Page last updated: 2024-12-08

uic-94003

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

Description

UIC-94003: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID200104
CHEMBL ID469086
SCHEMBL ID1234761
MeSH IDM0414031

Synonyms (24)

Synonym
tmc-126
206362-00-7
[(3as,4r,6ar)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-4-yl] n-[(1s,2r)-1-benzyl-2-hydroxy-3-[isobutyl-(4-methoxyphenyl)sulfonyl-amino]propyl]carbamate
carbamic acid, [(1s,2r)-2-hydroxy-3-[[(4-methoxyphenyl)sulfonyl](2-methylpropyl)amino]-1-(phenylmethyl)propyl]-, (3r,3as,6ar)-hexahydrofuro[2,3-b]furan-3-yl ester
uic-pi
tmc126
uic-94003
tmc 126
uic 94003
(3r,3as,6ar)-hexahydrofuro[2,3-b]furan-3-yl n-[(2s,3r)-3-hydroxy-4-[(4-methoxybenzene)(2-methylpropyl)sulfonamido]-1-phenylbutan-2-yl]carbamate
bdbm9236
DJR ,
(3r,3as,6ar)-hexahydrofuro[2,3-b]furan-3-yl [(1s,2r)-1-benzyl-2-hydroxy-3-{isobutyl[(4-methoxyphenyl)sulfonyl]amino}propyl]carbamate
2I4V
2I4U
[(3as,4r,6ar)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-4-yl] n-[(2s,3r)-3-hydroxy-4-[(4-methoxyphenyl)sulfonyl-(2-methylpropyl)amino]-1-phenylbutan-2-yl]carbamate
CHEMBL469086
carbamic acid, ((1s,2r)-2-hydroxy-3-(((4-methoxyphenyl)sulfonyl)(2-methylpropyl)amino)-1-(phenylmethyl)propyl)-, (3r,3as,6ar)-hexahydrofuro(2,3-b)furan-3-yl ester
3I7E
SCHEMBL1234761
(3r,3as,6ar)-hexahydrofuro[2,3-b]furan-3-yl [(1s,2r)-1-benzyl-2-hydroxy-3-{[(4-methoxyphenyl)sulfonyl](2-methylpropyl)amino}propyl]carbamate
hexahydrofuro[2,3-b]furan-3-yl hydrogen {3-hydroxy-4-[(4-methoxybenzene-1-sulfonyl)(2-methylpropyl)amino]-1-phenylbutan-2-yl}carbonimidate
DTXSID60942831
Q27459383
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (17)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Chain A, ProteaseHuman immunodeficiency virus 1Ki0.00000.00000.00000.0000AID977610
Chain B, ProteaseHuman immunodeficiency virus 1Ki0.00000.00000.00000.0000AID977610
Chain A, ProteaseHuman immunodeficiency virus 1Ki0.00000.00000.00000.0000AID977610
Chain B, ProteaseHuman immunodeficiency virus 1Ki0.00000.00000.00000.0000AID977610
Chain A, ProteaseHuman immunodeficiency virus 1Ki0.00000.00000.00000.0000AID977610
Chain B, ProteaseHuman immunodeficiency virus 1Ki0.00000.00000.00000.0000AID977610
Chain A, ProteaseHuman immunodeficiency virus 1Ki0.00000.00000.00000.0000AID977610
Chain B, ProteaseHuman immunodeficiency virus 1Ki0.00000.00000.00000.0000AID977610
Chain A, ProteaseHuman immunodeficiency virus 1Ki0.00000.00000.00000.0000AID977610
Chain B, ProteaseHuman immunodeficiency virus 1Ki0.00000.00000.00000.0000AID977610
Chain A, ProteaseHuman immunodeficiency virus type 1 (BRU ISOLATE)Ki0.00000.00000.00000.0000AID977610
Chain B, ProteaseHuman immunodeficiency virus type 1 (BRU ISOLATE)Ki0.00000.00000.00000.0000AID977610
Chain A, HIV-1 proteaseHuman immunodeficiency virus 1Ki0.00000.00000.00000.0000AID977610
Chain B, HIV-1 proteaseHuman immunodeficiency virus 1Ki0.00000.00000.00000.0000AID977610
Gag-Pol polyproteinHuman immunodeficiency virus type 1 (BRU ISOLATE)Ki0.00000.00000.08283.3000AID1796306; AID1799362
Protease Human immunodeficiency virus 1Ki0.00110.00000.04433.1000AID160442
Protease Human immunodeficiency virus 1IC50 (µMol)0.00140.00000.81769.8500AID415236
Protease Human immunodeficiency virus 1Ki0.00000.00000.02841.1000AID311574; AID328062; AID391263; AID415236; AID446190
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (37)

Assay IDTitleYearJournalArticle
AID311575Antiviral activity against HIV1 in CEM cells2007Bioorganic & medicinal chemistry, Dec-15, Volume: 15, Issue:24
Darunavir, a conceptually new HIV-1 protease inhibitor for the treatment of drug-resistant HIV.
AID236641Maximum plasma concentration in dog after 80 mg/kg oral administration2005Journal of medicinal chemistry, Mar-24, Volume: 48, Issue:6
Discovery and selection of TMC114, a next generation HIV-1 protease inhibitor.
AID415238Antiviral activity against protease inhibitor resistant HIV1 isolates2009Journal of medicinal chemistry, Apr-23, Volume: 52, Issue:8
Harnessing nature's insight: design of aspartyl protease inhibitors from treatment of drug-resistant HIV to Alzheimer's disease.
AID415236Inhibition of HIV1 protease2009Journal of medicinal chemistry, Apr-23, Volume: 52, Issue:8
Harnessing nature's insight: design of aspartyl protease inhibitors from treatment of drug-resistant HIV to Alzheimer's disease.
AID446190Inhibition of HIV1 protease2009Journal of medicinal chemistry, Dec-10, Volume: 52, Issue:23
Design, synthesis, protein-ligand X-ray structure, and biological evaluation of a series of novel macrocyclic human immunodeficiency virus-1 protease inhibitors to combat drug resistance.
AID311574Inhibition of HIV1 protease2007Bioorganic & medicinal chemistry, Dec-15, Volume: 15, Issue:24
Darunavir, a conceptually new HIV-1 protease inhibitor for the treatment of drug-resistant HIV.
AID160442Inhibitory activity against HIV-1 protease1998Bioorganic & medicinal chemistry letters, Mar-17, Volume: 8, Issue:6
Potent HIV protease inhibitors incorporating high-affinity P2-ligands and (R)-(hydroxyethylamino)sulfonamide isostere.
AID237955Percentage of remaining compound after 30 min incubation in rat liver microsomes was determined as metabolic stability2005Journal of medicinal chemistry, Mar-24, Volume: 48, Issue:6
Discovery and selection of TMC114, a next generation HIV-1 protease inhibitor.
AID236937Half-life in dog after 80 mg/kg oral administration2005Journal of medicinal chemistry, Mar-24, Volume: 48, Issue:6
Discovery and selection of TMC114, a next generation HIV-1 protease inhibitor.
AID236972Time to reach maximum concentration in dog after 80 mg/kg oral administration2005Journal of medicinal chemistry, Mar-24, Volume: 48, Issue:6
Discovery and selection of TMC114, a next generation HIV-1 protease inhibitor.
AID237954Percentage of remaining compound after 30 min incubation in dog liver microsomes was determined as metabolic stability2005Journal of medicinal chemistry, Mar-24, Volume: 48, Issue:6
Discovery and selection of TMC114, a next generation HIV-1 protease inhibitor.
AID1465009Antiviral activity against HIV-1 harboring protease I50V mutant2017Bioorganic & medicinal chemistry letters, 11-01, Volume: 27, Issue:21
Design, synthesis, X-ray studies, and biological evaluation of novel macrocyclic HIV-1 protease inhibitors involving the P1'-P2' ligands.
AID391264Antiviral activity against HIV1 LAI in human MT2 cells assessed as inhibition of virus-induced cytopathic effect2008Journal of medicinal chemistry, Oct-09, Volume: 51, Issue:19
Flexible cyclic ethers/polyethers as novel P2-ligands for HIV-1 protease inhibitors: design, synthesis, biological evaluation, and protein-ligand X-ray studies.
AID391263Inhibition of HIV1 protease2008Journal of medicinal chemistry, Oct-09, Volume: 51, Issue:19
Flexible cyclic ethers/polyethers as novel P2-ligands for HIV-1 protease inhibitors: design, synthesis, biological evaluation, and protein-ligand X-ray studies.
AID237560Area under concentration time curve value in dog after 80 mg/kg oral administration2005Journal of medicinal chemistry, Mar-24, Volume: 48, Issue:6
Discovery and selection of TMC114, a next generation HIV-1 protease inhibitor.
AID1465008Inhibition of wild-type HIV-1 protease2017Bioorganic & medicinal chemistry letters, 11-01, Volume: 27, Issue:21
Design, synthesis, X-ray studies, and biological evaluation of novel macrocyclic HIV-1 protease inhibitors involving the P1'-P2' ligands.
AID249504Effective concentration against PI-Resistant HIV strain (M2)2005Journal of medicinal chemistry, Mar-24, Volume: 48, Issue:6
Discovery and selection of TMC114, a next generation HIV-1 protease inhibitor.
AID328063Antiviral activity against HIV1 LAI in MT2 cells2007The Journal of biological chemistry, Sep-28, Volume: 282, Issue:39
Potent inhibition of HIV-1 replication by novel non-peptidyl small molecule inhibitors of protease dimerization.
AID1482910Antiviral activity against HIV1 Lai infected in human MT2 cells2017Journal of medicinal chemistry, 05-25, Volume: 60, Issue:10
Design and Development of Highly Potent HIV-1 Protease Inhibitors with a Crown-Like Oxotricyclic Core as the P2-Ligand To Combat Multidrug-Resistant HIV Variants.
AID249505Effective concentration against PI-Resistant HIV strain (M3)2005Journal of medicinal chemistry, Mar-24, Volume: 48, Issue:6
Discovery and selection of TMC114, a next generation HIV-1 protease inhibitor.
AID249503Effective concentration against PI-Resistant HIV strain (M1)2005Journal of medicinal chemistry, Mar-24, Volume: 48, Issue:6
Discovery and selection of TMC114, a next generation HIV-1 protease inhibitor.
AID328062Inhibition of HIV1 protease dimerization in MT2 cells2007The Journal of biological chemistry, Sep-28, Volume: 282, Issue:39
Potent inhibition of HIV-1 replication by novel non-peptidyl small molecule inhibitors of protease dimerization.
AID446191Antiviral activity against HIV1 LAI infected in human MT2 cells by MTT assay2009Journal of medicinal chemistry, Dec-10, Volume: 52, Issue:23
Design, synthesis, protein-ligand X-ray structure, and biological evaluation of a series of novel macrocyclic human immunodeficiency virus-1 protease inhibitors to combat drug resistance.
AID249507Effective concentration against PI-Resistant HIV strain (M5)2005Journal of medicinal chemistry, Mar-24, Volume: 48, Issue:6
Discovery and selection of TMC114, a next generation HIV-1 protease inhibitor.
AID328067Inhibition of HIV1 protease dimerization in MT2 cells at 1 uM2007The Journal of biological chemistry, Sep-28, Volume: 282, Issue:39
Potent inhibition of HIV-1 replication by novel non-peptidyl small molecule inhibitors of protease dimerization.
AID105016Compound was tested for the inhibition of HIV-1 in MT-4 human T-lymphoid cells infected with IIIB isolate1998Bioorganic & medicinal chemistry letters, Mar-17, Volume: 8, Issue:6
Potent HIV protease inhibitors incorporating high-affinity P2-ligands and (R)-(hydroxyethylamino)sulfonamide isostere.
AID246282Effective concentration against human immunodeficiency virus type 1 strains; (0.3-0.5 nM)2005Journal of medicinal chemistry, Mar-10, Volume: 48, Issue:5
New approaches toward anti-HIV chemotherapy.
AID237956Percentage of remaining compound after 30 min incubation in human liver microsomes was determined as metabolic stability2005Journal of medicinal chemistry, Mar-24, Volume: 48, Issue:6
Discovery and selection of TMC114, a next generation HIV-1 protease inhibitor.
AID1482908Inhibition of HIV1 protease expressed in Escherichia coli using 2-aminobenzoyl-Thr-Ile-Nle-Phe(p-N02)-Gln-Arg-NH as substrate preincubated for 5 to 10 mins followed by substrate addition measured after 1 hr by fluorescence assay2017Journal of medicinal chemistry, 05-25, Volume: 60, Issue:10
Design and Development of Highly Potent HIV-1 Protease Inhibitors with a Crown-Like Oxotricyclic Core as the P2-Ligand To Combat Multidrug-Resistant HIV Variants.
AID249509Effective concentration as average activity on mutant HIV panel (AVMUT)2005Journal of medicinal chemistry, Mar-24, Volume: 48, Issue:6
Discovery and selection of TMC114, a next generation HIV-1 protease inhibitor.
AID249506Effective concentration against PI-Resistant HIV strain (M4)2005Journal of medicinal chemistry, Mar-24, Volume: 48, Issue:6
Discovery and selection of TMC114, a next generation HIV-1 protease inhibitor.
AID249508Effective concentration of against HIV Wild Type (IIIB) strain2005Journal of medicinal chemistry, Mar-24, Volume: 48, Issue:6
Discovery and selection of TMC114, a next generation HIV-1 protease inhibitor.
AID1796306Protease Inhibition Assay from Article 10.1016/s0960-894x(02)00300-1: \\Novel cyclourethane-derived HIV protease inhibitors: a ring-closing olefin metathesis based strategy.\\2002Bioorganic & medicinal chemistry letters, Aug-05, Volume: 12, Issue:15
Novel cyclourethane-derived HIV protease inhibitors: a ring-closing olefin metathesis based strategy.
AID1799362Enzyme Inhibition Assay (Ki) and Antiviral Activity Assay (EC50/IC50) from Article 10.1021/jm900695w: \\Design, synthesis, protein-ligand X-ray structure, and biological evaluation of a series of novel macrocyclic human immunodeficiency virus-1 protease in2009Journal of medicinal chemistry, Dec-10, Volume: 52, Issue:23
Design, synthesis, protein-ligand X-ray structure, and biological evaluation of a series of novel macrocyclic human immunodeficiency virus-1 protease inhibitors to combat drug resistance.
AID977610Experimentally measured binding affinity data (Ki) for protein-ligand complexes derived from PDB2006Journal of molecular biology, Oct-27, Volume: 363, Issue:3
Suppression of HIV-1 protease inhibitor resistance by phosphonate-mediated solvent anchoring.
AID1811Experimentally measured binding affinity data derived from PDB2006Journal of molecular biology, Oct-27, Volume: 363, Issue:3
Suppression of HIV-1 protease inhibitor resistance by phosphonate-mediated solvent anchoring.
AID977610Experimentally measured binding affinity data (Ki) for protein-ligand complexes derived from PDB2009Journal of medicinal chemistry, Dec-10, Volume: 52, Issue:23
Design, synthesis, protein-ligand X-ray structure, and biological evaluation of a series of novel macrocyclic human immunodeficiency virus-1 protease inhibitors to combat drug resistance.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (18)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's1 (5.56)18.2507
2000's13 (72.22)29.6817
2010's3 (16.67)24.3611
2020's1 (5.56)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews4 (22.22%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other14 (77.78%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]