ChemSpider 2D Image | birabresib | C25H22ClN5O2S

birabresib

  • Molecular FormulaC25H22ClN5O2S
  • Average mass491.992 Da
  • Monoisotopic mass491.118286 Da
  • ChemSpider ID8112374

  • defined stereocentres - 1 of 1 defined stereocentres

More details:

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

(6S)-4-(4-chlorophenyl)-N-(4-hydroxyphenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepine-6-acetamide
(S)-2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)-N-(4-hydroxyphenyl)acetamide
2-[(6S)-4-(4-Chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl]-N-(4-hydroxyphenyl)acetamide [ACD/IUPAC Name]
2-[(6S)-4-(4-Chlorophényl)-2,3,9-triméthyl-6H-thiéno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazépin-6-yl]-N-(4-hydroxyphényl)acétamide [French] [ACD/IUPAC Name]
2-[(6S)-4-(4-Chlorphenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl]-N-(4-hydroxyphenyl)acetamid [German] [ACD/IUPAC Name]
202590-98-5 [RN]
6H-Thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepine-6-acetamide, 4-(4-chlorophenyl)-N-(4-hydroxyphenyl)-2,3,9-trimethyl-, (6S)- [ACD/Index Name]
birabresib [INN] [USAN] [Wiki]
birabresib [Spanish] [INN]
birabrésib [French] [INN]
More...

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

10407 [DBID]
PubChem Substance ID 329825761 [DBID]
  • Experimental Physico-chemical Properties
  • Miscellaneous

    • Bio Activity:

      BET bromodomain MedChem Express HY-15743
      BET bromodomain inhibitor (IC50 values are in the range 92 - 112 nM). Inhibits proliferation and induces apoptosis of leukemia cell lines in vitro. Decreases BRD2, BRD4 and c-MYC protein expression. Orally bioavailable. Tocris Bioscience 6181
      BET bromodomain inhibitor; orally bioavailable Tocris Bioscience 6181
      Bromodomains Tocris Bioscience 6181
      Cell Cycle/DNA Damage MedChem Express HY-15743
      Cell Cycle/DNA Damage; MedChem Express HY-15743
      Epigenetics Tocris Bioscience 6181
      OTX-015 is a new potent BRD2/3/4 inhibitor with evident anti-proliferative activity in several cell lines representative of mature B-cell tumors. MedChem Express
      OTX-015 is a new potent BRD2/3/4 inhibitor with evident anti-proliferative activity in several cell lines representative of mature B-cell tumors.; IC50 Value: 0.192 uM (DLBCL cell lines) [1]; Target: BET bromodomain; in vitro: OTX-015 demonstrated anti-proliferative activity in DLBCL cell lines (median IC50 0.192 uM). MedChem Express HY-15743
      OTX-015 is a new potent BRD2/3/4 inhibitor with evident anti-proliferative activity in several cell lines representative of mature B-cell tumors.;IC50 Value: 0.192 uM (DLBCL cell lines) [1];Target: BET bromodomain;In vitro: OTX-015 demonstrated anti-proliferative activity in DLBCL cell lines (median IC50 0.192 uM). Similar results were obtained on SMZL (median IC50 0.165 uM), and on MM cell lines (median IC50 0.449 uM). MCL cell lines appeared less sensitive to OTX-015 (median IC50 2.01 uM). Among DLBCL cell lines, there was no difference based upon the cell of origin of the cell lines. OTX-105 caused a cell cycle arrest in G1 in a dose-dependent manner in 5/5 DLBCL and 3/3 MM cell lines, without an increase in cell death [1].;In vivo: Clinical trial: A Phase I, Dose-finding Study of the Bromodomain (Brd) Inhibitor OTX-015 in Hematological Malignancies. Phase 1 MedChem Express HY-15743

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module, version: 14.00

Density: 1.5±0.1 g/cm3
Boiling Point:
Vapour Pressure:
Enthalpy of Vaporization:
Flash Point:
Index of Refraction: 1.730
Molar Refractivity: 134.8±0.5 cm3
#H bond acceptors: 7
#H bond donors: 2
#Freely Rotating Bonds: 4
#Rule of 5 Violations: 0
ACD/LogP: 3.42
ACD/LogD (pH 5.5): 3.51
ACD/BCF (pH 5.5): 275.09
ACD/KOC (pH 5.5): 1939.37
ACD/LogD (pH 7.4): 3.51
ACD/BCF (pH 7.4): 274.52
ACD/KOC (pH 7.4): 1935.33
Polar Surface Area: 121 Å2
Polarizability: 53.4±0.5 10-24cm3
Surface Tension: 56.7±7.0 dyne/cm
Molar Volume: 337.4±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) =  4.64

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  705.80  (Adapted Stein & Brown method)
    Melting Pt (deg C):  308.73  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  3.5E-018  (Modified Grain method)
    Subcooled liquid VP: 5.3E-015 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):  0.006839
       log Kow used: 4.64 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  0.019107 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   7.48E-023  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  3.313E-016 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  4.64  (KowWin est)
  Log Kaw used:  -20.515  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  25.155
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.8209
   Biowin2 (Non-Linear Model)     :   0.3403
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   1.6829  (recalcitrant)
   Biowin4 (Primary Survey Model) :   3.0121  (weeks       )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :  -0.3247
   Biowin6 (MITI Non-Linear Model):   0.0004
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -1.8730
 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):  7.07E-013 Pa (5.3E-015 mm Hg)
  Log Koa (Koawin est  ): 25.155
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  4.25E+006 
       Octanol/air (Koa) model:  3.51E+012 
   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 =  91.7166 E-12 cm3/molecule-sec
      Half-Life =     0.117 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     1.399 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Reaction With Nitrate Radicals May Be Important!
   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    :  5.114E+007
      Log Koc:  7.709 

 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 = 2.872 (BCF = 744)
       log Kow used: 4.64 (estimated)

 Volatilization from Water:
    Henry LC:  7.48E-023 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 1.736E+019  hours   (7.234E+017 days)
    Half-Life from Model Lake : 1.894E+020  hours   (7.892E+018 days)

 Removal In Wastewater Treatment:
    Total removal:              63.14  percent
    Total biodegradation:        0.57  percent
    Total sludge adsorption:    62.57  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       4.68e-008       2.8          1000       
   Water     3.42            4.32e+003    1000       
   Soil      89.3            8.64e+003    1000       
   Sediment  7.28            3.89e+004    0          
     Persistence Time: 8.77e+003 hr

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