ChemSpider 2D Image | Famciclovir | C14H19N5O4

Famciclovir

  • Molecular FormulaC14H19N5O4
  • Average mass321.332 Da
  • Monoisotopic mass321.143707 Da
  • ChemSpider ID3207

More details:



Featured data source



Validated by Experts, Validated by Users, Non-Validated, Removed by Users

1,3-Propanediol, 2-[2-(2-amino-9H-purin-9-yl)ethyl]-, diacetate (ester) [ACD/Index Name]
104227-87-4 [RN]
2-(Acetoxymethyl)-4-(2-amino-9H-purin-9-yl)butyl acetate [ACD/IUPAC Name]
2-(Acetoxymethyl)-4-(2-amino-9H-purin-9-yl)butyl-acetat [German] [ACD/IUPAC Name]
2-[(acetyloxy)methyl]-4-(2-amino-9H-purin-9-yl)butyl acetate (non-preferred name)
2-[(Acetyloxy)methyl]-4-(2-amino-9H-purin-9-yl)butylacetat
2-[2-(2-Amino-9H-purin-9-yl)ethyl]-1,3-propanediol Diacetate (Ester)
6438
9-[4-Acetoxy-3-(acetoxymethyl)but-1-yl]-2-aminopurine
Acétate de 2-(acétoxyméthyl)-4-(2-amino-9H-purin-9-yl)butyle [French] [ACD/IUPAC Name]
More...

Validated by Experts, Validated by Users, Non-Validated, Removed by Users

. [DBID]
AIDS070969 [DBID]
AIDS-070969 [DBID]
BRL 42810 [DBID]
BRL-42810 [DBID]
D00317 [DBID]
KBio2_000946 [DBID]
KBio2_003514 [DBID]
KBio2_006082 [DBID]
KBio3_002709 [DBID]
More...
  • Experimental Physico-chemical Properties
  • Miscellaneous
    • Safety:

      IRRITANT Matrix Scientific 093889
      J05AB09 Wikidata Q420186
      None LKT Labs [F0048]
      S01AD07 Wikidata Q420186
    • Target Organs:

      Antiviral TargetMol T1646
    • Chemical Class:

      2-Amino-9<element>H</element>-purine in which the hydrogen at position 9 is substituted by a 4-acetoxy-3-(acetoxymethyl)but-1-yl group. A prodrug of the antiviral penciclovir, it is used for the treat ment of acute herpes zoster (shingles), for the treatment or suppression of recurrent genital herpes in immunocompetent patients and for the treatment of recurrent mucocutaneous herpes simplex infecti ons in HIV infected patients. ChEBI CHEBI:4974
    • Drug Status:

      approved BIONET-Key Organics KS-5020
    • Compound Source:

      synthetic Microsource [01505201]
    • Bio Activity:

      Anti-infection MedChem Express HY-17426
      Anti-infection; MedChem Express HY-17426
      Antiviral drug; Zerenex Molecular [ZBioX-0034]
      DNA Damage/DNA Repair;Microbiology & Virology TargetMol T1646
      Famciclovir(BRL 42810) is a guanine analogue antiviral drug used for the treatment of various herpesvirus infections. MedChem Express
      Famciclovir(BRL 42810) is a guanine analogue antiviral drug used for the treatment of various herpesvirus infections.; IC50 Value: Refer to penciclovir; Target: HSV; Famciclovir is the diacetyl 6-deoxy analog of the active antiviral compound penciclovir with potential use in the treatment of infections caused by the herpes family of viruses [1]. MedChem Express HY-17426
      Famciclovir(BRL 42810) is a guanine analogue antiviral drug used for the treatment of various herpesvirus infections.;IC50 Value: Refer to penciclovir;Target: HSVFamciclovir is the diacetyl 6-deoxy analog of the active antiviral compound penciclovir with potential use in the treatment of infections caused by the herpes family of viruses [1]. Famciclovir, a synthetic acyclic guanine derivative, is a prodrug which, after oral administration, is rapidly metabolised to the highly bioavailable antiviral compound penciclovir [2].;In vitro: Famciclovir induced rapid, dose-dependent suppression of viral replication and reduction in alanine aminotransferase (ALT), with greatest efficacy in the 500-mg tid treatment group. HBV DNA reduction was maintained throughout the treatment period. ALT also steadily declined during the treatment period [3]. ;In vivo: In rat, following dosing at 40 mg/kg, famciclovir was rapidly and extensively metabolized to the active antiviral compound penciclovir MedChem Express HY-17426
      HSV MedChem Express HY-17426
      HSV;DNA polymerase TargetMol T1646
  • Gas Chromatography

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

Density: 1.4±0.1 g/cm3
Boiling Point: 550.2±60.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.5 mmHg at 25°C
Enthalpy of Vaporization: 83.0±3.0 kJ/mol
Flash Point: 286.6±32.9 °C
Index of Refraction: 1.628
Molar Refractivity: 81.1±0.5 cm3
#H bond acceptors: 9
#H bond donors: 2
#Freely Rotating Bonds: 9
#Rule of 5 Violations: 0
ACD/LogP: -0.67
ACD/LogD (pH 5.5): 0.23
ACD/BCF (pH 5.5): 1.00
ACD/KOC (pH 5.5): 31.14
ACD/LogD (pH 7.4): 0.26
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 32.97
Polar Surface Area: 122 Å2
Polarizability: 32.2±0.5 10-24cm3
Surface Tension: 54.4±7.0 dyne/cm
Molar Volume: 228.5±7.0 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) =  0.64

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  480.72  (Adapted Stein & Brown method)
    Melting Pt (deg C):  202.00  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  1.13E-009  (Modified Grain method)
    Subcooled liquid VP: 8.4E-008 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):  2608
       log Kow used: 0.64 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  12197 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   9.35E-014  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  1.832E-013 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  0.64  (KowWin est)
  Log Kaw used:  -11.418  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  12.058
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.7092
   Biowin2 (Non-Linear Model)     :   0.9910
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.6345  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.7337  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.4502
   Biowin6 (MITI Non-Linear Model):   0.2337
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.4901
 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):  1.12E-005 Pa (8.4E-008 mm Hg)
  Log Koa (Koawin est  ): 12.058
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.268 
       Octanol/air (Koa) model:  0.281 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.906 
       Mackay model           :  0.955 
       Octanol/air (Koa) model:  0.957 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 209.9325 E-12 cm3/molecule-sec
      Half-Life =     0.051 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     0.611 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Fraction sorbed to airborne particulates (phi): 0.931 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  79.28
      Log Koc:  1.899 

 Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]:
  Total Kb for pH > 8 at 25 deg C :  1.317E-001  L/mol-sec
  Kb Half-Life at pH 8:      60.891  days   
  Kb Half-Life at pH 7:       1.667  years  

 Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
   Log BCF from regression-based method = 0.500 (BCF = 3.162)
       log Kow used: 0.64 (estimated)

 Volatilization from Water:
    Henry LC:  9.35E-014 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 1.122E+010  hours   (4.677E+008 days)
    Half-Life from Model Lake : 1.225E+011  hours   (5.102E+009 days)

 Removal In Wastewater Treatment:
    Total removal:               1.86  percent
    Total biodegradation:        0.09  percent
    Total sludge adsorption:     1.77  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       1.91e-005       1.22         1000       
   Water     43.7            900          1000       
   Soil      56.3            1.8e+003     1000       
   Sediment  0.0874          8.1e+003     0          
     Persistence Time: 1.01e+003 hr




                    

Click to predict properties on the Chemicalize site





Feedback Form