333.6Standard non polar33892256
N-(3-(5-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl)propane-1-sulfonamide,2TMS,isomer #1CCCS(=O)(=O)N(C1=CC=C(F)C(C(=O)C2=CN([Si](C)(C)C)C3=NC=C(Cl)C=C23)=C1F)[Si](C)(C)C3937.2Standard polar33892256
N-(3-(5-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl)propane-1-sulfonamide,1TBDMS,isomer #1CCCS(=O)(=O)N(C1=CC=C(F)C(C(=O)C2=C[NH]C3=NC=C(Cl)C=C23)=C1F)[Si](C)(C)C(C)(C)C3288.9Semi standard non polar33892256
N-(3-(5-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl)propane-1-sulfonamide,1TBDMS,isomer #1CCCS(=O)(=O)N(C1=CC=C(F)C(C(=O)C2=C[NH]C3=NC=C(Cl)C=C23)=C1F)[Si](C)(C)C(C)(C)C3448.2Standard non polar33892256
N-(3-(5-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl)propane-1-sulfonamide,1TBDMS,isomer #1CCCS(=O)(=O)N(C1=CC=C(F)C(C(=O)C2=C[NH]C3=NC=C(Cl)C=C23)=C1F)[Si](C)(C)C(C)(C)C4156.1Standard polar33892256
N-(3-(5-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl)propane-1-sulfonamide,1TBDMS,isomer #2CCCS(=O)(=O)NC1=CC=C(F)C(C(=O)C2=CN([Si](C)(C)C(C)(C)C)C3=NC=C(Cl)C=C23)=C1F3346.7Semi standard non polar33892256
N-(3-(5-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl)propane-1-sulfonamide,1TBDMS,isomer #2CCCS(=O)(=O)NC1=CC=C(F)C(C(=O)C2=CN([Si](C)(C)C(C)(C)C)C3=NC=C(Cl)C=C23)=C1F3371.0Standard non polar33892256
N-(3-(5-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl)propane-1-sulfonamide,1TBDMS,isomer #2CCCS(=O)(=O)NC1=CC=C(F)C(C(=O)C2=CN([Si](C)(C)C(C)(C)C)C3=NC=C(Cl)C=C23)=C1F4166.3Standard polar33892256
N-(3-(5-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl)propane-1-sulfonamide,2TBDMS,isomer #1CCCS(=O)(=O)N(C1=CC=C(F)C(C(=O)C2=CN([Si](C)(C)C(C)(C)C)C3=NC=C(Cl)C=C23)=C1F)[Si](C)(C)C(C)(C)C3415.1Semi standard non polar33892256
N-(3-(5-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl)propane-1-sulfonamide,2TBDMS,isomer #1CCCS(=O)(=O)N(C1=CC=C(F)C(C(=O)C2=CN([Si](C)(C)C(C)(C)C)C3=NC=C(Cl)C=C23)=C1F)[Si](C)(C)C(C)(C)C3802.0Standard non polar33892256
N-(3-(5-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl)propane-1-sulfonamide,2TBDMS,isomer #1CCCS(=O)(=O)N(C1=CC=C(F)C(C(=O)C2=CN([Si](C)(C)C(C)(C)C)C3=NC=C(Cl)C=C23)=C1F)[Si](C)(C)C(C)(C)C3967.0Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - N-(3-(5-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl)propane-1-sulfonamide GC-MS (Non-derivatized) - 70eV, Positivesplash10-054o-9305000000-b3d4717171778db228e42021-09-24Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - N-(3-(5-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl)propane-1-sulfonamide 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 - N-(3-(5-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl)propane-1-sulfonamide 10V, Positive-QTOFsplash10-08i0-0914500000-d1ba4ba6da3e34148af92017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-(3-(5-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl)propane-1-sulfonamide 20V, Positive-QTOFsplash10-0a6u-5926000000-3308e8d54aa5362a6b752017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-(3-(5-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl)propane-1-sulfonamide 40V, Positive-QTOFsplash10-004i-1900000000-9fa983634eaf19ebe77e2017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-(3-(5-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl)propane-1-sulfonamide 10V, Negative-QTOFsplash10-03di-0214900000-cce3069aa7428075be992017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-(3-(5-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl)propane-1-sulfonamide 20V, Negative-QTOFsplash10-0n4i-0509200000-e747bfc80238784b72b82017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-(3-(5-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl)propane-1-sulfonamide 40V, Negative-QTOFsplash10-00or-3913000000-88ac9ab212ba36030d012017-07-26Wishart 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 IDDB06999
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID22376238
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID90295
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 ]