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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-06 15:00:29 UTC
Update Date2020-02-26 21:39:15 UTC
HMDB IDHMDB0013930
Secondary Accession Numbers
  • HMDB13930
Metabolite Identification
Common NameR-95913
DescriptionR-95913 belongs to the class of organic compounds known as thienopyridines. These are heterocyclic compounds containing a thiophene ring fused to a pyridine ring. Thiophene is 5-membered ring consisting of four carbon atoms and one sulfur atom. Pyridine is a 6-membered ring consisting of five carbon atoms and one nitrogen center. Based on a literature review very few articles have been published on R-95913.
Structure
Data?1582753155
SynonymsNot Available
Chemical FormulaC18H18FNO2S
Average Molecular Weight331.404
Monoisotopic Molecular Weight331.10422772
IUPAC Name1-cyclopropyl-2-(2-fluorophenyl)-2-{2-hydroxy-4H,5H,6H,7H-thieno[3,2-c]pyridin-5-yl}ethan-1-one
Traditional Name1-cyclopropyl-2-(2-fluorophenyl)-2-{2-hydroxy-4H,6H,7H-thieno[3,2-c]pyridin-5-yl}ethanone
CAS Registry NumberNot Available
SMILES
OC1=CC2=C(CCN(C2)C(C(=O)C2CC2)C2=CC=CC=C2F)S1
InChI Identifier
InChI=1S/C18H18FNO2S/c19-14-4-2-1-3-13(14)17(18(22)11-5-6-11)20-8-7-15-12(10-20)9-16(21)23-15/h1-4,9,11,17,21H,5-8,10H2
InChI KeyMPLQNQUWLWGOET-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as thienopyridines. These are heterocyclic compounds containing a thiophene ring fused to a pyridine ring. Thiophene is 5-membered ring consisting of four carbon atoms and one sulfur atom. Pyridine is a 6-membered ring consisting of five carbon atoms and one nitrogen center.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassThienopyridines
Sub ClassNot Available
Direct ParentThienopyridines
Alternative Parents
Substituents
  • Thienopyridine
  • 2,3,5-trisubstituted thiophene
  • Fluorobenzene
  • Halobenzene
  • Aralkylamine
  • Aryl fluoride
  • Benzenoid
  • Aryl halide
  • Monocyclic benzene moiety
  • Pyridine
  • Heteroaromatic compound
  • Thiophene
  • Alpha-aminoketone
  • Tertiary aliphatic amine
  • Tertiary amine
  • Ketone
  • Azacycle
  • Organopnictogen compound
  • Organofluoride
  • Organohalogen compound
  • Organonitrogen compound
  • Amine
  • Organooxygen compound
  • Carbonyl group
  • Organic nitrogen compound
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • 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
Water Solubility0.0067 g/LALOGPS
logP3.55ALOGPS
logP4.27ChemAxon
logS-4.7ALOGPS
pKa (Strongest Acidic)7.27ChemAxon
pKa (Strongest Basic)5.33ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area40.54 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity87.66 m³·mol⁻¹ChemAxon
Polarizability33.63 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+H]+168.44830932474
DeepCCS[M-H]-166.0930932474
DeepCCS[M-2H]-200.02330932474
DeepCCS[M+Na]+175.2530932474
AllCCS[M+H]+176.432859911
AllCCS[M+H-H2O]+173.332859911
AllCCS[M+NH4]+179.232859911
AllCCS[M+Na]+180.032859911
AllCCS[M-H]-178.932859911
AllCCS[M+Na-2H]-178.332859911
AllCCS[M+HCOO]-177.932859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
R-95913OC1=CC2=C(CCN(C2)C(C(=O)C2CC2)C2=CC=CC=C2F)S13919.9Standard polar33892256
R-95913OC1=CC2=C(CCN(C2)C(C(=O)C2CC2)C2=CC=CC=C2F)S12702.8Standard non polar33892256
R-95913OC1=CC2=C(CCN(C2)C(C(=O)C2CC2)C2=CC=CC=C2F)S12668.1Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
R-95913,1TMS,isomer #1C[Si](C)(C)OC1=CC2=C(CCN(C(C(=O)C3CC3)C3=CC=CC=C3F)C2)S12680.3Semi standard non polar33892256
R-95913,1TMS,isomer #2C[Si](C)(C)OC(=C1CC1)C(C1=CC=CC=C1F)N1CCC2=C(C=C(O)S2)C12797.5Semi standard non polar33892256
R-95913,1TMS,isomer #3C[Si](C)(C)OC(=C(C1=CC=CC=C1F)N1CCC2=C(C=C(O)S2)C1)C1CC12853.0Semi standard non polar33892256
R-95913,2TMS,isomer #1C[Si](C)(C)OC(=C1CC1)C(C1=CC=CC=C1F)N1CCC2=C(C=C(O[Si](C)(C)C)S2)C12765.5Semi standard non polar33892256
R-95913,2TMS,isomer #1C[Si](C)(C)OC(=C1CC1)C(C1=CC=CC=C1F)N1CCC2=C(C=C(O[Si](C)(C)C)S2)C12538.5Standard non polar33892256
R-95913,2TMS,isomer #1C[Si](C)(C)OC(=C1CC1)C(C1=CC=CC=C1F)N1CCC2=C(C=C(O[Si](C)(C)C)S2)C13030.7Standard polar33892256
R-95913,2TMS,isomer #2C[Si](C)(C)OC(=C(C1=CC=CC=C1F)N1CCC2=C(C=C(O[Si](C)(C)C)S2)C1)C1CC12820.1Semi standard non polar33892256
R-95913,2TMS,isomer #2C[Si](C)(C)OC(=C(C1=CC=CC=C1F)N1CCC2=C(C=C(O[Si](C)(C)C)S2)C1)C1CC12570.7Standard non polar33892256
R-95913,2TMS,isomer #2C[Si](C)(C)OC(=C(C1=CC=CC=C1F)N1CCC2=C(C=C(O[Si](C)(C)C)S2)C1)C1CC12998.5Standard polar33892256
R-95913,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC2=C(CCN(C(C(=O)C3CC3)C3=CC=CC=C3F)C2)S12931.7Semi standard non polar33892256
R-95913,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=C1CC1)C(C1=CC=CC=C1F)N1CCC2=C(C=C(O)S2)C13050.8Semi standard non polar33892256
R-95913,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=C(C1=CC=CC=C1F)N1CCC2=C(C=C(O)S2)C1)C1CC13107.1Semi standard non polar33892256
R-95913,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=C1CC1)C(C1=CC=CC=C1F)N1CCC2=C(C=C(O[Si](C)(C)C(C)(C)C)S2)C13182.9Semi standard non polar33892256
R-95913,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=C1CC1)C(C1=CC=CC=C1F)N1CCC2=C(C=C(O[Si](C)(C)C(C)(C)C)S2)C12903.4Standard non polar33892256
R-95913,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=C1CC1)C(C1=CC=CC=C1F)N1CCC2=C(C=C(O[Si](C)(C)C(C)(C)C)S2)C13248.3Standard polar33892256
R-95913,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=C(C1=CC=CC=C1F)N1CCC2=C(C=C(O[Si](C)(C)C(C)(C)C)S2)C1)C1CC13202.9Semi standard non polar33892256
R-95913,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=C(C1=CC=CC=C1F)N1CCC2=C(C=C(O[Si](C)(C)C(C)(C)C)S2)C1)C1CC12980.2Standard non polar33892256
R-95913,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=C(C1=CC=CC=C1F)N1CCC2=C(C=C(O[Si](C)(C)C(C)(C)C)S2)C1)C1CC13222.6Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - R-95913 GC-MS (Non-derivatized) - 70eV, Positivesplash10-01po-7490000000-bf415aa1f14b99df7fad2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - R-95913 GC-MS (1 TMS) - 70eV, Positivesplash10-0303-9357000000-49892e073a613aec3bbe2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - R-95913 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 - R-95913 10V, Positive-QTOFsplash10-01q9-2219000000-858b00aed9da65ee56762016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - R-95913 20V, Positive-QTOFsplash10-014i-9121000000-af2f9b81943df2cd76942016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - R-95913 40V, Positive-QTOFsplash10-014i-9100000000-7717f719aa862871dd242016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - R-95913 10V, Negative-QTOFsplash10-001i-0019000000-1273083ac080f2f433662016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - R-95913 20V, Negative-QTOFsplash10-01q9-1298000000-b16e3803d87b6653eeda2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - R-95913 40V, Negative-QTOFsplash10-03ka-9561000000-abcbecd9bc70a4a8d0bb2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - R-95913 10V, Negative-QTOFsplash10-001i-0049000000-e9ba697fafc2a58d17572021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - R-95913 20V, Negative-QTOFsplash10-02u0-5192000000-61aa666cab1eddc51a8f2021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - R-95913 40V, Negative-QTOFsplash10-00lg-0690000000-eea53d2cc8dacca7f6792021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - R-95913 10V, Positive-QTOFsplash10-001i-0009000000-c89e95fe1e5a3a6734e22021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - R-95913 20V, Positive-QTOFsplash10-001i-1119000000-0b8af62f258f810265712021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - R-95913 40V, Positive-QTOFsplash10-06r6-7953000000-225e110ad603f43ecbc32021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
Biospecimen Locations
  • Blood
  • Urine
Tissue Locations
  • Kidney
  • Liver
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry 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 ID14228027
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound19919505
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 ReferencesNot Available

Enzymes

General function:
Involved in carboxylesterase activity
Specific function:
Esterase with broad substrate specificity. Contributes to the inactivation of the neurotransmitter acetylcholine. Can degrade neurotoxic organophosphate esters.
Gene Name:
BCHE
Uniprot ID:
P06276
Molecular weight:
68417.575
References
  1. Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]
General function:
Involved in G-protein coupled receptor protein signaling pathway
Specific function:
Receptor for ADP and ATP coupled to G-proteins that inhibit the adenylyl cyclase second messenger system. Not activated by UDP and UTP. Involved in platelets aggregation
Gene Name:
P2RY12
Uniprot ID:
Q9H244
Molecular weight:
39438.4
References
  1. Dovlatova NL, Jakubowski JA, Sugidachi A, Heptinstall S: The reversible P2Y antagonist cangrelor influences the ability of the active metabolites of clopidogrel and prasugrel to produce irreversible inhibition of platelet function. J Thromb Haemost. 2008 Jul;6(7):1153-9. doi: 10.1111/j.1538-7836.2008.03020.x. Epub 2008 Jul 1. [PubMed:18485086 ]