Page last updated: 2024-11-12
l-873724
Description
Research Excerpts
Clinical Trials
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Description
L-873724: a selective inhibitor of cathepsin K; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]
Cross-References
| ID Source | ID |
|---|---|
| PubMed CID | 9913088 |
| CHEMBL ID | 437501 |
| SCHEMBL ID | 2157182 |
| MeSH ID | M0519174 |
Synonyms (22)
| Synonym |
|---|
| l-873724 |
| bdbm19489 |
| (2s)-n-(cyanomethyl)-4-methyl-2-[[(1s)-2,2,2-trifluoro-1-[4-(4-methylsulfon |
| (2s)-n-(cyanomethyl)-4-methyl-2-{[(1s)-2,2,2-trifluoro-1-[4-(4-methanesulfonylphenyl)phenyl]ethyl]amino}pentanamide |
| chembl437501 , |
| SCHEMBL2157182 |
| (+)-l-873724 |
| pentanamide, n-(cyanomethyl)-4-methyl-2-(((1s)-2,2,2-trifluoro-1-(4'-(methylsulfonyl)(1,1'-biphenyl)-4-yl)ethyl)amino)-, (2s)- |
| 29250PP3ON , |
| 603139-12-4 |
| (2s)-n-(cyanomethyl)-4-methyl-2-[[(1s)-2,2,2-trifluoro-1-[4'-(methylsulfonyl)[1,1'-biphenyl]-4-yl]ethyl]amino]pentanamide |
| (2s)-n-(cyanomethyl)-4-methyl-2-[[(1s)-2,2,2-trifluoro-1-[4-(4-methylsulfonylphenyl)phenyl]ethyl]amino]pentanamide |
| l873724 |
| gtpl7860 |
| n1(cyanomethyl)-n2{(1s)-2,2,2-trifluoro-1-[4'-(methylsulfonyl)-1,1'-biphenyl-4-yl]ethyl}-l-leucinamide |
| unii-29250pp3on |
| HY-50887 |
| CS-6814 |
| Q27078443 |
| (s)-n-(cyanomethyl)-4-methyl-2-(((s)-2,2,2-trifluoro-1-(4'-(methylsulfonyl)-[1,1'-biphenyl]-4-yl)ethyl)amino)pentanamide |
| MS-28951 |
| AKOS040742150 |
Research Excerpts
Bioavailability
| Excerpt | Reference | Relevance |
|---|---|---|
| " This translated into an improved oral bioavailability in pre-clinical species." | ( Difluoroethylamines as an amide isostere in inhibitors of cathepsin K. Black, WC; Boyd, MJ; Chauret, N; Deschênes, D; Desmarais, S; Falgueyret, JP; Gauthier, JY; Isabel, E; Khougaz, K; Lau, CK; Léger, S; Levorse, DA; Li, CS; Massé, F; Mellon, C; Percival, MD; Roy, B; Scheigetz, J; Thérien, M; Truong, VL; Wesolowski, G; Young, RN; Zamboni, R, 2011) | 0.37 |
Dosage Studied
| Excerpt | Relevance | Reference |
|---|---|---|
| " To determine the correlation between the in vitro and ex vivo assays, a reversible cathepsin S inhibitor was dosed intravenously to a rhesus monkey." | ( Probing cathepsin S activity in whole blood by the activity-based probe BIL-DMK: cellular distribution in human leukocyte populations and evidence of diurnal modulation. Black, WC; Falgueyret, JP; Gauthier, JY; Mellon, C; Percival, MD; Tawa, P; Veilleux, A, 2011) | 0.37 |
| " Significant increases in DFBMD in animals dosed with the CatK inhibitors compared to vehicle were seen." | ( Cathepsin K inhibitors increase distal femoral bone mineral density in rapidly growing rabbits. Duong, LT; Kimmel, DB; Levesque, S; Oballa, RM; Pennypacker, BL, 2013) | 0.39 |
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
Protein Targets (13)
Inhibition Measurements
| Protein | Taxonomy | Measurement | Average | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
|---|---|---|---|---|---|---|---|
| Cathepsin S | Mus musculus (house mouse) | IC50 (µMol) | 0.2540 | 0.0003 | 2.4555 | 6.3500 | AID308695 |
| Cathepsin B | Rattus norvegicus (Norway rat) | IC50 (µMol) | 0.9250 | 0.9250 | 0.9250 | 0.9250 | AID308699 |
| Procathepsin L | Mus musculus (house mouse) | IC50 (µMol) | 0.2540 | 0.2540 | 1.3380 | 2.9800 | AID308700 |
| Procathepsin L | Rattus norvegicus (Norway rat) | IC50 (µMol) | 0.0900 | 0.0900 | 0.0900 | 0.0900 | AID308701 |
| Procathepsin L | Homo sapiens (human) | IC50 (µMol) | 1.1228 | 0.0002 | 1.6661 | 9.5100 | AID1797859; AID1797866; AID262988; AID262992; AID308694; AID314221; AID314232 |
| Cathepsin B | Homo sapiens (human) | IC50 (µMol) | 2.8226 | 0.0002 | 1.8453 | 10.0000 | AID1797859; AID1797866; AID262987; AID262991; AID308693; AID314220; AID314231 |
| Coagulation factor VII | Homo sapiens (human) | IC50 (µMol) | 0.0002 | 0.0002 | 0.8336 | 3.3000 | AID262994 |
| Cathepsin B | Mus musculus (house mouse) | IC50 (µMol) | 0.5400 | 0.5400 | 1.4333 | 2.9800 | AID308697 |
| Tissue factor | Homo sapiens (human) | IC50 (µMol) | 0.0002 | 0.0001 | 0.7344 | 10.0000 | AID262994 |
| Cathepsin S | Homo sapiens (human) | IC50 (µMol) | 0.9297 | 0.0002 | 1.3191 | 10.0000 | AID1797859; AID1797866; AID262989; AID262993; AID308691; AID314222; AID314233 |
| Cathepsin K | Homo sapiens (human) | IC50 (µMol) | 0.0002 | 0.0001 | 0.8482 | 10.0000 | AID262994; AID308310; AID308692; AID314219; AID314228; AID342300; AID569575 |
| Cathepsin K | Oryctolagus cuniculus (rabbit) | IC50 (µMol) | 1.1376 | 0.0002 | 1.1018 | 6.3500 | AID1797859; AID1797866; AID262990; AID314229 |
| Cathepsin K | Mus musculus (house mouse) | IC50 (µMol) | 0.0430 | 0.0430 | 0.0430 | 0.0430 | AID308696 |
| [prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] | |||||||
Biological Processes (73)
Molecular Functions (18)
Ceullar Components (31)
Bioassays (57)
| Assay ID | Title | Year | Journal | Article |
|---|---|---|---|---|
| AID569580 | Ratio of product of IC50 for rabbit bone resorption and IC50 for humanized rabbit cathepsin K to IC50 for rabbit cathepsin K | 2011 | Bioorganic & medicinal chemistry letters, Feb-01, Volume: 21, Issue:3 | Difluoroethylamines as an amide isostere in inhibitors of cathepsin K. |
| AID262988 | Potency against Cathepsin L in HepG2 cells by whole cell enzyme occupancy assay | 2006 | Bioorganic & medicinal chemistry letters, Apr-01, Volume: 16, Issue:7 | Identification of a potent and selective non-basic cathepsin K inhibitor. |
| AID308694 | Inhibition of human cathepsin L | 2007 | Bioorganic & medicinal chemistry letters, Sep-01, Volume: 17, Issue:17 | The identification of potent, selective, and bioavailable cathepsin S inhibitors. |
| AID314229 | Inhibition of rabbit cathepsin K | 2008 | Bioorganic & medicinal chemistry letters, Feb-01, Volume: 18, Issue:3 | The discovery of odanacatib (MK-0822), a selective inhibitor of cathepsin K. |
| AID263000 | Cmax in rat at 10 mg/kg, po | 2006 | Bioorganic & medicinal chemistry letters, Apr-01, Volume: 16, Issue:7 | Identification of a potent and selective non-basic cathepsin K inhibitor. |
| AID263007 | Volume of distribution in dog at 10 mg/kg, po | 2006 | Bioorganic & medicinal chemistry letters, Apr-01, Volume: 16, Issue:7 | Identification of a potent and selective non-basic cathepsin K inhibitor. |
| AID308699 | Inhibition of rat liver lysosomal cathepsin B | 2007 | Bioorganic & medicinal chemistry letters, Sep-01, Volume: 17, Issue:17 | The identification of potent, selective, and bioavailable cathepsin S inhibitors. |
| AID262996 | Decrease in urinary uNTx/Cr in ovariectomized rhesus monkey after 6 days at 3 mg/kg, po | 2006 | Bioorganic & medicinal chemistry letters, Apr-01, Volume: 16, Issue:7 | Identification of a potent and selective non-basic cathepsin K inhibitor. |
| AID314220 | Inhibition of cathepsin B | 2008 | Bioorganic & medicinal chemistry letters, Feb-01, Volume: 18, Issue:3 | The discovery of odanacatib (MK-0822), a selective inhibitor of cathepsin K. |
| AID263004 | Half life in dog at 10 mg/kg, po | 2006 | Bioorganic & medicinal chemistry letters, Apr-01, Volume: 16, Issue:7 | Identification of a potent and selective non-basic cathepsin K inhibitor. |
| AID314221 | Inhibition of cathepsin L | 2008 | Bioorganic & medicinal chemistry letters, Feb-01, Volume: 18, Issue:3 | The discovery of odanacatib (MK-0822), a selective inhibitor of cathepsin K. |
| AID262991 | Inhibition of Cathepsin B | 2006 | Bioorganic & medicinal chemistry letters, Apr-01, Volume: 16, Issue:7 | Identification of a potent and selective non-basic cathepsin K inhibitor. |
| AID263008 | Volume of distribution in rhesus monkey at 5 mg/kg, po | 2006 | Bioorganic & medicinal chemistry letters, Apr-01, Volume: 16, Issue:7 | Identification of a potent and selective non-basic cathepsin K inhibitor. |
| AID314228 | Inhibition of human cathepsin K | 2008 | Bioorganic & medicinal chemistry letters, Feb-01, Volume: 18, Issue:3 | The discovery of odanacatib (MK-0822), a selective inhibitor of cathepsin K. |
| AID308721 | Inhibition of antigen presentation in mouse B cells | 2007 | Bioorganic & medicinal chemistry letters, Sep-01, Volume: 17, Issue:17 | The identification of potent, selective, and bioavailable cathepsin S inhibitors. |
| AID262994 | Inhibition of humanized rabbit Cathepsin K | 2006 | Bioorganic & medicinal chemistry letters, Apr-01, Volume: 16, Issue:7 | Identification of a potent and selective non-basic cathepsin K inhibitor. |
| AID569577 | Selectivity ratio of IC50 for human cathepsin F to IC50 for human cathepsin K | 2011 | Bioorganic & medicinal chemistry letters, Feb-01, Volume: 21, Issue:3 | Difluoroethylamines as an amide isostere in inhibitors of cathepsin K. |
| AID262998 | Oral bioavailability in dog at 10 mg/kg, po | 2006 | Bioorganic & medicinal chemistry letters, Apr-01, Volume: 16, Issue:7 | Identification of a potent and selective non-basic cathepsin K inhibitor. |
| AID262993 | Inhibition of Cathepsin S | 2006 | Bioorganic & medicinal chemistry letters, Apr-01, Volume: 16, Issue:7 | Identification of a potent and selective non-basic cathepsin K inhibitor. |
| AID342300 | Inhibition of cathepsin K | 2008 | Journal of medicinal chemistry, Aug-14, Volume: 51, Issue:15 | The many roles for fluorine in medicinal chemistry. |
| AID569576 | Selectivity ratio of IC50 for human cathepsin B to IC50 for human cathepsin K | 2011 | Bioorganic & medicinal chemistry letters, Feb-01, Volume: 21, Issue:3 | Difluoroethylamines as an amide isostere in inhibitors of cathepsin K. |
| AID308697 | Inhibition of mouse recombinant cathepsin B | 2007 | Bioorganic & medicinal chemistry letters, Sep-01, Volume: 17, Issue:17 | The identification of potent, selective, and bioavailable cathepsin S inhibitors. |
| AID569575 | Inhibition of humanized rabbit cathepsin K | 2011 | Bioorganic & medicinal chemistry letters, Feb-01, Volume: 21, Issue:3 | Difluoroethylamines as an amide isostere in inhibitors of cathepsin K. |
| AID263003 | Half life in rat at 10 mg/kg, po | 2006 | Bioorganic & medicinal chemistry letters, Apr-01, Volume: 16, Issue:7 | Identification of a potent and selective non-basic cathepsin K inhibitor. |
| AID308691 | Inhibition of human cathepsin S | 2007 | Bioorganic & medicinal chemistry letters, Sep-01, Volume: 17, Issue:17 | The identification of potent, selective, and bioavailable cathepsin S inhibitors. |
| AID262999 | Oral bioavailability in rhesus monkey at 5 mg/kg, po | 2006 | Bioorganic & medicinal chemistry letters, Apr-01, Volume: 16, Issue:7 | Identification of a potent and selective non-basic cathepsin K inhibitor. |
| AID569578 | Selectivity ratio of IC50 for human cathepsin L to IC50 for human cathepsin K | 2011 | Bioorganic & medicinal chemistry letters, Feb-01, Volume: 21, Issue:3 | Difluoroethylamines as an amide isostere in inhibitors of cathepsin K. |
| AID262989 | Potency against Cathepsin S in Ramos cells by whole cell enzyme occupancy assay | 2006 | Bioorganic & medicinal chemistry letters, Apr-01, Volume: 16, Issue:7 | Identification of a potent and selective non-basic cathepsin K inhibitor. |
| AID262992 | Inhibition of Cathepsin L | 2006 | Bioorganic & medicinal chemistry letters, Apr-01, Volume: 16, Issue:7 | Identification of a potent and selective non-basic cathepsin K inhibitor. |
| AID308693 | Inhibition of human cathepsin B | 2007 | Bioorganic & medicinal chemistry letters, Sep-01, Volume: 17, Issue:17 | The identification of potent, selective, and bioavailable cathepsin S inhibitors. |
| AID308695 | Inhibition of mouse recombinant cathepsin S | 2007 | Bioorganic & medicinal chemistry letters, Sep-01, Volume: 17, Issue:17 | The identification of potent, selective, and bioavailable cathepsin S inhibitors. |
| AID314230 | Inhibition of bone resorption in rabbit osteoclast | 2008 | Bioorganic & medicinal chemistry letters, Feb-01, Volume: 18, Issue:3 | The discovery of odanacatib (MK-0822), a selective inhibitor of cathepsin K. |
| AID314232 | Inhibition of cathepsin L in human HepG2 cells | 2008 | Bioorganic & medicinal chemistry letters, Feb-01, Volume: 18, Issue:3 | The discovery of odanacatib (MK-0822), a selective inhibitor of cathepsin K. |
| AID314233 | Inhibition of cathepsin S in human ramos cells | 2008 | Bioorganic & medicinal chemistry letters, Feb-01, Volume: 18, Issue:3 | The discovery of odanacatib (MK-0822), a selective inhibitor of cathepsin K. |
| AID308692 | Inhibition of human cathepsin K | 2007 | Bioorganic & medicinal chemistry letters, Sep-01, Volume: 17, Issue:17 | The identification of potent, selective, and bioavailable cathepsin S inhibitors. |
| AID308310 | Inhibition of humanized rabbit cathepsin K | 2007 | Bioorganic & medicinal chemistry letters, Aug-01, Volume: 17, Issue:15 | Primary amides as selective inhibitors of cathepsin K. |
| AID262997 | Oral bioavailability in rat at 10 mg/kg, po | 2006 | Bioorganic & medicinal chemistry letters, Apr-01, Volume: 16, Issue:7 | Identification of a potent and selective non-basic cathepsin K inhibitor. |
| AID308700 | Inhibition of mouse recombinant cathepsin L | 2007 | Bioorganic & medicinal chemistry letters, Sep-01, Volume: 17, Issue:17 | The identification of potent, selective, and bioavailable cathepsin S inhibitors. |
| AID314219 | Inhibition of humanized rabbit cathepsin K | 2008 | Bioorganic & medicinal chemistry letters, Feb-01, Volume: 18, Issue:3 | The discovery of odanacatib (MK-0822), a selective inhibitor of cathepsin K. |
| AID314215 | Clearance in monkey | 2008 | Bioorganic & medicinal chemistry letters, Feb-01, Volume: 18, Issue:3 | The discovery of odanacatib (MK-0822), a selective inhibitor of cathepsin K. |
| AID308696 | Inhibition of mouse recombinant cathepsin K | 2007 | Bioorganic & medicinal chemistry letters, Sep-01, Volume: 17, Issue:17 | The identification of potent, selective, and bioavailable cathepsin S inhibitors. |
| AID263006 | Volume of distribution in rat at 10 mg/kg, po | 2006 | Bioorganic & medicinal chemistry letters, Apr-01, Volume: 16, Issue:7 | Identification of a potent and selective non-basic cathepsin K inhibitor. |
| AID263002 | Cmax in rhesus monkey at 5 mg/kg, po | 2006 | Bioorganic & medicinal chemistry letters, Apr-01, Volume: 16, Issue:7 | Identification of a potent and selective non-basic cathepsin K inhibitor. |
| AID262990 | Potency against Cathepsin K in rabbit osteoclasts by bone resorption assay | 2006 | Bioorganic & medicinal chemistry letters, Apr-01, Volume: 16, Issue:7 | Identification of a potent and selective non-basic cathepsin K inhibitor. |
| AID314231 | Inhibition of cathepsin B in human HepG2 cells | 2008 | Bioorganic & medicinal chemistry letters, Feb-01, Volume: 18, Issue:3 | The discovery of odanacatib (MK-0822), a selective inhibitor of cathepsin K. |
| AID308698 | Inhibition of rat spleen cathepsin S | 2007 | Bioorganic & medicinal chemistry letters, Sep-01, Volume: 17, Issue:17 | The identification of potent, selective, and bioavailable cathepsin S inhibitors. |
| AID569579 | Selectivity ratio of IC50 for human cathepsin S to IC50 for human cathepsin K | 2011 | Bioorganic & medicinal chemistry letters, Feb-01, Volume: 21, Issue:3 | Difluoroethylamines as an amide isostere in inhibitors of cathepsin K. |
| AID314214 | Half life in monkey | 2008 | Bioorganic & medicinal chemistry letters, Feb-01, Volume: 18, Issue:3 | The discovery of odanacatib (MK-0822), a selective inhibitor of cathepsin K. |
| AID262987 | Potency against Cathepsin B in HepG2 cells by whole cell enzyme occupancy assay | 2006 | Bioorganic & medicinal chemistry letters, Apr-01, Volume: 16, Issue:7 | Identification of a potent and selective non-basic cathepsin K inhibitor. |
| AID314222 | Inhibition of cathepsin S | 2008 | Bioorganic & medicinal chemistry letters, Feb-01, Volume: 18, Issue:3 | The discovery of odanacatib (MK-0822), a selective inhibitor of cathepsin K. |
| AID263005 | Half life in rhesus monkey at 5 mg/kg, po | 2006 | Bioorganic & medicinal chemistry letters, Apr-01, Volume: 16, Issue:7 | Identification of a potent and selective non-basic cathepsin K inhibitor. |
| AID263001 | Cmax in dog at 10 mg/kg, po | 2006 | Bioorganic & medicinal chemistry letters, Apr-01, Volume: 16, Issue:7 | Identification of a potent and selective non-basic cathepsin K inhibitor. |
| AID262995 | Activity in rabbit osteoclasts by bone resorption assay | 2006 | Bioorganic & medicinal chemistry letters, Apr-01, Volume: 16, Issue:7 | Identification of a potent and selective non-basic cathepsin K inhibitor. |
| AID308701 | Inhibition of rat liver lysosomal cathepsin L | 2007 | Bioorganic & medicinal chemistry letters, Sep-01, Volume: 17, Issue:17 | The identification of potent, selective, and bioavailable cathepsin S inhibitors. |
| AID1345903 | Human cathepsin K (C1: Papain) | 2009 | Biological chemistry, Sep, Volume: 390, Issue:9 | Pharmacological inhibitors to identify roles of cathepsin K in cell-based studies: a comparison of available tools. |
| AID1797859 | Enzyme Inhibition Assay from Article 10.1016/j.bmcl.2007.06.023: \\The identification of potent, selective, and bioavailable cathepsin S inhibitors.\\ | 2007 | Bioorganic & medicinal chemistry letters, Sep-01, Volume: 17, Issue:17 | The identification of potent, selective, and bioavailable cathepsin S inhibitors. |
| AID1797866 | Enzyme Inhibition Assay from Article 10.1016/j.bmcl.2005.12.071: \\Identification of a potent and selective non-basic cathepsin K inhibitor.\\ | 2006 | Bioorganic & medicinal chemistry letters, Apr-01, Volume: 16, Issue:7 | Identification of a potent and selective non-basic cathepsin K inhibitor. |
| [information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||||
Research
Studies (11)
| Timeframe | Studies, This Drug (%) | All Drugs % |
|---|---|---|
| pre-1990 | 0 (0.00) | 18.7374 |
| 1990's | 0 (0.00) | 18.2507 |
| 2000's | 7 (63.64) | 29.6817 |
| 2010's | 4 (36.36) | 24.3611 |
| 2020's | 0 (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: 11.91
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.
| This Compound (11.91) All Compounds (24.57) |
Study Types
| Publication Type | This drug (%) | All Drugs (%) |
|---|---|---|
| Trials | 0 (0.00%) | 5.53% |
| Reviews | 0 (0.00%) | 6.00% |
| Case Studies | 0 (0.00%) | 4.05% |
| Observational | 0 (0.00%) | 0.25% |
| Other | 11 (100.00%) | 84.16% |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||