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Identification
NamePipazethate
Accession NumberDB08796
TypeSmall Molecule
GroupsApproved
DescriptionA non-narcotic oral antitussive agent.
Structure
Thumb
Synonyms
Pipazetate
External Identifiers Not Available
Approved Prescription ProductsNot Available
Approved Generic Prescription ProductsNot Available
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International Brands
NameCompany
TheratussBristol-Myers Squibb
Brand mixturesNot Available
SaltsNot Available
Categories
UNIIM5EK1T5V2L
CAS number2167-85-3
WeightAverage: 399.507
Monoisotopic: 399.161662371
Chemical FormulaC21H25N3O3S
InChI KeyInChIKey=DTVJXCOMJLLMAK-UHFFFAOYSA-N
InChI
InChI=1S/C21H25N3O3S/c25-21(27-16-15-26-14-13-23-11-4-1-5-12-23)24-17-7-2-3-8-18(17)28-19-9-6-10-22-20(19)24/h2-3,6-10H,1,4-5,11-16H2
IUPAC Name
2-[2-(piperidin-1-yl)ethoxy]ethyl 9-thia-2,4-diazatricyclo[8.4.0.0³,⁸]tetradeca-1(14),3(8),4,6,10,12-hexaene-2-carboxylate
SMILES
O=C(OCCOCCN1CCCCC1)N1C2=CC=CC=C2SC2=C1N=CC=C2
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as diarylthioethers. These are organosulfur compounds containing a thioether group that is substituted by two aryl groups.
KingdomOrganic compounds
Super ClassOrganosulfur compounds
ClassThioethers
Sub ClassDiarylthioethers
Direct ParentDiarylthioethers
Alternative Parents
Substituents
  • Diarylthioether
  • Benzothiazine
  • Imidolactam
  • Benzenoid
  • Pyridine
  • Piperidine
  • Para-thiazine
  • Heteroaromatic compound
  • Tertiary aliphatic amine
  • Tertiary amine
  • Azacycle
  • Organoheterocyclic compound
  • Monocarboxylic acid or derivatives
  • Ether
  • Dialkyl ether
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Amine
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Pharmacology
IndicationFor the treatment of cough.
PharmacodynamicsAntitussive agents act centrally on the medullary cough center.
Mechanism of actionNot Available
Related Articles
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organisms
  • Humans and other mammals
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9935
Blood Brain Barrier+0.9889
Caco-2 permeable-0.5763
P-glycoprotein substrateSubstrate0.565
P-glycoprotein inhibitor IInhibitor0.8319
P-glycoprotein inhibitor IIInhibitor0.7211
Renal organic cation transporterNon-inhibitor0.6347
CYP450 2C9 substrateNon-substrate0.7316
CYP450 2D6 substrateNon-substrate0.6871
CYP450 3A4 substrateNon-substrate0.5906
CYP450 1A2 substrateInhibitor0.6103
CYP450 2C9 inhibitorInhibitor0.7532
CYP450 2D6 inhibitorNon-inhibitor0.8866
CYP450 2C19 inhibitorInhibitor0.6909
CYP450 3A4 inhibitorInhibitor0.6127
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.9385
Ames testNon AMES toxic0.7007
CarcinogenicityNon-carcinogens0.9406
BiodegradationNot ready biodegradable0.9886
Rat acute toxicity2.8837 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9363
hERG inhibition (predictor II)Inhibitor0.69
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0415 mg/mLALOGPS
logP3.4ALOGPS
logP3.77ChemAxon
logS-4ALOGPS
pKa (Strongest Basic)8.96ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area54.9 Å2ChemAxon
Rotatable Bond Count7ChemAxon
Refractivity111.43 m3·mol-1ChemAxon
Polarizability42.86 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Mass Spec (NIST)Not Available
Spectra
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, NegativeNot Available
References
Synthesis ReferenceNot Available
General ReferencesNot Available
External Links
ATC CodesR05DB11
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available
Comments
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Drug created on October 08, 2010 16:04 / Updated on August 17, 2016 12:24