Page last updated: 2024-11-06

palinavir

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Cross-References

ID SourceID
PubMed CID72981
CHEMBL ID13134
CHEBI ID177549
SCHEMBL ID6796
MeSH IDM0278989

Synonyms (32)

Synonym
n-((1s)-1-(((1s,2r)-1-benzyl-3-((2s,4r)-2-(tert-butylcarbamoyl)-4-(4-pyridylmethoxy)piperidino)-2-hydroxypropyl)carbamoyl)-2-methylpropyl)quinaldamide
n-(1-(((3-(2-(((1,1-dimethylethyl)amino)carbonyl)-4-((4-pyridinylmethyl)oxy)-1-piperidinyl)-2-hydroxy-1-(phenylmethyl)propyl)amino)carbonyl)-2-methylpropyl)-2-quinolinecarboxamide
chembl13134 ,
(2s,4r)-n-tert-butyl-1-[(2r,3s)-2-hydroxy-3-[(2s)-3-methyl-2-(quinolin-2-ylformamido)butanamido]-4-phenylbutyl]-4-(pyridin-4-ylmethoxy)piperidine-2-carboxamide
bdbm729
n-[(2s)-1-[[(2s,3r)-4-[(2s,4r)-2-(tert-butylcarbamoyl)-4-(pyridin-4-ylmethoxy)piperidin-1-yl]-3-hydroxy-1-phenylbutan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]quinoline-2-carboxamide
CHEBI:177549
palinavir (usan/inn)
D03840
n-[1(s)-[[[3-[2(s)-[[(1,1-dimethylethyl)amino]carbonyl]-4(r)-[(4-pyridinylmethyl)oxy]-1-piperidinyl]-2(r)-hydroxy-1(s)-(phenylmethyl)propyl]amino]carbonyl]-2-methylpropyl]-2-quinolinecarboxamide
bila 2011 bs
palinavir
bila-2011
n-[(1s)-1-[[(1s,2r)-1-benzyl-3-[(2s,4r)-2-(tert-butylcarbamoyl)-4-(4-pyridylmethoxy)-1-piperidyl]-2-hydroxy-propyl]carbamoyl]-2-methyl-propyl]quinoline-2-carboxamide
154612-39-2
bila-2011-bs
n-[(1s)-1-[[(1s,2r)-1-benzyl-3-[(2s,4r)-2-(tert-butylcarbamoyl)-4-(4-pyridylmethoxy)piperidino]-2-hydroxypropyl]carbamoyl]-2-methylpropyl]quinaldamide
(2s-(1(1r*(r*),2s*),2alpha,4alpha))-n-(1-(((3-(2-(((1,1-dimethylethyl)amino)carbonyl)-4-(4-pyridinylmethoxy)-1-piperidinyl)-2-hydroxy-1-(phenylmethyl)propyl)amino)carbonyl)-2-methylpropyl)-2-quinolinecarboxamide
2-quinolinecarboxamide, n-(1-(((3-(2-(((1,1-dimethylethyl)amino)carbonyl)-4-(4-pyridinylmethoxy)-1-piperidinyl)-2-hydroxy-1-(phenylmethyl)propyl)amino)carbonyl)-2-methylpropyl)-, (2s-(1(1r*(r*),2s*),2alpha,4alpha))-
unii-632s1wu9z2
632s1wu9z2 ,
n-(1-(((3-(2-(((1,1-dimethylethyl)amino)carbonyl)-4-(4-pyridinylmethoxy)-1-piperidinyl)-2-hydroxy-1-(phenylmethyl)propyl)amino)carbonyl)-2-methylpropyl)-2-quinolinecarboxamide (2s-(1(1r*(r*),2s*),2alpha,4alpha))-
palinavir [usan:inn]
2-quinolinecarboxamide, n-(1-(((3-(2-(((1,1-dimethylethyl)amino)carbonyl)-4-(4-pyridinylmethoxy)-1-piperidinyl)-2-hydroxy-1-(phenylmethyl)propyl)amino)carbonyl)-2-methylpropyl)-(2s-(1(1r*(r*),2s*),2alpha,4alpha))-
SCHEMBL6796
palinavir [inn]
2-quinolinecarboxamide, n-(1-(((3-(2-(((1,1-dimethylethyl)amino)carbonyl)-4-(4-pyridinylmethoxy)-1-piperidinyl)-2-hydroxy-1-(phenylmethyl)propyl)amino)carbonyl)-2-methylpropyl)-(2s-(1(1r*(r*),2s*),2.alpha.,4.alpha.))-
palinavir [usan]
bila-2011 bs
DTXSID30165676
Q27263549
AKOS040749115

Research Excerpts

Overview

Palinavir is a potent inhibitor of the human immunodeficiency virus type 1 and type 2 (HIV-2) proteases.

ExcerptReferenceRelevance
"Palinavir is a potent inhibitor of the human immunodeficiency virus type 1 (HIV-1) and type 2 (HIV-2) proteases. "( Antiviral properties of palinavir, a potent inhibitor of the human immunodeficiency virus type 1 protease.
Anderson, PC; Bourgon, L; Clouette, C; Cohen, E; Croteau, G; Lamarre, D; Pargellis, C; Thibeault, D; Vaillancourt, M; Wardrop, E; Yoakim, C, 1997
)
2.05

Bioavailability

ExcerptReferenceRelevance
" This series of inhibitors was found to exhibit poor bioavailability (< 10%) in the rat, following oral administration."( Potent HIV protease inhibitors containing a novel (hydroxyethyl)amide isostere.
Abraham, A; Anderson, PC; Beaulieu, PL; Bogri, T; Bousquet, Y; Croteau, G; Guse, I; Lamarre, D; Liard, F; Paris, W; Pav, S; Thibeault, D; Tong, L; Wernic, D, 1997
)
0.3
" One of the most promising members in this series (compound 27, BILA 2185 BS) exhibited a favorable overall pharmacokinetic profile, with 61% apparent oral bioavailability in rat."( 2',6'-Dimethylphenoxyacetyl: a new achiral high affinity P(3)-P(2) ligand for peptidomimetic-based HIV protease inhibitors.
Anderson, PC; Beaulieu, PL; Cameron, DR; Croteau, G; Gorys, V; Grand-MaƮtre, C; Lamarre, D; Liard, F; Paris, W; Pav, S; Plamondon, L; Soucy, F; Thibeault, D; Tong, L; Wernic, D; Yoakim, C, 2000
)
0.31
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
N-acyl-amino acidA carboxamide resulting from the formal condensation of a carboxylic acid with the amino group of an amino acid.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (4)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Gag-Pol polyproteinHuman immunodeficiency virus type 2 (ISOLATE ROD)Ki0.00010.00000.07851.0000AID1795267
Gag-Pol polyproteinHuman immunodeficiency virus type 1 (NEW YORK-5 ISOLATE)Ki0.00010.00000.12203.1000AID1795267
Genome polyprotein Human rhinovirus sp.IC50 (µMol)0.01000.00052.98388.2000AID160800
Genome polyprotein Human rhinovirus sp.Ki0.00010.00010.01650.1000AID161875; AID163461
Protease Human immunodeficiency virus 1IC50 (µMol)0.00600.00010.22487.3200AID162517; AID162518; AID162528
Protease Human immunodeficiency virus 1Ki0.00000.00000.04433.1000AID160272; AID160618
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (21)

Assay IDTitleYearJournalArticle
AID81097Antiviral activity against HIV-1 protease2000Journal of medicinal chemistry, Feb-10, Volume: 43, Issue:3
Protease inhibitors: current status and future prospects.
AID44645Inhibitory concentration against HIV-1 strain 111B in acutely infected C8166 T cells1997Journal of medicinal chemistry, Jul-04, Volume: 40, Issue:14
Potent HIV protease inhibitors containing a novel (hydroxyethyl)amide isostere.
AID83116Antiviral activity against HIV-1 protease2000Journal of medicinal chemistry, Feb-10, Volume: 43, Issue:3
Protease inhibitors: current status and future prospects.
AID162518The inhibitory concentration was evaluated for viral strains HIV-2 ROD using a HIV protease HPLC based assay. 2000Journal of medicinal chemistry, Mar-23, Volume: 43, Issue:6
2',6'-Dimethylphenoxyacetyl: a new achiral high affinity P(3)-P(2) ligand for peptidomimetic-based HIV protease inhibitors.
AID160618binding affinity against HIV-1 111B strain in protease1997Journal of medicinal chemistry, Jul-04, Volume: 40, Issue:14
Potent HIV protease inhibitors containing a novel (hydroxyethyl)amide isostere.
AID161875Binding affinity against HIV-1 protease. 2000Journal of medicinal chemistry, Feb-10, Volume: 43, Issue:3
Protease inhibitors: current status and future prospects.
AID160272Binding affinity against HIV-1 protease. 2000Journal of medicinal chemistry, Feb-10, Volume: 43, Issue:3
Protease inhibitors: current status and future prospects.
AID29461Bioavailability in rat2000Journal of medicinal chemistry, Feb-10, Volume: 43, Issue:3
Protease inhibitors: current status and future prospects.
AID30208Plasma half life of the compound2000Journal of medicinal chemistry, Feb-10, Volume: 43, Issue:3
Protease inhibitors: current status and future prospects.
AID83260The binding affinity is evaluated for viral strains HIV-2 ROD.2000Journal of medicinal chemistry, Mar-23, Volume: 43, Issue:6
2',6'-Dimethylphenoxyacetyl: a new achiral high affinity P(3)-P(2) ligand for peptidomimetic-based HIV protease inhibitors.
AID162517The inhibitory concentration was evaluated for viral strains HIV-1 IIIB using a HIV protease HPLC based assay. 2000Journal of medicinal chemistry, Mar-23, Volume: 43, Issue:6
2',6'-Dimethylphenoxyacetyl: a new achiral high affinity P(3)-P(2) ligand for peptidomimetic-based HIV protease inhibitors.
AID28083Cmax value at the period of 0-24 h after dosing.2000Journal of medicinal chemistry, Feb-10, Volume: 43, Issue:3
Protease inhibitors: current status and future prospects.
AID44646Inhibitory concentration against HIV-2 rod strain in acutely infected C8166 T cells1997Journal of medicinal chemistry, Jul-04, Volume: 40, Issue:14
Potent HIV protease inhibitors containing a novel (hydroxyethyl)amide isostere.
AID163461Binding affinity against HIV-2 ROD strain in protease1997Journal of medicinal chemistry, Jul-04, Volume: 40, Issue:14
Potent HIV protease inhibitors containing a novel (hydroxyethyl)amide isostere.
AID83258Effective concentration to inhibit replication of viral strain HIV-2 ROD in acutely infected C8166T cells2000Journal of medicinal chemistry, Mar-23, Volume: 43, Issue:6
2',6'-Dimethylphenoxyacetyl: a new achiral high affinity P(3)-P(2) ligand for peptidomimetic-based HIV protease inhibitors.
AID82274Effective concentration to inhibit replication of viral strain HIV-1 IIIB in acutely infected C8166T cells2000Journal of medicinal chemistry, Mar-23, Volume: 43, Issue:6
2',6'-Dimethylphenoxyacetyl: a new achiral high affinity P(3)-P(2) ligand for peptidomimetic-based HIV protease inhibitors.
AID82279The binding affinity is evaluated for viral strains HIV-1 IIIB2000Journal of medicinal chemistry, Mar-23, Volume: 43, Issue:6
2',6'-Dimethylphenoxyacetyl: a new achiral high affinity P(3)-P(2) ligand for peptidomimetic-based HIV protease inhibitors.
AID15499cytotoxicity against HIV protease enzyme.2000Journal of medicinal chemistry, Feb-10, Volume: 43, Issue:3
Protease inhibitors: current status and future prospects.
AID160800Inhibitory concentration against recombinant HIV-2 ROD protease expressed from Escherichia coli was tested by HPLC based assay1997Journal of medicinal chemistry, Jul-04, Volume: 40, Issue:14
Potent HIV protease inhibitors containing a novel (hydroxyethyl)amide isostere.
AID162528Inhibitory concentration against recombinant HIV-1 111B protease expressed from Escherichia coli was tested by HPLC based assay1997Journal of medicinal chemistry, Jul-04, Volume: 40, Issue:14
Potent HIV protease inhibitors containing a novel (hydroxyethyl)amide isostere.
AID1795267Protease Inhibition Assay from Article 10.1021/jm990336n: \\2',6'-Dimethylphenoxyacetyl: a new achiral high affinity P(3)-P(2) ligand for peptidomimetic-based HIV protease inhibitors.\\2000Journal of medicinal chemistry, Mar-23, Volume: 43, Issue:6
2',6'-Dimethylphenoxyacetyl: a new achiral high affinity P(3)-P(2) ligand for peptidomimetic-based HIV protease inhibitors.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (6)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's3 (50.00)18.2507
2000's3 (50.00)29.6817
2010's0 (0.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.24

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index12.24 (24.57)
Research Supply Index1.95 (2.92)
Research Growth Index4.18 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.24)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (16.67%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other5 (83.33%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]