Omeprazole C17H19N3O3S structure

Flashcard maker : Lily Taylor

C17H19N3O3S structure
Molecular Formula C17H19N3O3S
Average mass 345.416 Da
Density 1.4±0.1 g/cm3
Boiling Point 600.0±60.0 °C at 760 mmHg
Flash Point 316.7±32.9 °C
Molar Refractivity 94.0±0.4 cm3
Polarizability 37.3±0.5 10-24cm3
Surface Tension 75.2±5.0 dyne/cm
Molar Volume 251.9±5.0 cm3
  • Experimental data
  • Predicted – ACD/Labs
  • Predicted – EPISuite
  • Predicted – ChemAxon
  • Predicted – Mcule
  • Experimental Physico-chemical Properties
    • Experimental Melting Point:

      156 °C LKT Labs
      [O4917]
      155 °C Jean-Claude Bradley Open Melting Point Dataset 16604, 16848
      156 °C Jean-Claude Bradley Open Melting Point Dataset 13015, 16604, 16848, 17323, 21687, 8870
      148-150 °C (Decomposes) LabNetwork LN00392890
    • Experimental LogP:

      2.173 Vitas-M STK623746
    • Experimental Solubility:

      10 mM in DMSO MedChem Express HY-B0113
      DMSO 69 mg/Ml; Water <1 mg/mL; Ethanol 13 mg/mL MedChem Express HY-B0113
      Soluble in ethanol or methanol. Slightly soluble in acetone, isopropanol, or water. LKT Labs
      [O4917]
      Soluble to 50 mM in 1eq. HCl and to 100 mM in DMSO Tocris Bioscience 2583
  • Miscellaneous
    • Safety:

      H315 H319 H335 LKT Labs
      [O4917]
      R36/37/38 LKT Labs
      [O4917]
      Xi Abblis Chemicals AB1009257
      Xi LKT Labs
      [O4917]
    • Target Organs:

      Proton Pump inhibitor; Autophagy activator TargetMol T0757
    • Drug Status:

      approved BIONET-Key Organics HS-0055
    • Compound Source:

      synthetic; H-168/68 Microsource
      [01505693]
    • Bio Activity:

      Antiulcer agent Zerenex Molecular
      [ZBioX-0726]
      ATPase Tocris Bioscience 2583
      ATPases/GTPases Tocris Bioscience 2583
      Enzymes Tocris Bioscience 2583
      H+,K+-ATPase inhibitor Tocris Bioscience 2583
      H+,K+-ATPase inhibitor (IC50 = 5.8 ?M) that displays antisecretory and antiulcer activity. Inhibits gastric acid secretion (IC50 = 0.16 ?M for histamine-induced acid formation) and reduces gastric les
      ion formation induced by a variety of ulcerative stimuli. Antibacteral against Helicobacter pylori in vitro. Also inhibits CYP2C19, CYP2C9 and CYP3A (Ki values are 3.1, 40.1 and 84.4 ?M respectively)
      and blocks swelling-dependent chloride channels (ICIswell). Tocris Bioscience 2583
      H+,K+-ATPase inhibitor (IC50 = 5.8 ?M) that displays antisecretory and antiulcer activity. Inhibits gastric acid secretion (IC50 = 0.16 ?M for histamine-induced acid formation) and reduces gastric lesion formation induced by a variety of ulcerative stimuli. Antibacteral against Helicobacter pylori in vitro. Also inhibits CYP2C19, CYP2C9 and CYP3A (Ki values are 3.1, 40.1 and 84.4 ?M respectively) and blocks swelling-dependent chloride channels (ICIswell). Tocris Bioscience 2583
      Membrane Tranporter/Ion Channel MedChem Express HY-B0113
      Membrane Tranporter/Ion Channel; MedChem Express HY-B0113
      Membrane Transporter/Ion Channel; Ubiquitination TargetMol T0757
      Omeprazole(Prilosec) is a proton pump inhibitor used in the treatment of dyspepsia. MedChem Express
      Omeprazole(Prilosec) is a proton pump inhibitor used in the treatment of dyspepsia.; Target: Proton Pump; Omeprazole is a proton pump inhibitor used in the treatment of dyspepsia, peptic ulcer disease, gastroesophageal reflux disease, laryngopharyngeal reflux, and Zollinger-Ellison syndrome. MedChem Express HY-B0113
      Omeprazole(Prilosec) is a proton pump inhibitor used in the treatment of dyspepsia.;Target: Proton PumpOmeprazole is a proton pump inhibitor used in the treatment of dyspepsia, peptic ulcer disease, gastroesophageal reflux disease, laryngopharyngeal reflux, and Zollinger-Ellison syndrome. Omeprazole virtually eliminated intragastric acidity in all patients: the median 24 hour intragastric pH rose from 1.4 to 5.3 and the mean hourly hydrogen ion activity fell from 38.50 to 1.95 mmol(mEq)/1 (p less than 0.001). This inhibition of 24 hour intragastric acidity is more profound than that previously reported with either cimetidine 1 g daily or ranitidine 300 mg daily [1]. The pharmacokinetics of omeprazole were studied in a group of healthy male subjects after single and repeated oral doses of 30 and 60 mg. Absorption of omeprazole from its enteric-coated formulation was unpredictable. There was a highly significant increase in the area under the plasma concentration time curve (AUC) aft MedChem Express HY-B0113
      Proton Pump MedChem Express HY-B0113
      Proton Pump ;Autophagy TargetMol T0757
  • Gas Chromatography
    • Retention Index (Kovats):

      3104 (estimated with error: 89) NIST Spectra mainlib_335270

Predicted data is generated using the ACD/Labs Percepta Platform – PhysChem Module

Density: 1.4±0.1 g/cm3
Boiling Point: 600.0±60.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.7 mmHg at 25°C
Enthalpy of Vaporization: 89.3±3.0 kJ/mol
Flash Point: 316.7±32.9 °C
Index of Refraction: 1.669
Molar Refractivity: 94.0±0.4 cm3
#H bond acceptors: 6
#H bond donors: 1
#Freely Rotating Bonds: 5
#Rule of 5 Violations: 0
ACD/LogP: 2.17
ACD/LogD (pH 5.5): 2.03
ACD/BCF (pH 5.5): 19.74
ACD/KOC (pH 5.5): 282.21
ACD/LogD (pH 7.4): 2.08
ACD/BCF (pH 7.4): 22.48
ACD/KOC (pH 7.4): 321.33
Polar Surface Area: 96 Å2
Polarizability: 37.3±0.5 10-24cm3
Surface Tension: 75.2±5.0 dyne/cm
Molar Volume: 251.9±5.0 cm3

Predicted data is generated using the US Environmental Protection Agency’s EPISuite™

 
 Log Octanol-Water Partition Coef (SRC):
 Log Kow (KOWWIN v1.67 estimate) = 3.40
 Log Kow (Exper. database match) = 2.23
 Exper. Ref: Sangster (1994)

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
 Boiling Pt (deg C): 579.37 (Adapted Stein & Brown method)
 Melting Pt (deg C): 249.67 (Mean or Weighted MP)
 VP(mm Hg,25 deg C): 1.16E-011 (Modified Grain method)
 MP (exp database): 156 deg C
 Subcooled liquid VP: 2.54E-010 mm Hg (25 deg C, Mod-Grain method)

 Water Solubility Estimate from Log Kow (WSKOW v1.41):
 Water Solubility at 25 deg C (mg/L): 82.28
 log Kow used: 2.23 (expkow database)
 no-melting pt equation used

 Water Sol Estimate from Fragments:
 Wat Sol (v1.01 est) = 14414 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
 Class(es) found:
 Imidazoles

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
 Bond Method : 3.04E-019 atm-m3/mole
 Group Method: Incomplete
 Henrys LC [VP/WSol estimate using EPI values]: 6.408E-014 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
 Log Kow used: 2.23 (exp database)
 Log Kaw used: -16.906 (HenryWin est)
 Log Koa (KOAWIN v1.10 estimate): 19.136
 Log Koa (experimental database): None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
 Biowin1 (Linear Model) : 0.8017
 Biowin2 (Non-Linear Model) : 0.8925
 Expert Survey Biodegradation Results:
 Biowin3 (Ultimate Survey Model): 1.9557 (months )
 Biowin4 (Primary Survey Model) : 3.3478 (days-weeks )
 MITI Biodegradation Probability:
 Biowin5 (MITI Linear Model) : 0.1024
 Biowin6 (MITI Non-Linear Model): 0.0140
 Anaerobic Biodegradation Probability:
 Biowin7 (Anaerobic Linear Model): 0.5414
 Ready Biodegradability Prediction: NO

Hydrocarbon Biodegradation (BioHCwin v1.01):
 Structure incompatible with current estimation method!

 Sorption to aerosols (25 Dec C)[AEROWIN v1.00]:
 Vapor pressure (liquid/subcooled): 3.39E-008 Pa (2.54E-010 mm Hg)
 Log Koa (Koawin est ): 19.136
 Kp (particle/gas partition coef. (m3/ug)):
 Mackay model : 88.6 
 Octanol/air (Koa) model: 3.36E+006 
 Fraction sorbed to airborne particulates (phi):
 Junge-Pankow model : 1 
 Mackay model : 1 
 Octanol/air (Koa) model: 1 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
 Hydroxyl Radicals Reaction:
 OVERALL OH Rate Constant = 95.6462 E-12 cm3/molecule-sec
 Half-Life = 0.112 Days (12-hr day; 1.5E6 OH/cm3)
 Half-Life = 1.342 Hrs
 Ozone Reaction:
 No Ozone Reaction Estimation
 Fraction sorbed to airborne particulates (phi): 1 (Junge,Mackay)
 Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
 Koc : 4000
 Log Koc: 3.602 

 Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]:
 Rate constants can NOT be estimated for this structure!

 Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
 Log BCF from regression-based method = 1.017 (BCF = 10.4)
 log Kow used: 2.23 (expkow database)

 Volatilization from Water:
 Henry LC: 3.04E-019 atm-m3/mole (estimated by Bond SAR Method)
 Half-Life from Model River: 3.579E+015 hours (1.491E+014 days)
 Half-Life from Model Lake : 3.905E+016 hours (1.627E+015 days)

 Removal In Wastewater Treatment:
 Total removal: 2.52 percent
 Total biodegradation: 0.10 percent
 Total sludge adsorption: 2.42 percent
 Total to Air: 0.00 percent
 (using 10000 hr Bio P,A,S)

 Level III Fugacity Model:
 Mass Amount Half-Life Emissions
 (percent) (hr) (kg/hr)
 Air 9.12e-010 2.68 1000 
 Water 18.6 1.44e+003 1000 
 Soil 81.3 2.88e+003 1000 
 Sediment 0.101 1.3e+004 0 
 Persistence Time: 2.12e+003 hr




 

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