ChemSpider 2D Image | Bevirimat | C36H56O6

Bevirimat

  • Molecular FormulaC36H56O6
  • Average mass584.826 Da
  • Monoisotopic mass584.407715 Da
  • ChemSpider ID403003

  • defined stereocentres - 10 of 10 defined stereocentres

More details:

Featured data source
The Merck Index Online

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

(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-[(3-carboxy-3,3-dimethylpropanoyl)oxy]-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-icosahydro-1H-cyclopenta[a]chrysene-3a-carboxylic acid
(3b)-3-(3-Carboxy-3-methyl-1-oxobutoxy)lup-20(29)-en-28-oic acid
(3β)-3-[(3-Carboxy-3-methylbutanoyl)oxy]lup-20(29)-en-28-oic acid [ACD/IUPAC Name]
(3β)-3-[(3-Carboxy-3-methylbutanoyl)oxy]lup-20(29)-en-28-säure [German] [ACD/IUPAC Name]
174022-42-5 [RN]
3-0-(3'-3'-Dimethylsuccinyl)betulinic acid
3-O-(3',3'-dimethylsuccinyl)betulinic acid
Acide (3β)-3-[(3-carboxy-3-méthylbutanoyl)oxy]lup-20(29)-én-28-oïque [French] [ACD/IUPAC Name]
bevirimat [Spanish] [INN]
Bevirimat [INN]
More...

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

8756 [DBID]
PA-457 [DBID]
AIDS028530 [DBID]
AIDS-028530 [DBID]
  • Experimental Physico-chemical Properties
  • Miscellaneous

    • Chemical Class:

      A pentacyclic triterpenoid obtained by the formal condensation of 2,2-dimethylsuccinic acid with the 3-hydroxy group of betulinic acid. It is isolated from the Chinese herb <ital>Syzygium claviflorum< /ital>. The first in the class of HIV-1 maturation inhibitors to be studied in humans, bevirimat was identified as a potent HIV drug candidate and several clinical trials were conducted, but developme nt into a new drug was plagued by numerous resistance-related problems. ChEBI https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:65484, CHEBI:65484
      A pentacyclic triterpenoid obtained by the formal condensation of 2,2-dimethylsuccinic acid with the 3-hydroxy group of betulinic acid. It is isolated from the Chinese herb Syzygium claviflorum. The f irst in the class of HIV-1 maturation inhibitors to be studied in humans, bevirimat was identified as a potent HIV drug candidate and several clinical trials were conducted, but development into a new drug was plagued by numerous resistance-related problems. ChEBI CHEBI:65484

    • Bio Activity:

      Anti-infection MedChem Express HY-N0842
      Anti-infection; MedChem Express HY-N0842
      Bevirimat(YK FH312; FH11327; MPC-4326) is an anti-HIV drug derived from a betulinic acid-like compound; is believed to inhibit HIV by a novel mechanism, so-called maturation inhibition. MedChem Express
      Bevirimat(YK FH312; FH11327; MPC-4326) is an anti-HIV drug derived from a betulinic acid-like compound; is believed to inhibit HIV by a novel mechanism, so-called maturation inhibition.; IC50 value:; Target: Anti-HIV; Like protease inhibitors, bevirimat and other maturation inhibitors interfere with protease processing of newly translated HIV polyprotein precursor, called gag. MedChem Express HY-N0842
      Bevirimat(YK FH312; FH11327; MPC-4326) is an anti-HIV drug derived from a betulinic acid-like compound; is believed to inhibit HIV by a novel mechanism, so-called maturation inhibition.;IC50 value:;Target: Anti-HIVLike protease inhibitors, bevirimat and other maturation inhibitors interfere with protease processing of newly translated HIV polyprotein precursor, called gag. Bevirimat prevents this viral replication by specifically inhibiting cleavage of the capsid protein (CA) from the SP1 spacer protein. MedChem Express HY-N0842
      HIV MedChem Express HY-N0842

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

Density: 1.1±0.1 g/cm3
Boiling Point: 662.7±40.0 °C at 760 mmHg
Vapour Pressure: 0.0±4.3 mmHg at 25°C
Enthalpy of Vaporization: 106.3±6.0 kJ/mol
Flash Point: 197.7±20.8 °C
Index of Refraction: 1.548
Molar Refractivity: 163.1±0.4 cm3
#H bond acceptors: 6
#H bond donors: 2
#Freely Rotating Bonds: 7
#Rule of 5 Violations: 2
ACD/LogP: 10.15
ACD/LogD (pH 5.5): 7.25
ACD/BCF (pH 5.5): 63233.77
ACD/KOC (pH 5.5): 25608.71
ACD/LogD (pH 7.4): 4.56
ACD/BCF (pH 7.4): 128.77
ACD/KOC (pH 7.4): 52.15
Polar Surface Area: 101 Å2
Polarizability: 64.7±0.5 10-24cm3
Surface Tension: 47.0±5.0 dyne/cm
Molar Volume: 514.0±5.0 cm3

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