Saprisartan (CHEM022290)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesTargets (26)XML
Record Information
Version1.0
Creation Date2016-05-25 18:27:01 UTC
Update Date2026-08-22 04:47:14 UTC
Accession NumberCHEM022290
Identification
Common NameSaprisartan
ClassSmall Molecule
DescriptionSaprisartan is an organic compound with the chemical formula C25H22BrF3N4O4S. Saprisartan belongs to the 2-arylbenzofuran flavonoids, a class of phenylpropanoids and polyketides within the organic compounds. With an average molecular weight of 611.43 g/mol, Saprisartan is a heavy molecule. Regarding its biological activity, this compound acts as an antagonist of the Type-1 angiotensin II receptor (AGTR1).
Contaminant Sources
  • HMDB Contaminants - Urine
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
GR-138950CHMDB
GR-138950SAprisartanHMDB
Saprisartan potassiumHMDB
Sapri-sartan potassiumHMDB
1-({3-bromo-2-[2-(trifluoromethanesulfonamido)phenyl]-1-benzofuran-5-yl}methyl)-4-cyclopropyl-2-ethyl-1H-imidazole-5-carboximidateHMDB
1-({3-bromo-2-[2-(trifluoromethanesulphonamido)phenyl]-1-benzofuran-5-yl}methyl)-4-cyclopropyl-2-ethyl-1H-imidazole-5-carboximidateHMDB
1-({3-bromo-2-[2-(trifluoromethanesulphonamido)phenyl]-1-benzofuran-5-yl}methyl)-4-cyclopropyl-2-ethyl-1H-imidazole-5-carboximidic acidHMDB
Chemical FormulaC25H22BrF3N4O4S
Average Molecular Mass611.431 g/mol
Monoisotopic Mass610.050 g/mol
CAS Registry Number146623-69-0
IUPAC Name1-({3-bromo-2-[2-(trifluoromethanesulfonamido)phenyl]-1-benzofuran-5-yl}methyl)-4-cyclopropyl-2-ethyl-1H-imidazole-5-carboxamide
Traditional Namesaprisartan
SMILESCCC1=NC(C2CC2)=C(N1CC1=CC2=C(OC(=C2Br)C2=CC=CC=C2NS(=O)(=O)C(F)(F)F)C=C1)C(N)=O
InChI IdentifierInChI=1S/C25H22BrF3N4O4S/c1-2-19-31-21(14-8-9-14)22(24(30)34)33(19)12-13-7-10-18-16(11-13)20(26)23(37-18)15-5-3-4-6-17(15)32-38(35,36)25(27,28)29/h3-7,10-11,14,32H,2,8-9,12H2,1H3,(H2,30,34)
InChI KeyDUEWVPTZCSAMNB-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
Class2-arylbenzofuran flavonoids
Sub ClassNot Available
Direct Parent2-arylbenzofuran flavonoids
Alternative Parents
Substituents
  • 2-arylbenzofuran flavonoid
  • 2-phenylbenzofuran
  • Phenylbenzofuran
  • Sulfanilide
  • 1,2,4,5-tetrasubstituted imidazole
  • Benzofuran
  • 2-heteroaryl carboxamide
  • Imidazole-4-carbonyl group
  • Aryl bromide
  • Aryl halide
  • Monocyclic benzene moiety
  • N-substituted imidazole
  • Organic sulfonic acid amide
  • Benzenoid
  • Organosulfonic acid amide
  • Sulfonyl
  • Aminosulfonyl compound
  • Organosulfonic acid or derivatives
  • Imidazole
  • Organic sulfonic acid or derivatives
  • Furan
  • Heteroaromatic compound
  • Azole
  • Trihalomethane
  • Carboxamide group
  • Primary carboxylic acid amide
  • Oxacycle
  • Carboxylic acid derivative
  • Azacycle
  • Organoheterocyclic compound
  • Organosulfur compound
  • Alkyl fluoride
  • Organohalogen compound
  • Organobromide
  • Organic oxygen compound
  • Organofluoride
  • Hydrocarbon derivative
  • Halomethane
  • Organic nitrogen compound
  • Organic oxide
  • Organopnictogen compound
  • Alkyl halide
  • Organonitrogen compound
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
Pathways
NameSMPDB LinkKEGG Link
Saprisartan Action PathwaySMP0126015 Not Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.015 g/LALOGPS
logP5.89ALOGPS
logP3.35ChemAxon
logS-4.6ALOGPS
pKa (Strongest Acidic)2.27ChemAxon
pKa (Strongest Basic)5.18ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area120.22 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity137.15 m³·mol⁻¹ChemAxon
Polarizability54.2 ųChemAxon
Number of Rings5ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0lea-6500390000-e400299fe00d75260a2eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0110957000-a72ae38c2d41a4d60cf1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-0000900000-e332f5eb30820cdefa1bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ue9-9021500000-d8d9f1041ce1d4137815Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0730089000-195bd95c5056ce93a63fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-2900030000-9282f8ed9c687585fb9aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-001i-2900000000-5f1e68080baaa3c60966Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03dl-0000049000-098806be38c74fe6e127Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03dl-0500193000-b2db80631faac397478eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0019-0911550000-4a7fe929cb900032d68dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0100009000-b6ab27fdb52b44c0b1c0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-9000000000-2255eda51b844d32f5eeSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004u-6900341000-ddff270a833fd4e01ed8Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDB01347
HMDB IDHMDB0015437
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID54892
ChEBI ID198341
PubChem Compound ID60921
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General ReferencesNot Available