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Inherent Properties, Identifiers and References
ChemSpider ID: 180937
Empirical Formula: C22H35NO2
Molecular Weight: 345.5188
Nominal Mass: 345 Da
Average Mass: 345.5188 Da
Monoisotopic Mass: 345.266779 Da
Quick Links: Permalink Similar Isomers
Systematic Name: 1-cyclohexyl-4-[ethyl-[(1S)-2-(4-methoxyphenyl)-1-methyl-ethyl]am​ino]butan-1-one
SMILES: O=C(CCCN([C@@H](C)Cc1ccc(OC)cc1)CC)C2CCCCC2
InChI: InChI=1/C22H35NO2/c1-4-23(16-8-11-22(24)20-9-6-5-7-10-20)18(2)17-​19-12-14-21(25-3)15-13-19/h12-15,18,20H,4-11,16-17H2,1-3H3/t18-/m​0/s1
InChIKey: WAVYHSURRZBQKO-SFHVURJKBT
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Names and Synonyms

Validated by Experts, Validated by Users, Non-Validated, Removed by Users, Redirected by Users, Redirect Approved by Experts

(+)-(S)-1​-Cyclohex​yl-4-(eth​yl-(p-met​hoxy-a-me​thylphene​thyl)amin​o)-1-buta​none

1-Cyclohe​xyl-4-(et​hyl((1S)-​2-(4-meth​oxyphenyl​)-1-methy​lethyl)am​ino)butan​-1-one

90237-04-0 [RN]

Dexsecove​rine

Dexsecove​rine [INN]

Dexsecove​rinum

(Details...) Predicted Properties
LogP: ACD/LogP: 4.86
XLogP: 4.80
# of Rule of 5 Violations: 0
ACD/LogD (pH 5.5): ACD/LogD (pH 7.4):
ACD/BCF (pH 5.5): ACD/BCF (pH 7.4):
ACD/KOC (pH 5.5): ACD/KOC (pH 7.4):
#H bond acceptors: 3 #H bond donors: 0
#Freely Rotating Bonds: 10 Polar Surface Area: 29.54 Å2
Index of Refraction: 1.514 Molar Refractivity: 104.15 cm3
Molar Volume: 345.5 cm3 Polarizability: 41.28 10-24cm3
Surface Tension: 38.5 dyne/cm Density: 0.999 g/cm3
Flash Point: 239.1 °C Enthalpy of Vaporization: 73.46 kJ/mol
Boiling Point: 471.8 °C at 760 mmHg Vapour Pressure: 4.51E-09 mmHg at 25°C
            
 Log Octanol-Water Partition Coef (SRC):
    Log Kow (KOWWIN v1.67 estimate) =  5.19

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  416.32  (Adapted Stein & Brown method)
    Melting Pt (deg C):  153.11  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  1.64E-007  (Modified Grain method)
    Subcooled liquid VP: 3.32E-006 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):  2.488
       log Kow used: 5.19 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  1.6717 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   8.80E-010  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  2.997E-008 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  5.19  (KowWin est)
  Log Kaw used:  -7.444  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  12.634
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.5712
   Biowin2 (Non-Linear Model)     :   0.1483
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.0253  (months      )
   Biowin4 (Primary Survey Model) :   3.0476  (weeks       )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.1488
   Biowin6 (MITI Non-Linear Model):   0.0453
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -1.8174
 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):  0.000443 Pa (3.32E-006 mm Hg)
  Log Koa (Koawin est  ): 12.634
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.00678 
       Octanol/air (Koa) model:  1.06 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.197 
       Mackay model           :  0.352 
       Octanol/air (Koa) model:  0.988 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 156.8168 E-12 cm3/molecule-sec
      Half-Life =     0.068 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     0.818 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Fraction sorbed to airborne particulates (phi): 0.274 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  6.488E+004
      Log Koc:  4.812 

 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 = 3.295 (BCF = 1974)
       log Kow used: 5.19 (estimated)

 Volatilization from Water:
    Henry LC:  8.8E-010 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 1.237E+006  hours   (5.153E+004 days)
    Half-Life from Model Lake : 1.349E+007  hours   (5.622E+005 days)

 Removal In Wastewater Treatment:
    Total removal:              82.88  percent
    Total biodegradation:        0.71  percent
    Total sludge adsorption:    82.17  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       0.00365         1.64         1000       
   Water     5.63            1.44e+003    1000       
   Soil      68.5            2.88e+003    1000       
   Sediment  25.8            1.3e+004     0          
     Persistence Time: 3.53e+003 hr




        
Descriptors: 0, 0, 0, 0, 0, 0, 0, 4, 0, 0, 0, 0, 28, 4, 3, 0, 6, 0, 1, 2, 0, 0, 0, 0
CategoryTargetPDB CodeLASSO Score
MetalloenzymesACE, angiotensin-converting enzyme;1o860.03
Other EnzymesAChE, acetylcholinesterase;1eve0.00
MetalloenzymesADA, adenosine deaminase;1stw0.00
Other EnzymesALR2, aldose reductase;1ah30.00
Other EnzymesAmpC, AmpC beta-lactamase;1xgj0.00
Nuclear Hormone ReceptorsAR, androgen receptor;1xq20.41
KinasesCDK2, cyclindependent kinase 2;1ckp0.00
MetalloenzymesCOMT, catechol O-methyltransferase;1h1d0.00
Other EnzymesCOX-1, cyclooxygenase-1;1p4g0.00
Other Enzymescyclooxygenase-21cx20.00
Folate EnzymesDHFR, dihydrofolate reductase;3dfr0.00
KinasesEGFr, epidermal growth factor receptor;1m170.00
Nuclear Hormone ReceptorsER, estrogen receptor; agonist1l2i0.00
Nuclear Hormone ReceptorsER, estrogen receptor; antagonist3ert0.01
KinasesFGFr1, fibroblast growth factor receptor kinase;1agw0.00
Serine ProteasesFXa, factor Xa;1f0r0.00
Folate EnzymesGART, glycinamide ribonucleotide transformylase;1c2t0.00
Other EnzymesGPB, glycogen phosphorylase â;1a8i0.00
Nuclear Hormone ReceptorsGR, glucocorticoid receptor;1m2z0.10
Other EnzymesHIVPR, HIV protease;1hpx0.01
Other EnzymesHIVRT, HIV reverse transcriptase;1rt10.00
Other EnzymesHMGR, hydroxymethylglutaryl-CoA reductase;1hw80.01
KinasesHSP90, human heat shock protein 90;1uy60.00
Other EnzymesInhA, enoyl ACP reductase;1p440.02
Nuclear Hormone ReceptorsMR, mineralocorticoid receptor;2aa20.01
Other EnzymesNA, neuraminidase;1a4g0.00
KinasesP38 MAP, P38 mitogen activated protein;1kv20.00
Other EnzymesPARP, poly(ADP-ribose) polymerase;1efy0.01
MetalloenzymesPDE5, phosphodiesterase 5;1xp00.01
KinasesPDGFrb, platelet derived growth factor receptor kinase;0.00
Other EnzymesPNP, purine nucleoside phosphorylase;1b8o0.00
Nuclear Hormone ReceptorsPPARg, peroxisome proliferator activated receptor ç;1fm90.03
Nuclear Hormone ReceptorsPR, progesterone receptor;1sr70.00
Nuclear Hormone ReceptorsRXRa, retinoic X receptor R;1mvc0.03
Other EnzymesSAHH, S-adenosyl-homocysteine hydrolase;1a7a0.00
KinasesSRC, tyrosine kinase SRC;2src0.01
Serine ProteasesThrombin1ba80.01
KinasesTK, thymidine kinase;1kim0.00
Serine ProteasesTrypsin1bju0.00
KinasesVEGFr2, vascular endothelial growth factor receptor;1vr20.00