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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 08:07:21 UTC
Update Date2021-09-26 23:02:42 UTC
HMDB IDHMDB0250964
Secondary Accession NumbersNone
Metabolite Identification
Common NameDelafloxacin
DescriptionDelafloxacin, also known as ABT 492 or baxdela, belongs to the class of organic compounds known as quinoline carboxylic acids. These are quinolines in which the quinoline ring system is substituted by a carboxyl group at one or more positions. Based on a literature review very few articles have been published on Delafloxacin. This compound has been identified in human blood as reported by (PMID: 31557052 ). Delafloxacin is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Delafloxacin 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
1-(6-Amino-3,5-difluoropyridin-2-yl)-8-chloro-6-fluoro-7-(3-hydroxyazetidin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acidMeSH
ABT 492MeSH
ABT-492MeSH
BaxdelaMeSH
Chemical FormulaC18H12ClF3N4O4
Average Molecular Weight440.76
Monoisotopic Molecular Weight440.0499171
IUPAC Name1-(6-amino-3,5-difluoropyridin-2-yl)-8-chloro-6-fluoro-7-(3-hydroxyazetidin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
Traditional Namedelafloxacin
CAS Registry NumberNot Available
SMILES
NC1=NC(N2C=C(C(O)=O)C(=O)C3=CC(F)=C(N4CC(O)C4)C(Cl)=C23)=C(F)C=C1F
InChI Identifier
InChI=1S/C18H12ClF3N4O4/c19-12-13-7(1-9(20)14(12)25-3-6(27)4-25)15(28)8(18(29)30)5-26(13)17-11(22)2-10(21)16(23)24-17/h1-2,5-6,27H,3-4H2,(H2,23,24)(H,29,30)
InChI KeyDYDCPNMLZGFQTM-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as quinoline carboxylic acids. These are quinolines in which the quinoline ring system is substituted by a carboxyl group at one or more positions.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassQuinolines and derivatives
Sub ClassQuinoline carboxylic acids
Direct ParentQuinoline carboxylic acids
Alternative Parents
Substituents
  • Quinoline-3-carboxylic acid
  • Fluoroquinolone
  • Dihydroquinolone
  • Haloquinoline
  • Aminoquinoline
  • Chloroquinoline
  • Dihydroquinoline
  • Pyridine carboxylic acid
  • Pyridine carboxylic acid or derivatives
  • Polyhalopyridine
  • Dialkylarylamine
  • Tertiary aliphatic/aromatic amine
  • Aminopyridine
  • Aryl halide
  • Aryl chloride
  • Pyridine
  • Aryl fluoride
  • Benzenoid
  • Imidolactam
  • Heteroaromatic compound
  • Vinylogous amide
  • Amino acid
  • Azetidine
  • Secondary alcohol
  • Tertiary amine
  • 1,2-aminoalcohol
  • Amino acid or derivatives
  • Azacycle
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organonitrogen compound
  • Amine
  • Alcohol
  • Organooxygen compound
  • Primary amine
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organofluoride
  • Organochloride
  • Organic oxygen compound
  • Organohalogen 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
logP1.67ALOGPS
logP2.56ChemAxon
logS-3.8ALOGPS
pKa (Strongest Acidic)5.62ChemAxon
pKa (Strongest Basic)-1.3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area119.99 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity101.33 m³·mol⁻¹ChemAxon
Polarizability38.42 ųChemAxon
Number of Rings4ChemAxon
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]-228.15630932474
DeepCCS[M+Na]+203.42730932474
AllCCS[M+H]+191.932859911
AllCCS[M+H-H2O]+189.532859911
AllCCS[M+NH4]+194.132859911
AllCCS[M+Na]+194.832859911
AllCCS[M-H]-189.332859911
AllCCS[M+Na-2H]-188.732859911
AllCCS[M+HCOO]-188.232859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
DelafloxacinNC1=NC(N2C=C(C(O)=O)C(=O)C3=CC(F)=C(N4CC(O)C4)C(Cl)=C23)=C(F)C=C1F4651.6Standard polar33892256
DelafloxacinNC1=NC(N2C=C(C(O)=O)C(=O)C3=CC(F)=C(N4CC(O)C4)C(Cl)=C23)=C(F)C=C1F2929.7Standard non polar33892256
DelafloxacinNC1=NC(N2C=C(C(O)=O)C(=O)C3=CC(F)=C(N4CC(O)C4)C(Cl)=C23)=C(F)C=C1F3746.2Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Delafloxacin,3TMS,isomer #1C[Si](C)(C)NC1=NC(N2C=C(C(=O)O[Si](C)(C)C)C(=O)C3=CC(F)=C(N4CC(O[Si](C)(C)C)C4)C(Cl)=C32)=C(F)C=C1F3364.0Semi standard non polar33892256
Delafloxacin,3TMS,isomer #1C[Si](C)(C)NC1=NC(N2C=C(C(=O)O[Si](C)(C)C)C(=O)C3=CC(F)=C(N4CC(O[Si](C)(C)C)C4)C(Cl)=C32)=C(F)C=C1F3229.2Standard non polar33892256
Delafloxacin,3TMS,isomer #1C[Si](C)(C)NC1=NC(N2C=C(C(=O)O[Si](C)(C)C)C(=O)C3=CC(F)=C(N4CC(O[Si](C)(C)C)C4)C(Cl)=C32)=C(F)C=C1F3992.3Standard polar33892256
Delafloxacin,3TMS,isomer #2C[Si](C)(C)OC(=O)C1=CN(C2=NC(N([Si](C)(C)C)[Si](C)(C)C)=C(F)C=C2F)C2=C(Cl)C(N3CC(O)C3)=C(F)C=C2C1=O3354.2Semi standard non polar33892256
Delafloxacin,3TMS,isomer #2C[Si](C)(C)OC(=O)C1=CN(C2=NC(N([Si](C)(C)C)[Si](C)(C)C)=C(F)C=C2F)C2=C(Cl)C(N3CC(O)C3)=C(F)C=C2C1=O3284.9Standard non polar33892256
Delafloxacin,3TMS,isomer #2C[Si](C)(C)OC(=O)C1=CN(C2=NC(N([Si](C)(C)C)[Si](C)(C)C)=C(F)C=C2F)C2=C(Cl)C(N3CC(O)C3)=C(F)C=C2C1=O3957.8Standard polar33892256
Delafloxacin,3TMS,isomer #3C[Si](C)(C)OC1CN(C2=C(F)C=C3C(=O)C(C(=O)O)=CN(C4=NC(N([Si](C)(C)C)[Si](C)(C)C)=C(F)C=C4F)C3=C2Cl)C13370.2Semi standard non polar33892256
Delafloxacin,3TMS,isomer #3C[Si](C)(C)OC1CN(C2=C(F)C=C3C(=O)C(C(=O)O)=CN(C4=NC(N([Si](C)(C)C)[Si](C)(C)C)=C(F)C=C4F)C3=C2Cl)C13361.1Standard non polar33892256
Delafloxacin,3TMS,isomer #3C[Si](C)(C)OC1CN(C2=C(F)C=C3C(=O)C(C(=O)O)=CN(C4=NC(N([Si](C)(C)C)[Si](C)(C)C)=C(F)C=C4F)C3=C2Cl)C13961.2Standard polar33892256
Delafloxacin,4TMS,isomer #1C[Si](C)(C)OC(=O)C1=CN(C2=NC(N([Si](C)(C)C)[Si](C)(C)C)=C(F)C=C2F)C2=C(Cl)C(N3CC(O[Si](C)(C)C)C3)=C(F)C=C2C1=O3370.0Semi standard non polar33892256
Delafloxacin,4TMS,isomer #1C[Si](C)(C)OC(=O)C1=CN(C2=NC(N([Si](C)(C)C)[Si](C)(C)C)=C(F)C=C2F)C2=C(Cl)C(N3CC(O[Si](C)(C)C)C3)=C(F)C=C2C1=O3392.0Standard non polar33892256
Delafloxacin,4TMS,isomer #1C[Si](C)(C)OC(=O)C1=CN(C2=NC(N([Si](C)(C)C)[Si](C)(C)C)=C(F)C=C2F)C2=C(Cl)C(N3CC(O[Si](C)(C)C)C3)=C(F)C=C2C1=O3719.4Standard polar33892256
Delafloxacin,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC1=NC(N2C=C(C(=O)O[Si](C)(C)C(C)(C)C)C(=O)C3=CC(F)=C(N4CC(O[Si](C)(C)C(C)(C)C)C4)C(Cl)=C32)=C(F)C=C1F3819.0Semi standard non polar33892256
Delafloxacin,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC1=NC(N2C=C(C(=O)O[Si](C)(C)C(C)(C)C)C(=O)C3=CC(F)=C(N4CC(O[Si](C)(C)C(C)(C)C)C4)C(Cl)=C32)=C(F)C=C1F3780.0Standard non polar33892256
Delafloxacin,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC1=NC(N2C=C(C(=O)O[Si](C)(C)C(C)(C)C)C(=O)C3=CC(F)=C(N4CC(O[Si](C)(C)C(C)(C)C)C4)C(Cl)=C32)=C(F)C=C1F4125.1Standard polar33892256
Delafloxacin,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C1=CN(C2=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(F)C=C2F)C2=C(Cl)C(N3CC(O)C3)=C(F)C=C2C1=O3847.5Semi standard non polar33892256
Delafloxacin,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C1=CN(C2=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(F)C=C2F)C2=C(Cl)C(N3CC(O)C3)=C(F)C=C2C1=O3821.4Standard non polar33892256
Delafloxacin,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C1=CN(C2=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(F)C=C2F)C2=C(Cl)C(N3CC(O)C3)=C(F)C=C2C1=O4083.0Standard polar33892256
Delafloxacin,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC1CN(C2=C(F)C=C3C(=O)C(C(=O)O)=CN(C4=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(F)C=C4F)C3=C2Cl)C13877.8Semi standard non polar33892256
Delafloxacin,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC1CN(C2=C(F)C=C3C(=O)C(C(=O)O)=CN(C4=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(F)C=C4F)C3=C2Cl)C13915.1Standard non polar33892256
Delafloxacin,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC1CN(C2=C(F)C=C3C(=O)C(C(=O)O)=CN(C4=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(F)C=C4F)C3=C2Cl)C14064.5Standard polar33892256
Delafloxacin,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C1=CN(C2=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(F)C=C2F)C2=C(Cl)C(N3CC(O[Si](C)(C)C(C)(C)C)C3)=C(F)C=C2C1=O3954.6Semi standard non polar33892256
Delafloxacin,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C1=CN(C2=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(F)C=C2F)C2=C(Cl)C(N3CC(O[Si](C)(C)C(C)(C)C)C3)=C(F)C=C2C1=O4061.4Standard non polar33892256
Delafloxacin,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C1=CN(C2=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(F)C=C2F)C2=C(Cl)C(N3CC(O[Si](C)(C)C(C)(C)C)C3)=C(F)C=C2C1=O3962.6Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Delafloxacin GC-MS (Non-derivatized) - 70eV, Positivesplash10-0229-0018900000-273ab6604f10e2ebd4672021-09-23Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Delafloxacin GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Delafloxacin GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Delafloxacin GC-MS (TMS_1_2) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Delafloxacin GC-MS (TMS_1_3) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Delafloxacin GC-MS (TMS_2_1) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Delafloxacin GC-MS (TMS_2_2) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Delafloxacin GC-MS (TMS_2_3) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Delafloxacin GC-MS (TMS_2_4) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Delafloxacin GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Delafloxacin GC-MS (TBDMS_1_2) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Delafloxacin GC-MS (TBDMS_1_3) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Delafloxacin GC-MS (TBDMS_2_1) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Delafloxacin GC-MS (TBDMS_2_2) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Delafloxacin GC-MS (TBDMS_2_3) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Delafloxacin GC-MS (TBDMS_2_4) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Delafloxacin 10V, Positive-QTOFsplash10-00dl-0000900000-e256eafe35faaaac03e42017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Delafloxacin 20V, Positive-QTOFsplash10-00dj-4005900000-f5ef46e399058c3b357a2017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Delafloxacin 40V, Positive-QTOFsplash10-00fr-3009400000-28da8a8eaaa6531ba5ce2017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Delafloxacin 10V, Negative-QTOFsplash10-00bj-0009800000-2ad68dcc89be6a34d0192017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Delafloxacin 20V, Negative-QTOFsplash10-004i-1009000000-7d9e319495fee2129d412017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Delafloxacin 40V, Negative-QTOFsplash10-016r-1109000000-677f212fca501bd1c2332017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Delafloxacin 10V, Positive-QTOFsplash10-006x-0000900000-bc946299d9c89b18debe2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Delafloxacin 20V, Positive-QTOFsplash10-00di-0000900000-24c15723c38930ebf1402021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Delafloxacin 40V, Positive-QTOFsplash10-057j-0009300000-28315aa502f5fed324c22021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Delafloxacin 10V, Negative-QTOFsplash10-00or-0008900000-b4d8e713fc2caf5d73242021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Delafloxacin 20V, Negative-QTOFsplash10-004i-0009100000-62e8b69319922db30bd02021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Delafloxacin 40V, Negative-QTOFsplash10-0v03-0029000000-3c3846661fc0b261a0912021-10-12Wishart 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 IDDB11943
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID427049
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkDelafloxacin
METLIN IDNot Available
PubChem Compound487101
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 ]