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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-12 00:33:17 UTC
Update Date2021-09-26 23:18:27 UTC
HMDB IDHMDB0260361
Secondary Accession NumbersNone
Metabolite Identification
Common Name855527-92-3 (R-Isomer)
DescriptionN-{1-[3-(4-ethoxyphenyl)-4-oxo-3H,4H-pyrido[2,3-d]pyrimidin-2-yl]ethyl}-2-[4-fluoro-3-(trifluoromethyl)phenyl]-N-[(pyridin-3-yl)methyl]acetamide belongs to the class of organic compounds known as trifluoromethylbenzenes. These are organofluorine compounds that contain a benzene ring substituted with one or more trifluoromethyl groups. Based on a literature review very few articles have been published on N-{1-[3-(4-ethoxyphenyl)-4-oxo-3H,4H-pyrido[2,3-d]pyrimidin-2-yl]ethyl}-2-[4-fluoro-3-(trifluoromethyl)phenyl]-N-[(pyridin-3-yl)methyl]acetamide. This compound has been identified in human blood as reported by (PMID: 31557052 ). 855527-92-3 (r-isomer) is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 855527-92-3 (R-Isomer) 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-1R-(3-(4-Ethoxyphenyl)-4-oxo-3,4-dihydropyrido(2,3-D)pyrimidin-2-yl)-ethyl-N-pyridin-3-ylmethyl-2-(4-fluoro-3-trifluoromethylphenyl)acetamideMeSH
Chemical FormulaC32H27F4N5O3
Average Molecular Weight605.594
Monoisotopic Molecular Weight605.205002401
IUPAC NameN-{1-[3-(4-ethoxyphenyl)-4-oxo-3H,4H-pyrido[2,3-d]pyrimidin-2-yl]ethyl}-2-[4-fluoro-3-(trifluoromethyl)phenyl]-N-[(pyridin-3-yl)methyl]acetamide
Traditional NameN-{1-[3-(4-ethoxyphenyl)-4-oxopyrido[2,3-d]pyrimidin-2-yl]ethyl}-2-[4-fluoro-3-(trifluoromethyl)phenyl]-N-(pyridin-3-ylmethyl)acetamide
CAS Registry NumberNot Available
SMILES
CCOC1=CC=C(C=C1)N1C(=O)C2=C(N=CC=C2)N=C1C(C)N(CC1=CN=CC=C1)C(=O)CC1=CC(=C(F)C=C1)C(F)(F)F
InChI Identifier
InChI=1S/C32H27F4N5O3/c1-3-44-24-11-9-23(10-12-24)41-30(39-29-25(31(41)43)7-5-15-38-29)20(2)40(19-22-6-4-14-37-18-22)28(42)17-21-8-13-27(33)26(16-21)32(34,35)36/h4-16,18,20H,3,17,19H2,1-2H3
InChI KeyXMRGQUDUVGRCBS-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as trifluoromethylbenzenes. These are organofluorine compounds that contain a benzene ring substituted with one or more trifluoromethyl groups.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassTrifluoromethylbenzenes
Direct ParentTrifluoromethylbenzenes
Alternative Parents
Substituents
  • Pyridopyrimidine
  • Trifluoromethylbenzene
  • Pyrido[2,3-d]pyrimidine
  • Phenylacetamide
  • Phenol ether
  • Phenoxy compound
  • Alkyl aryl ether
  • Pyrimidone
  • Halobenzene
  • Fluorobenzene
  • Aryl halide
  • Pyrimidine
  • Pyridine
  • Aryl fluoride
  • Tertiary carboxylic acid amide
  • Heteroaromatic compound
  • Lactam
  • Carboxamide group
  • Carboxylic acid derivative
  • Ether
  • Azacycle
  • Organoheterocyclic compound
  • Alkyl halide
  • Alkyl fluoride
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic oxide
  • Organic oxygen compound
  • Organooxygen compound
  • Organohalogen compound
  • Organofluoride
  • Organonitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Not 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
logP4.81ALOGPS
logP5.28ChemAxon
logS-5.4ALOGPS
pKa (Strongest Basic)4.81ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area87.99 ŲChemAxon
Rotatable Bond Count10ChemAxon
Refractivity156.99 m³·mol⁻¹ChemAxon
Polarizability57.45 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
AllCCS[M+H]+238.31332859911
AllCCS[M+H-H2O]+237.04432859911
AllCCS[M+Na]+239.77732859911
AllCCS[M+NH4]+239.45532859911
AllCCS[M-H]-220.14532859911
AllCCS[M+Na-2H]-220.94932859911
AllCCS[M+HCOO]-221.98632859911
DeepCCS[M+H]+231.31730932474
DeepCCS[M-H]-229.43130932474
DeepCCS[M-2H]-262.67430932474
DeepCCS[M+Na]+237.05830932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
855527-92-3 (R-Isomer)CCOC1=CC=C(C=C1)N1C(=O)C2=C(N=CC=C2)N=C1C(C)N(CC1=CN=CC=C1)C(=O)CC1=CC(=C(F)C=C1)C(F)(F)F4303.9Standard polar33892256
855527-92-3 (R-Isomer)CCOC1=CC=C(C=C1)N1C(=O)C2=C(N=CC=C2)N=C1C(C)N(CC1=CN=CC=C1)C(=O)CC1=CC(=C(F)C=C1)C(F)(F)F4193.6Standard non polar33892256
855527-92-3 (R-Isomer)CCOC1=CC=C(C=C1)N1C(=O)C2=C(N=CC=C2)N=C1C(C)N(CC1=CN=CC=C1)C(=O)CC1=CC(=C(F)C=C1)C(F)(F)F4326.3Semi standard non polar33892256
Spectra
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 ID8343219
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound10167713
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 ]