Page last updated: 2024-11-07

cl 277082

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

Description

CL 277082: structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID125893
CHEMBL ID277986
SCHEMBL ID408973
MeSH IDM0144138

Synonyms (19)

Synonym
cl-277082
ddpmhu
CHEMBL277986 ,
3-(2,4-difluorophenyl)-1-[[4-(2,2-dimethylpropyl)phenyl]methyl]-1-heptylurea
3-(2,4-difluorophenyl)-1-[4-(2,2-dimethylpropyl)benzyl]-1-heptylurea
96224-26-9
bdbm50022279
3-(2,4-difluoro-phenyl)-1-[4-(2,2-dimethyl-propyl)-benzyl]-1-heptyl-urea
kof50ra8pq ,
n'-(2,4-difluororphenyl)-n-((4-(2,2-dimethylpropyl)phenyl)methyl)-n-heptylurea
urea, n'-(2,4-difluorophenyl)-n-((4-(2,2-dimethylpropyl)phenyl)methyl)-n-heptyl-
unii-kof50ra8pq
cl 277082
SCHEMBL408973
n'-(2,4-difluorophenyl)-n-heptyl-n-(4-neopentylbenzyl)urea
n'-(2,4-difluorophenyl)-n-((4-(2,2-dimethylpropyl)phenyl)methyl)-n-heptylurea
n'-(2,4-difluorophenyl)-n-{[4-(2,2-dimethylpropyl)phenyl]methyl}-n-heptylcarbamimidic acid
DTXSID70914605
AKOS040751209

Research Excerpts

Dosage Studied

ExcerptRelevanceReference
" This compound displayed excellent in vitro efficacy, irrespective of dosing method, indicating superior characteristics compared to other ACAT inhibitors."( Synthesis, X-ray crystal structure, and biological activity of FR186054, a novel, potent, orally active inhibitor of acyl-CoA:cholesterol O-acyltransferase (ACAT) bearing a pyrazole ring.
Hagihara, H; Ishibe, N; Kinoshita, T; Sakuma, Y; Sawada, M; Takasugi, H; Tanaka, A; Tanaka, H; Terasawa, T, 1998
)
0.3
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (2)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Sterol O-acyltransferase 1Homo sapiens (human)IC50 (µMol)0.68000.02501.79758.0000AID126499; AID31809; AID92022
Acyl-CoA:cholesterol acyltransferase Oryctolagus cuniculus (rabbit)IC50 (µMol)0.14330.00600.98467.6000AID31204; AID31205; AID31218
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (8)

Processvia Protein(s)Taxonomy
cholesterol metabolic processSterol O-acyltransferase 1Homo sapiens (human)
cholesterol metabolic processSterol O-acyltransferase 1Homo sapiens (human)
macrophage derived foam cell differentiationSterol O-acyltransferase 1Homo sapiens (human)
cholesterol storageSterol O-acyltransferase 1Homo sapiens (human)
cholesterol effluxSterol O-acyltransferase 1Homo sapiens (human)
very-low-density lipoprotein particle assemblySterol O-acyltransferase 1Homo sapiens (human)
low-density lipoprotein particle clearanceSterol O-acyltransferase 1Homo sapiens (human)
cholesterol homeostasisSterol O-acyltransferase 1Homo sapiens (human)
positive regulation of amyloid precursor protein biosynthetic processSterol O-acyltransferase 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (5)

Processvia Protein(s)Taxonomy
fatty-acyl-CoA bindingSterol O-acyltransferase 1Homo sapiens (human)
sterol O-acyltransferase activitySterol O-acyltransferase 1Homo sapiens (human)
protein bindingSterol O-acyltransferase 1Homo sapiens (human)
cholesterol bindingSterol O-acyltransferase 1Homo sapiens (human)
cholesterol O-acyltransferase activitySterol O-acyltransferase 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (3)

Processvia Protein(s)Taxonomy
endoplasmic reticulumSterol O-acyltransferase 1Homo sapiens (human)
endoplasmic reticulum membraneSterol O-acyltransferase 1Homo sapiens (human)
membraneSterol O-acyltransferase 1Homo sapiens (human)
endoplasmic reticulum membraneSterol O-acyltransferase 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (39)

Assay IDTitleYearJournalArticle
AID125519Effect the compound on Cholesterol O-Acyltransferase (ACAT)-catalyzed cholesteryl oleate formation (COF) in cultured monkey arterial smooth muscle cells in experiment 2 in the presence of Cationized Low-density lipoproteins +1 uM1986Journal of medicinal chemistry, Jul, Volume: 29, Issue:7
Potential antiatherosclerotic agents. 5. An acyl-CoA:cholesterol O-acyltransferase inhibitor with hypocholesterolemic activity.
AID191837Compound was evaluated for the effect of serum lipids in cholesterol-fed rats Serum triglyceride at a dose of 10 mg/kg per day1986Journal of medicinal chemistry, Jul, Volume: 29, Issue:7
Potential antiatherosclerotic agents. 5. An acyl-CoA:cholesterol O-acyltransferase inhibitor with hypocholesterolemic activity.
AID176593Hypocholesterolemic activity to reduce plasma total cholesterol level by 50% after dietary administration in cholesterol-fed rats1998Bioorganic & medicinal chemistry letters, Jan-06, Volume: 8, Issue:1
Synthesis, X-ray crystal structure, and biological activity of FR186054, a novel, potent, orally active inhibitor of acyl-CoA:cholesterol O-acyltransferase (ACAT) bearing a pyrazole ring.
AID125517Effect on Cholesterol O-Acyltransferase (ACAT)-catalyzed cholesteryl oleate formation (COF) in cultured monkey arterial smooth muscle cells Cationized-LDL1986Journal of medicinal chemistry, Jul, Volume: 29, Issue:7
Potential antiatherosclerotic agents. 5. An acyl-CoA:cholesterol O-acyltransferase inhibitor with hypocholesterolemic activity.
AID178588Effective dose to reduce plasma total cholesterol level by 50% of the control value in cholesterol fed rats1998Journal of medicinal chemistry, Jun-18, Volume: 41, Issue:13
Inhibitors of acyl-CoA:cholesterol O-acyltransferase. 2. Identification and structure-activity relationships of a novel series of N-alkyl-N-(heteroaryl-substituted benzyl)-N'-arylureas.
AID185873Effect of liver Cholesterol absorption in cholesterol-fed rats1986Journal of medicinal chemistry, Jul, Volume: 29, Issue:7
Potential antiatherosclerotic agents. 5. An acyl-CoA:cholesterol O-acyltransferase inhibitor with hypocholesterolemic activity.
AID31202Inhibition against acyl coenzyme A:cholesterol acyltransferase derived from rabbit aorta homogenate1993Journal of medicinal chemistry, May-28, Volume: 36, Issue:11
Structure-activity relationship of a series of phenylureas linked to 4-phenylimidazole. Novel potent inhibitors of acyl-CoA:cholesterol O-acyltransferase with antiatherosclerotic activity. 2.
AID92022Compound was evaluated for the effect on Cholesterol O-Acyltransferase (ACAT) in intestinal microsomes1986Journal of medicinal chemistry, Jul, Volume: 29, Issue:7
Potential antiatherosclerotic agents. 5. An acyl-CoA:cholesterol O-acyltransferase inhibitor with hypocholesterolemic activity.
AID177206Tested for hypocholesterolemic activity required to decrease serum total cholesterol1993Journal of medicinal chemistry, May-28, Volume: 36, Issue:11
Structure-activity relationship of a series of phenylureas linked to 4-phenylimidazole. Novel potent inhibitors of acyl-CoA:cholesterol O-acyltransferase with antiatherosclerotic activity. 2.
AID31063In vitro inhibitory activity against acyl coenzyme A:cholesterol acyltransferase in liver microsomes isolated from cholesterol-fed rabbits1994Journal of medicinal chemistry, Mar-18, Volume: 37, Issue:6
Inhibitors of acyl-CoA:cholesterol acyltransferase. 1. Synthesis and hypocholesterolemic activity of dibenz[b,e]oxepin-11-carboxanilides.
AID38740Effect on Cholesterol O-Acyltransferase (ACAT)-catalyzed cholesteryl oleate formation (COF) in cultured monkey arterial smooth muscle (LDL)+0.1 uM1986Journal of medicinal chemistry, Jul, Volume: 29, Issue:7
Potential antiatherosclerotic agents. 5. An acyl-CoA:cholesterol O-acyltransferase inhibitor with hypocholesterolemic activity.
AID84848In vivo dose effecting the cholesteryl esters in cholesterol-fed hamsters at a dose of 50(mpk)1995Journal of medicinal chemistry, May-12, Volume: 38, Issue:10
Substituted (1,2-diarylethyl)amide acyl-CoA:cholesterol acyltransferase inhibitors: effect of polar groups on in vitro and in vivo activity.
AID172939Effect of serum lipids in cholesterol-fed rats and Serum cholesterol at a dose of 1 mg/kg per day of the compound.1986Journal of medicinal chemistry, Jul, Volume: 29, Issue:7
Potential antiatherosclerotic agents. 5. An acyl-CoA:cholesterol O-acyltransferase inhibitor with hypocholesterolemic activity.
AID87101In vivo hypocholesterolemic activity in golden hamsters, fed with a diet containing 2% cholesterol at a dose of 10 mg/kg, po1994Journal of medicinal chemistry, Mar-18, Volume: 37, Issue:6
Inhibitors of acyl-CoA:cholesterol acyltransferase. 1. Synthesis and hypocholesterolemic activity of dibenz[b,e]oxepin-11-carboxanilides.
AID31065In vitro inhibitory activity towards ACAT by the displacement of [1-14C]oleolyl-CoA from the small intestine of cholesterol-fed rabbits1998Bioorganic & medicinal chemistry letters, Jan-06, Volume: 8, Issue:1
Synthesis, X-ray crystal structure, and biological activity of FR186054, a novel, potent, orally active inhibitor of acyl-CoA:cholesterol O-acyltransferase (ACAT) bearing a pyrazole ring.
AID191839Effect of serum lipids in cholesterol-fed rats Serum triglyceride at a dose of 1 mg/kg per day of the compound.1986Journal of medicinal chemistry, Jul, Volume: 29, Issue:7
Potential antiatherosclerotic agents. 5. An acyl-CoA:cholesterol O-acyltransferase inhibitor with hypocholesterolemic activity.
AID31664In vitro inhibition of acyl coenzyme A:cholesterol acyltransferase 1, rat liver microsomal assay1995Journal of medicinal chemistry, May-12, Volume: 38, Issue:10
Substituted (1,2-diarylethyl)amide acyl-CoA:cholesterol acyltransferase inhibitors: effect of polar groups on in vitro and in vivo activity.
AID185874Effect of liver Cholesterol absorption in cholesterol-fed rats1986Journal of medicinal chemistry, Jul, Volume: 29, Issue:7
Potential antiatherosclerotic agents. 5. An acyl-CoA:cholesterol O-acyltransferase inhibitor with hypocholesterolemic activity.
AID84307In vivo effect on cholesteryl esters in cholesterol-fed hamsters at a dose of 50(mpk)1995Journal of medicinal chemistry, May-12, Volume: 38, Issue:10
Substituted (1,2-diarylethyl)amide acyl-CoA:cholesterol acyltransferase inhibitors: effect of polar groups on in vitro and in vivo activity.
AID126499Inhibition of smooth muscle cell ACAT activity for cells stimulated by cationized LDL.1986Journal of medicinal chemistry, Jul, Volume: 29, Issue:7
Potential antiatherosclerotic agents. 5. An acyl-CoA:cholesterol O-acyltransferase inhibitor with hypocholesterolemic activity.
AID191838Effect of serum lipids in cholesterol-fed rats Serum triglyceride at a dose of 1 mg/kg per day of the compound.1986Journal of medicinal chemistry, Jul, Volume: 29, Issue:7
Potential antiatherosclerotic agents. 5. An acyl-CoA:cholesterol O-acyltransferase inhibitor with hypocholesterolemic activity.
AID31218In vitro inhibitory activity against Acyl coenzyme A:cholesterol acyltransferase (ACAT) in rabbit intestinal microsomes1998Journal of medicinal chemistry, Jun-18, Volume: 41, Issue:13
Inhibitors of acyl-CoA:cholesterol O-acyltransferase. 2. Identification and structure-activity relationships of a novel series of N-alkyl-N-(heteroaryl-substituted benzyl)-N'-arylureas.
AID31810Compound was evaluated for the effect on Cholesterol O-Acyltransferase (ACAT) in Liver microsomes1986Journal of medicinal chemistry, Jul, Volume: 29, Issue:7
Potential antiatherosclerotic agents. 5. An acyl-CoA:cholesterol O-acyltransferase inhibitor with hypocholesterolemic activity.
AID31685Effect on Cholesterol O-Acyltransferase (ACAT)-catalyzed cholesteryl oleate formation (COF) in cultured monkey arterial smooth muscle cells in the presence of Cationized Low-density lipoproteins + 0.3 uM1986Journal of medicinal chemistry, Jul, Volume: 29, Issue:7
Potential antiatherosclerotic agents. 5. An acyl-CoA:cholesterol O-acyltransferase inhibitor with hypocholesterolemic activity.
AID31809Inhibition of smooth muscle cell ACAT activity for cells stimulated by native LDL.1986Journal of medicinal chemistry, Jul, Volume: 29, Issue:7
Potential antiatherosclerotic agents. 5. An acyl-CoA:cholesterol O-acyltransferase inhibitor with hypocholesterolemic activity.
AID176592Hypocholesterolemic activity by administration of gavage in PEG400 as a vehicle in cholesterol-fed rats; ND not determined1998Bioorganic & medicinal chemistry letters, Jan-06, Volume: 8, Issue:1
Synthesis, X-ray crystal structure, and biological activity of FR186054, a novel, potent, orally active inhibitor of acyl-CoA:cholesterol O-acyltransferase (ACAT) bearing a pyrazole ring.
AID84311In vivo effect on serum cholesterol level of cholesterol-fed hamsters at a dose of 50(mpk)1995Journal of medicinal chemistry, May-12, Volume: 38, Issue:10
Substituted (1,2-diarylethyl)amide acyl-CoA:cholesterol acyltransferase inhibitors: effect of polar groups on in vitro and in vivo activity.
AID177673Effective concentration required to effect liver cholesterol concentrations in rat1986Journal of medicinal chemistry, Jul, Volume: 29, Issue:7
Potential antiatherosclerotic agents. 5. An acyl-CoA:cholesterol O-acyltransferase inhibitor with hypocholesterolemic activity.
AID31205Inhibition against acyl coenzyme A:cholesterol acyltransferase derived from rabbit intestine microsomes1993Journal of medicinal chemistry, May-28, Volume: 36, Issue:11
Structure-activity relationship of a series of phenylureas linked to 4-phenylimidazole. Novel potent inhibitors of acyl-CoA:cholesterol O-acyltransferase with antiatherosclerotic activity. 2.
AID31070Tested for inhibition against acyl coenzyme A:cholesterol acyltransferase from rabbit aorta homogenate.1993Journal of medicinal chemistry, May-28, Volume: 36, Issue:11
Structure-activity relationship of N-[2-(dimethylamino)-6-[3-(5-methyl-4-phenyl-1H-imidazol-1-yl)propoxy] phenyl]-N'-pentylurea and analogues. Novel potent inhibitors of acyl-CoA:cholesterol O-acyltransferase with antiatherosclerotic activity.
AID172938Compound was evaluated for the effect on serum lipids in cholesterol-fed rats1986Journal of medicinal chemistry, Jul, Volume: 29, Issue:7
Potential antiatherosclerotic agents. 5. An acyl-CoA:cholesterol O-acyltransferase inhibitor with hypocholesterolemic activity.
AID101862Compound was evaluated for the effect on Cholesterol O-Acyltransferase (ACAT) in Aorta (homogenate Low-density lipoproteins (LDL)1986Journal of medicinal chemistry, Jul, Volume: 29, Issue:7
Potential antiatherosclerotic agents. 5. An acyl-CoA:cholesterol O-acyltransferase inhibitor with hypocholesterolemic activity.
AID87102In vivo hypocholesterolemic activity in golden hamsters, fed with a diet containing 2% cholesterol at a dose of 30 mg/kg, po1994Journal of medicinal chemistry, Mar-18, Volume: 37, Issue:6
Inhibitors of acyl-CoA:cholesterol acyltransferase. 1. Synthesis and hypocholesterolemic activity of dibenz[b,e]oxepin-11-carboxanilides.
AID31204Tested for inhibition against acyl coenzyme A:cholesterol acyltransferase from rabbit intestine microsomes.1993Journal of medicinal chemistry, May-28, Volume: 36, Issue:11
Structure-activity relationship of N-[2-(dimethylamino)-6-[3-(5-methyl-4-phenyl-1H-imidazol-1-yl)propoxy] phenyl]-N'-pentylurea and analogues. Novel potent inhibitors of acyl-CoA:cholesterol O-acyltransferase with antiatherosclerotic activity.
AID31683Effect on Cholesterol O-Acyltransferase (ACAT)-catalyzed cholesteryl oleate formation (COF) in cultured monkey arterial smooth muscle cells1986Journal of medicinal chemistry, Jul, Volume: 29, Issue:7
Potential antiatherosclerotic agents. 5. An acyl-CoA:cholesterol O-acyltransferase inhibitor with hypocholesterolemic activity.
AID31684Effect on Cholesterol O-Acyltransferase (ACAT)-catalyzed cholesteryl oleate formation (COF) in cultured monkey arterial smooth muscle cells (LDL)+1 uM1986Journal of medicinal chemistry, Jul, Volume: 29, Issue:7
Potential antiatherosclerotic agents. 5. An acyl-CoA:cholesterol O-acyltransferase inhibitor with hypocholesterolemic activity.
AID125518Effect on Cholesterol O-Acyltransferase (ACAT)-catalyzed cholesteryl oleate formation (COF) in cultured monkey arterial smooth muscle cells in experiment 2 in the presence ofCationized Low-density lipoproteins +10 uM1986Journal of medicinal chemistry, Jul, Volume: 29, Issue:7
Potential antiatherosclerotic agents. 5. An acyl-CoA:cholesterol O-acyltransferase inhibitor with hypocholesterolemic activity.
AID125516Effect on Cholesterol O-Acyltransferase (ACAT)-catalyzed cholesteryl oleate formation (COF) in cultured monkey arterial smooth muscle cells (LDL)+10 uM1986Journal of medicinal chemistry, Jul, Volume: 29, Issue:7
Potential antiatherosclerotic agents. 5. An acyl-CoA:cholesterol O-acyltransferase inhibitor with hypocholesterolemic activity.
AID31808Effect on Cholesterol O-Acyltransferase (ACAT)-catalyzed cholesteryl oleate formation (COF) in cultured monkey arterial smooth muscle cells in experiment 2 in the presence ofCationized Low-density lipoproteins +3 uM1986Journal of medicinal chemistry, Jul, Volume: 29, Issue:7
Potential antiatherosclerotic agents. 5. An acyl-CoA:cholesterol O-acyltransferase inhibitor with hypocholesterolemic activity.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (25)

TimeframeStudies, This Drug (%)All Drugs %
pre-19903 (12.00)18.7374
1990's21 (84.00)18.2507
2000's1 (4.00)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: 11.75

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 Index11.75 (24.57)
Research Supply Index3.30 (2.92)
Research Growth Index5.05 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.75)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials1 (4.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other24 (96.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]