ChemSpider 2D Image | Lopinavir | C37H48N4O5

Lopinavir

  • Molecular FormulaC37H48N4O5
  • Average mass628.801 Da
  • Monoisotopic mass628.362488 Da
  • ChemSpider ID83706

  • defined stereocentres - 4 of 4 defined stereocentres

More details:

Featured data source
The Merck Index Online

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

(2S)-N-[(1S,3S,4S)-1-Benzyl-4-{[(2,6-dimethylphenoxy)acetyl]amino}-3-hydroxy-5-phenylpentyl]-3-methyl-2-(2-oxotetrahydropyrimidin-1(2H)-yl)butanamid
(2S)-N-[(1S,3S,4S)-1-benzyl-4-{[(2,6-dimethylphenoxy)acetyl]amino}-3-hydroxy-5-phenylpentyl]-3-methyl-2-(2-oxotetrahydropyrimidin-1(2H)-yl)butanamide
(2S)-N-[(1S,3S,4S)-1-benzyl-4-{[(2,6-diméthylphénoxy)acétyl]amino}-3-hydroxy-5-phénylpentyl]-3-méthyl-2-(2-oxotétrahydropyrimidin-1(2H)-yl)butanamide
(2S)-N-[(2S,4S,5S)-5-{[(2,6-Dimethylphenoxy)acetyl]amino}-4-hydroxy-1,6-diphenyl-2-hexanyl]-3-methyl-2-(2-oxotetrahydro-1(2H)-pyrimidinyl)butanamid [German] [ACD/IUPAC Name]
(2S)-N-[(2S,4S,5S)-5-{[(2,6-Dimethylphenoxy)acetyl]amino}-4-hydroxy-1,6-diphenyl-2-hexanyl]-3-methyl-2-(2-oxotetrahydro-1(2H)-pyrimidinyl)butanamide [ACD/IUPAC Name]
(2S)-N-[(2S,4S,5S)-5-{[(2,6-Dimethylphenoxy)acetyl]amino}-4-hydroxy-1,6-diphenylhexan-2-yl]-3-methyl-2-(2-oxotetrahydropyrimidin-1(2H)-yl)butanamide
(2S)-N-[(2S,4S,5S)-5-{[2-(2,6-Diméthylphénoxy)acétyl]amino}-4-hydroxy-1,6-diphényl-2-hexanyl]-3-méthyl-2-(2-oxotétrahydro-1(2H)-pyrimidinyl)butanamide [French] [ACD/IUPAC Name]
(aS)-Tetrahydro-N-((aS)-a-((2S,3S)-2-hydroxy-4-phenyl-3-(2-(2,6-xylyloxy)acetamido)butyl)phenethyl)-a-isopropyl-2-oxo-1(2H)-pyrimidineacetamide
1(2H)-pyrimidineacetamide, N-[(1S,3S,4S)-4-[[(2,6-dimethylphenoxy)acetyl]amino]-3-hydroxy-5-phenyl-1-(phenylmethyl)pentyl]tetrahydro-α-(1-methylethyl)-2-oxo-, (αS)-
1(2H)-Pyrimidineacetamide, N-[(1S,3S,4S)-4-[[2-(2,6-dimethylphenoxy)acetyl]amino]-3-hydroxy-5-phenyl-1-(phenylmethyl)pentyl]tetrahydro-α-(1-methylethyl)-2-oxo-, (αS)- [ACD/Index Name]
More...

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

7798 [DBID]
A 157378 [DBID]
ABT 378 [DBID]
ABT-378 [DBID]
AIDS032937 [DBID]
AIDS-032937 [DBID]
C12871 [DBID]
D01425 [DBID]
RS-346 [DBID]
  • Experimental Physico-chemical Properties
  • Miscellaneous

    • Target Organs:

      HIV Protease Inhibitor TargetMol T1623

    • Chemical Class:

      A dicarboxylic acid amide in which a parent structure of amphetamine is substituted on nitrogen by a (2,6-dimethylphenoxy)acetyl group and on the carbon alpha to nitrogen by a (1<stereo>S</stereo>,3<s tereo>S</stereo>)-1-hydroxy-3-{[(2<stereo>S</stereo>)-3-methyl-2-(2-oxotetrahydropyrimidin-1(2<element>H</element>)-yl)butanoyl]amino}-4-phenylbutyl group. An antiretroviral of the protease inhibitor class. It is used against HIV infections as a fixed-dose combination with another protease inhibitor, ritonavir. ChEBI CHEBI:31781
      A dicarboxylic acid amide in which a parent structure of amphetamine is substituted on nitrogen by a (2,6-dimethylphenoxy)acetyl group and on the carbon alpha to nitrogen by a (1S,3S)-1-hydroxy-3-{[(2 S)-3-methyl-2-(2-oxotetrahydropyrimidin-1(2H)-yl)butanoyl]amino}-4-phenylbutyl group. An antiretroviral of the protease inhibitor class. It is used against HIV infections as a fixed-dose combination w ith another protease inhibitor, ritonavir. ChEBI https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:31781
      A dicarboxylic acid diamide that is amphetamine is substituted on nitrogen by a (2,6-dimethylphenoxy)acetyl group and on the carbon alpha- to nitrogen by a (1S,3S)-1-hydroxy-3-{[(2S)-3-methyl-2-(2-oxo tetrahydropyrimidin-1-yl)butanoyl]amino}-4-phenylbutyl group. An antiretroviral of the protease inhibitor class, it is used against HIV infections as a fixed-dose combination with another protease inh ibitor, ritonavir. ChEBI CHEBI:31781

    • Bio Activity:

      <p>Potent and selective HIV-1 protease inhibitor (EC<sub>50</sub> = 6.5 nM, against HIV cultured in peripheral blood mononuclear cells.</p> <p>More potent at inhibiting HIV-1 than ritonavir in vitro but shows poor bioavailability in vivo.</p> <p>Shows antiviral effect against SARS-CoV, MERS-CoV, and hCoV-229E in vitro, (mean EC<sub>50</sub> ranged from 6.6 to 17.1&micro;M). <p>Inhibits SARS-CoV-2 replication in vitro in Vero E6 cells (EC<sub>50</sub> = < 100&micro;M).</p> <p>Also acts as a potent ER stress inducer.</p> Hello Bio HB7108
      Anti-infection MedChem Express HY-14588
      Anti-infection; Metabolism/Protease; MedChem Express HY-14588
      HIV MedChem Express HY-14588
      HIV HIV Protease MedChem Express HY-14588
      HIV Protease;MRP1 TargetMol T1623
      Lopinavir is a potent HIV protease inhibitor with Ki of 1.3 pM. MedChem Express
      Lopinavir is a potent HIV protease inhibitor with Ki of 1.3 pM.; Target: HIV protease; Lopinavir is a potent inhibitor of Rh123 efflux in Caco-2 monolayers with IC50 of 1.7 mM. MedChem Express HY-14588
      Proteases/Proteasome; Microbiology & Virology TargetMol T1623

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

Density: 1.2±0.1 g/cm3
Boiling Point: 924.2±65.0 °C at 760 mmHg
Vapour Pressure: 0.0±0.3 mmHg at 25°C
Enthalpy of Vaporization: 140.8±3.0 kJ/mol
Flash Point: 512.7±34.3 °C
Index of Refraction: 1.577
Molar Refractivity: 179.2±0.3 cm3
#H bond acceptors: 9
#H bond donors: 4
#Freely Rotating Bonds: 15
#Rule of 5 Violations: 2
ACD/LogP: 6.26
ACD/LogD (pH 5.5): 5.24
ACD/BCF (pH 5.5): 5653.90
ACD/KOC (pH 5.5): 16885.85
ACD/LogD (pH 7.4): 5.24
ACD/BCF (pH 7.4): 5653.90
ACD/KOC (pH 7.4): 16885.85
Polar Surface Area: 120 Å2
Polarizability: 71.0±0.5 10-24cm3
Surface Tension: 49.5±3.0 dyne/cm
Molar Volume: 540.5±3.0 cm3

Click to predict properties on the Chemicalize site


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