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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 14:15:17 UTC
Update Date2021-09-26 23:09:05 UTC
HMDB IDHMDB0254804
Secondary Accession NumbersNone
Metabolite Identification
Common Name2-[[5-[3-(Dimethylamino)propyl]-2-methylpyridin-3-yl]amino]-9-(trifluoromethyl)-5,7-dihydropyrimido[5,4-d][1]benzazepine-6-thione
Description4-({5-[3-(dimethylamino)propyl]-2-methylpyridin-3-yl}amino)-13-(trifluoromethyl)-3,5,10-triazatricyclo[9.4.0.0²,⁷]pentadeca-1(11),2,4,6,9,12,14-heptaene-9-thiol belongs to the class of organic compounds known as benzazepines. These are organic compounds containing a benzene ring fused to an azepine ring (unsaturated seven-membered heterocycle with one nitrogen atom replacing a carbon atom). Based on a literature review very few articles have been published on 4-({5-[3-(dimethylamino)propyl]-2-methylpyridin-3-yl}amino)-13-(trifluoromethyl)-3,5,10-triazatricyclo[9.4.0.0²,⁷]pentadeca-1(11),2,4,6,9,12,14-heptaene-9-thiol. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2-[[5-[3-(dimethylamino)propyl]-2-methylpyridin-3-yl]amino]-9-(trifluoromethyl)-5,7-dihydropyrimido[5,4-d][1]benzazepine-6-thione is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2-[[5-[3-(Dimethylamino)propyl]-2-methylpyridin-3-yl]amino]-9-(trifluoromethyl)-5,7-dihydropyrimido[5,4-d][1]benzazepine-6-thione 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
9-Trifluoromethyl-2-((5-(3-(dimethylamino)propyl)-2-methylpyridin-3-yl)amino)-5,7-dihydro-6H-pyrimido(5,4-D)(1)benzazepine-6-thioneMeSH
Chemical FormulaC24H25F3N6S
Average Molecular Weight486.56
Monoisotopic Molecular Weight486.181350492
IUPAC Name4-({5-[3-(dimethylamino)propyl]-2-methylpyridin-3-yl}amino)-13-(trifluoromethyl)-3,5,10-triazatricyclo[9.4.0.0^{2,7}]pentadeca-1(11),2,4,6,12,14-hexaene-9-thione
Traditional Name4-({5-[3-(dimethylamino)propyl]-2-methylpyridin-3-yl}amino)-13-(trifluoromethyl)-3,5,10-triazatricyclo[9.4.0.0^{2,7}]pentadeca-1(11),2,4,6,12,14-hexaene-9-thione
CAS Registry NumberNot Available
SMILES
CN(C)CCCC1=CC(NC2=NC=C3CC(=S)NC4=C(C=CC(=C4)C(F)(F)F)C3=N2)=C(C)N=C1
InChI Identifier
InChI=1S/C24H25F3N6S/c1-14-19(9-15(12-28-14)5-4-8-33(2)3)31-23-29-13-16-10-21(34)30-20-11-17(24(25,26)27)6-7-18(20)22(16)32-23/h6-7,9,11-13H,4-5,8,10H2,1-3H3,(H,30,34)(H,29,31,32)
InChI KeyCODBZFJPKJDNDT-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzazepines. These are organic compounds containing a benzene ring fused to an azepine ring (unsaturated seven-membered heterocycle with one nitrogen atom replacing a carbon atom).
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzazepines
Sub ClassNot Available
Direct ParentBenzazepines
Alternative Parents
Substituents
  • Benzazepine
  • Aminopyridine
  • Methylpyridine
  • Aminopyrimidine
  • Azepine
  • Aralkylamine
  • Pyridine
  • Pyrimidine
  • Benzenoid
  • Heteroaromatic compound
  • Thiolactam
  • Tertiary amine
  • Tertiary aliphatic amine
  • Azacycle
  • Thiocarbonyl group
  • Alkyl halide
  • Alkyl fluoride
  • Organosulfur compound
  • Organonitrogen compound
  • Organofluoride
  • Organohalogen compound
  • Hydrocarbon derivative
  • Organic nitrogen compound
  • Amine
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Not AvailableNot 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
logP4.48ALOGPS
logP3.36ChemAxon
logS-5.1ALOGPS
pKa (Strongest Acidic)8.19ChemAxon
pKa (Strongest Basic)9.6ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area65.97 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity133.74 m³·mol⁻¹ChemAxon
Polarizability50.06 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+216.0130932474
DeepCCS[M-H]-213.61430932474
DeepCCS[M-2H]-246.49830932474
DeepCCS[M+Na]+222.73530932474
AllCCS[M+H]+214.432859911
AllCCS[M+H-H2O]+212.532859911
AllCCS[M+NH4]+216.232859911
AllCCS[M+Na]+216.732859911
AllCCS[M-H]-210.732859911
AllCCS[M+Na-2H]-211.432859911
AllCCS[M+HCOO]-212.232859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2-[[5-[3-(Dimethylamino)propyl]-2-methylpyridin-3-yl]amino]-9-(trifluoromethyl)-5,7-dihydropyrimido[5,4-d][1]benzazepine-6-thioneCN(C)CCCC1=CC(NC2=NC=C3CC(=S)NC4=C(C=CC(=C4)C(F)(F)F)C3=N2)=C(C)N=C15255.8Standard polar33892256
2-[[5-[3-(Dimethylamino)propyl]-2-methylpyridin-3-yl]amino]-9-(trifluoromethyl)-5,7-dihydropyrimido[5,4-d][1]benzazepine-6-thioneCN(C)CCCC1=CC(NC2=NC=C3CC(=S)NC4=C(C=CC(=C4)C(F)(F)F)C3=N2)=C(C)N=C13734.2Standard non polar33892256
2-[[5-[3-(Dimethylamino)propyl]-2-methylpyridin-3-yl]amino]-9-(trifluoromethyl)-5,7-dihydropyrimido[5,4-d][1]benzazepine-6-thioneCN(C)CCCC1=CC(NC2=NC=C3CC(=S)NC4=C(C=CC(=C4)C(F)(F)F)C3=N2)=C(C)N=C13859.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
2-[[5-[3-(Dimethylamino)propyl]-2-methylpyridin-3-yl]amino]-9-(trifluoromethyl)-5,7-dihydropyrimido[5,4-d][1]benzazepine-6-thione,1TMS,isomer #1CC1=NC=C(CCCN(C)C)C=C1N(C1=NC=C2CC(=S)NC3=CC(C(F)(F)F)=CC=C3C2=N1)[Si](C)(C)C3609.1Semi standard non polar33892256
2-[[5-[3-(Dimethylamino)propyl]-2-methylpyridin-3-yl]amino]-9-(trifluoromethyl)-5,7-dihydropyrimido[5,4-d][1]benzazepine-6-thione,1TMS,isomer #1CC1=NC=C(CCCN(C)C)C=C1N(C1=NC=C2CC(=S)NC3=CC(C(F)(F)F)=CC=C3C2=N1)[Si](C)(C)C3561.6Standard non polar33892256
2-[[5-[3-(Dimethylamino)propyl]-2-methylpyridin-3-yl]amino]-9-(trifluoromethyl)-5,7-dihydropyrimido[5,4-d][1]benzazepine-6-thione,1TMS,isomer #1CC1=NC=C(CCCN(C)C)C=C1N(C1=NC=C2CC(=S)NC3=CC(C(F)(F)F)=CC=C3C2=N1)[Si](C)(C)C4905.8Standard polar33892256
2-[[5-[3-(Dimethylamino)propyl]-2-methylpyridin-3-yl]amino]-9-(trifluoromethyl)-5,7-dihydropyrimido[5,4-d][1]benzazepine-6-thione,1TMS,isomer #2CC1=NC=C(CCCN(C)C)C=C1NC1=NC=C2CC(=S)N([Si](C)(C)C)C3=CC(C(F)(F)F)=CC=C3C2=N13585.3Semi standard non polar33892256
2-[[5-[3-(Dimethylamino)propyl]-2-methylpyridin-3-yl]amino]-9-(trifluoromethyl)-5,7-dihydropyrimido[5,4-d][1]benzazepine-6-thione,1TMS,isomer #2CC1=NC=C(CCCN(C)C)C=C1NC1=NC=C2CC(=S)N([Si](C)(C)C)C3=CC(C(F)(F)F)=CC=C3C2=N13602.9Standard non polar33892256
2-[[5-[3-(Dimethylamino)propyl]-2-methylpyridin-3-yl]amino]-9-(trifluoromethyl)-5,7-dihydropyrimido[5,4-d][1]benzazepine-6-thione,1TMS,isomer #2CC1=NC=C(CCCN(C)C)C=C1NC1=NC=C2CC(=S)N([Si](C)(C)C)C3=CC(C(F)(F)F)=CC=C3C2=N15077.3Standard polar33892256
2-[[5-[3-(Dimethylamino)propyl]-2-methylpyridin-3-yl]amino]-9-(trifluoromethyl)-5,7-dihydropyrimido[5,4-d][1]benzazepine-6-thione,2TMS,isomer #1CC1=NC=C(CCCN(C)C)C=C1N(C1=NC=C2CC(=S)N([Si](C)(C)C)C3=CC(C(F)(F)F)=CC=C3C2=N1)[Si](C)(C)C3478.2Semi standard non polar33892256
2-[[5-[3-(Dimethylamino)propyl]-2-methylpyridin-3-yl]amino]-9-(trifluoromethyl)-5,7-dihydropyrimido[5,4-d][1]benzazepine-6-thione,2TMS,isomer #1CC1=NC=C(CCCN(C)C)C=C1N(C1=NC=C2CC(=S)N([Si](C)(C)C)C3=CC(C(F)(F)F)=CC=C3C2=N1)[Si](C)(C)C3626.3Standard non polar33892256
2-[[5-[3-(Dimethylamino)propyl]-2-methylpyridin-3-yl]amino]-9-(trifluoromethyl)-5,7-dihydropyrimido[5,4-d][1]benzazepine-6-thione,2TMS,isomer #1CC1=NC=C(CCCN(C)C)C=C1N(C1=NC=C2CC(=S)N([Si](C)(C)C)C3=CC(C(F)(F)F)=CC=C3C2=N1)[Si](C)(C)C4361.3Standard polar33892256
2-[[5-[3-(Dimethylamino)propyl]-2-methylpyridin-3-yl]amino]-9-(trifluoromethyl)-5,7-dihydropyrimido[5,4-d][1]benzazepine-6-thione,1TBDMS,isomer #1CC1=NC=C(CCCN(C)C)C=C1N(C1=NC=C2CC(=S)NC3=CC(C(F)(F)F)=CC=C3C2=N1)[Si](C)(C)C(C)(C)C3753.5Semi standard non polar33892256
2-[[5-[3-(Dimethylamino)propyl]-2-methylpyridin-3-yl]amino]-9-(trifluoromethyl)-5,7-dihydropyrimido[5,4-d][1]benzazepine-6-thione,1TBDMS,isomer #1CC1=NC=C(CCCN(C)C)C=C1N(C1=NC=C2CC(=S)NC3=CC(C(F)(F)F)=CC=C3C2=N1)[Si](C)(C)C(C)(C)C3760.1Standard non polar33892256
2-[[5-[3-(Dimethylamino)propyl]-2-methylpyridin-3-yl]amino]-9-(trifluoromethyl)-5,7-dihydropyrimido[5,4-d][1]benzazepine-6-thione,1TBDMS,isomer #1CC1=NC=C(CCCN(C)C)C=C1N(C1=NC=C2CC(=S)NC3=CC(C(F)(F)F)=CC=C3C2=N1)[Si](C)(C)C(C)(C)C4899.2Standard polar33892256
2-[[5-[3-(Dimethylamino)propyl]-2-methylpyridin-3-yl]amino]-9-(trifluoromethyl)-5,7-dihydropyrimido[5,4-d][1]benzazepine-6-thione,1TBDMS,isomer #2CC1=NC=C(CCCN(C)C)C=C1NC1=NC=C2CC(=S)N([Si](C)(C)C(C)(C)C)C3=CC(C(F)(F)F)=CC=C3C2=N13765.7Semi standard non polar33892256
2-[[5-[3-(Dimethylamino)propyl]-2-methylpyridin-3-yl]amino]-9-(trifluoromethyl)-5,7-dihydropyrimido[5,4-d][1]benzazepine-6-thione,1TBDMS,isomer #2CC1=NC=C(CCCN(C)C)C=C1NC1=NC=C2CC(=S)N([Si](C)(C)C(C)(C)C)C3=CC(C(F)(F)F)=CC=C3C2=N13802.9Standard non polar33892256
2-[[5-[3-(Dimethylamino)propyl]-2-methylpyridin-3-yl]amino]-9-(trifluoromethyl)-5,7-dihydropyrimido[5,4-d][1]benzazepine-6-thione,1TBDMS,isomer #2CC1=NC=C(CCCN(C)C)C=C1NC1=NC=C2CC(=S)N([Si](C)(C)C(C)(C)C)C3=CC(C(F)(F)F)=CC=C3C2=N15074.6Standard polar33892256
2-[[5-[3-(Dimethylamino)propyl]-2-methylpyridin-3-yl]amino]-9-(trifluoromethyl)-5,7-dihydropyrimido[5,4-d][1]benzazepine-6-thione,2TBDMS,isomer #1CC1=NC=C(CCCN(C)C)C=C1N(C1=NC=C2CC(=S)N([Si](C)(C)C(C)(C)C)C3=CC(C(F)(F)F)=CC=C3C2=N1)[Si](C)(C)C(C)(C)C3806.3Semi standard non polar33892256
2-[[5-[3-(Dimethylamino)propyl]-2-methylpyridin-3-yl]amino]-9-(trifluoromethyl)-5,7-dihydropyrimido[5,4-d][1]benzazepine-6-thione,2TBDMS,isomer #1CC1=NC=C(CCCN(C)C)C=C1N(C1=NC=C2CC(=S)N([Si](C)(C)C(C)(C)C)C3=CC(C(F)(F)F)=CC=C3C2=N1)[Si](C)(C)C(C)(C)C3998.2Standard non polar33892256
2-[[5-[3-(Dimethylamino)propyl]-2-methylpyridin-3-yl]amino]-9-(trifluoromethyl)-5,7-dihydropyrimido[5,4-d][1]benzazepine-6-thione,2TBDMS,isomer #1CC1=NC=C(CCCN(C)C)C=C1N(C1=NC=C2CC(=S)N([Si](C)(C)C(C)(C)C)C3=CC(C(F)(F)F)=CC=C3C2=N1)[Si](C)(C)C(C)(C)C4394.9Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 2-[[5-[3-(Dimethylamino)propyl]-2-methylpyridin-3-yl]amino]-9-(trifluoromethyl)-5,7-dihydropyrimido[5,4-d][1]benzazepine-6-thione GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4i-9020600000-cef75fab7ccb1cffe6482021-09-23Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-[[5-[3-(Dimethylamino)propyl]-2-methylpyridin-3-yl]amino]-9-(trifluoromethyl)-5,7-dihydropyrimido[5,4-d][1]benzazepine-6-thione GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart 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 IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID28490558
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
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 ]