omapatrilat: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]
ID Source | ID |
---|---|
PubMed CID | 656629 |
CHEMBL ID | 289556 |
CHEBI ID | 135660 |
SCHEMBL ID | 130098 |
MeSH ID | M0276976 |
Synonym |
---|
(4s,7s,10as)-4-((s)-2-mercapto-3-phenylpropanamido)-5-oxo-octahydro-2h-pyrido[2,1-b][1,3]thiazepine-7-carboxylic acid |
(4s,6s,9as)-6-((s)-2-mercapto-3-phenyl-propionylamino)-5-oxo-octahydro-9-thia-4a-aza-benzocycloheptene-4-carboxylic acid |
bdbm50073120 |
vanlev |
bms-186716 |
octahydro-4-((2-mercapto-1-oxo-3-phenylpropyl)amino)-5-oxo-7h-pyrido(2,1-b)(1,3)thiazepine-7-carboxylic acid |
omapatrilat |
omapatrilat (jan/usan/inn) |
167305-00-2 |
bms 186716 |
D01970 |
(4s,7s,10as)-octahydro-4-((s)-alpha-mercaptohydrocinnamamido)-5-oxo-7h-pyrido(2,1-b)(1,3)thiazepine-7-carboxylic acid |
bms-186716-01 |
(4s-(4alpha(r*),7alpha,10abeta))-octahydro-4-((2-mercapto-1-oxo-3-phenylpropyl)amino)-5-oxo-7h-pyrido(2,1-b)(1,3)thiazepine-7-carboxylic acid |
7h-pyrido(2,1-b)(1,3)thiazepine-7-carboxylic acid, octahydro-4-((2-mercapto-1-oxo-3-phenylpropyl)amino)-5-oxo-, (4s-(4alpha(r*),7alpha,10abeta))- |
7h-pyrido(2,1-b)(1,3)thiazepine-7-carboxylic acid, octahydro-4-(((2s)-2-mercapto-1-oxo-3-phenylpropyl)amino)-5-oxo-, (4s,7s,10as)- |
omapatrilat [usan] |
CHEBI:135660 |
CHEMBL289556 , |
(4s,7s,10as)-5-oxo-4-[[(2s)-3-phenyl-2-sulfanylpropanoyl]amino]-2,3,4,7,8,9,10,10a-octahydropyrido[2,1-b][1,3]thiazepine-7-carboxylic acid |
unii-36nli90e7t |
36nli90e7t , |
omapatrilat [usan:inn:ban] |
omapatrilat [mi] |
omapatrilat [mart.] |
omapatrilat [vandf] |
(4s-(4.alpha.(r*),7.alpha.,10a.beta.))-octahydro-4-((2-mercapto-1-oxo-3-phenylpropyl)amino)-5-oxo-7h-pyrido(2,1-b)(1,3)thiazepine-7-carboxylic acid |
(4s,7s,10as)-octahydro-4-[(s)-alpha-mercaptohydrocinnamamido]-5-oxo-7h-pyrido[2,1-b][1,3]thiazepine-7-carboxylic acid |
omapatrilat [jan] |
omapatrilat [who-dd] |
omapatrilat [inn] |
DB00886 |
omapatrilate |
SCHEMBL130098 |
DTXSID80168273 |
omapatrilat, >=98% (hplc) |
(4s,7s,10as)-4-((s)-2-mercapto-3-phenylpropanamido)-5-oxooctahydro-2h-pyrido[2,1-b][1,3]thiazepine-7-carboxylic acid |
CS-6369 |
HY-18208 |
omapatrylate |
159317-63-2 |
Q7089596 |
NCGC00509984-01 |
ft8 , |
(4s,7s,10as)-4-((s)-2-mercapto-3-phenylpropanamido)-5-oxooctahydro-7h-pyrido[2,1-b][1,3]thiazepine-7-carboxylic acid |
MS-27025 |
AKOS040742333 |
Omapatrilat (OMP) is a novel mixed inhibitor of angiotensin-converting enzyme (ACE) and neutral endopeptidase 24.11 (NEP), the enzyme that metabolizes natriuretic peptides. Omapatrillat appears to be a safe, well-tolerated and effective antihypertensive in humans.
Excerpt | Reference | Relevance |
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"Omapatrilat is a potent vasopeptidase inhibitor that significantly inhibits tissue ACE and NEP, with the degree of inhibition varying according to the enzyme and the tissue under assessment." | ( Differential tissue and enzyme inhibitory effects of the vasopeptidase inhibitor omapatrilat in the rat. Burrell, LM; Casley, DJ; Dean, RG; Hubner, RA; Johnston, CI; Kubota, E, 2003) | 1.27 |
"Omapatrilat (OMP) is a novel mixed inhibitor of angiotensin-converting enzyme (ACE) and neutral endopeptidase 24.11 (NEP), the enzyme that metabolizes natriuretic peptides. " | ( Cardiac and renal effects of omapatrilat, a vasopeptidase inhibitor, in rats with experimental congestive heart failure. Abassi, ZA; Golomb, E; Hoffman, A; Karram, T; Winaver, J; Yahia, A; Zeid, S, 2005) | 2.06 |
"Omapatrilat is a dual angiotensin converting enzyme and neutral endopeptidase inhibitor. " | ( [Omapatrilat--new drug for patients with hypertension and heart failure]. Dzielska-Olczak, M, 2005) | 2.68 |
"Omapatrilat appears to be a safe, well-tolerated and effective antihypertensive in humans." | ( Vasopeptidase inhibition: a new concept in blood pressure management. Burnett, JC, 1999) | 1.02 |
"Omapatrilat is a member of the new drug class of vasopeptidase inhibitors that may offer benefit in the treatment of heart failure (HF) through simultaneous inhibition of angiotensin-converting enzyme and neutral endopeptidase. " | ( Beneficial renal and hemodynamic effects of omapatrilat in mild and severe heart failure. Espiner, EA; Frampton, CM; Nicholls, MG; Powell, JD; Rademaker, MT; Richards, AM; Troughton, RW; Yandle, TG, 2000) | 2.01 |
"Omapatrilat is a potent vasopeptidase inhibitor, and its antihypertensive effects are associated with inhibition of NEP and ACE at the tissue level and beneficial effects on cardiovascular structure." | ( Antihypertensive and antihypertrophic effects of omapatrilat in SHR. Burrell, LM; Droogh, J; Farina, NK; Johnston, CI; Man in't Veld, O; Rockell, MD, 2000) | 1.28 |
"Omapatrilat is a single molecule that simultaneously inhibits neutral endopeptidase and angiotensin-converting enzyme, thus preserving vasodilator peptides and inhibiting production of the vasoconstrictor angiotensin II." | ( Effects of age and gender on the pharmacodynamics of omapatrilat in healthy volunteers. Davis, KD; Ferreira, IM; Hammett, JL; Hutman, HW; Liao, W; Manning, J; Meier, A; Vesterqvist, O, ) | 1.1 |
"Omapatrilat is a newly developed vasopeptidase inhibitor that inhibits both angiotensin-converting enzyme (ACE) and neutral endopeptidase and has potent antihypertensive efficacy. " | ( The cardiovascular actions of omapatrilat in spontaneously hypertensive rats. Atamas, N; Dong, Y; Liao, WC; Shaffer, E; Wei, C; Zhou, H, 2001) | 2.04 |
Omapatrilat has a substantial anti-atherosclerotic effect, which can be related not only to BP reduction but also to its ability to reduce oxidative stress in atherosclerosis E0 mice. Omapatrillat, a VPI, has a greater protective effect on BK metabolism than that of a pure ACE inhibitor.
Omapatrilat has potent enzymatic inhibitory effects on the angiotensin-converting enzyme and neutral endopeptidase. The drug has a substantial anti-atherosclerotic effect, which can be related not only to BP reduction but also to its ability to reduce oxidative stress.
Omapatrilat induced an increase in postdose plasma atrial natriuretic peptide levels (p<0.01) in high-dose groups consistent with endopeptidase 24.11 inhibition.
Excerpt | Reference | Relevance |
---|---|---|
"Omapatrilat induced an increase in postdose plasma atrial natriuretic peptide levels (p<0.01) in the high dose groups, with a reduction in predose plasma brain natriuretic peptide (p<0.001) and epinephrine (p<0.01) levels after 12 weeks of therapy." | ( The clinical, cardiac, renal, arterial and neurohormonal effects of omapatrilat, a vasopeptidase inhibitor, in patients with chronic heart failure. Crozier, IG; Garlick, AH; Ikram, H; McClean, DR; Nicholls, MG; Richards, AM, 2000) | 1.26 |
"Omapatrilat induced an increase in postdose plasma atrial natriuretic peptide levels (30 +/- 11 vs -2 +/- 7 pmol/L, p < 0.01) in high-dose groups consistent with endopeptidase 24.11 inhibition." | ( Effects of omapatrilat on systemic arterial function in patients with chronic heart failure. Crozier, IG; Garlick, AH; Ikram, H; McClean, DR, 2001) | 1.42 |
Omapatrilat treatment significantly reduced left ventricular hypertrophy and improved endothelial function in carotid arteries from male SHRSP by NO-dependent mechanisms. Omapatrillat treatment normalized the BNP and reduced the BP by 45 mm Hg in the NX rats.
Excerpt | Reference | Relevance |
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" Adverse events, serious adverse events, and discontinuations attributed to adverse events were infrequent." | ( Efficacy and safety of omapatrilat with hydrochlorothiazide for the treatment of hypertension in subjects nonresponsive to hydrochlorothiazide alone. Barbosa, JA; Ferdinand, K; Kushnir, E; Lewin, A; Saini, R; Yellen, L, 2001) | 0.62 |
" Thus, omapatrilat administered orally to patients with heart failure was safe and well tolerated and resulted in improved hemodynamic performance." | ( Effects of omapatrilat on hemodynamics and safety in patients with heart failure. Bilsker, M; Eng, C; Heywood, JT; Iteld, BJ; Klapholz, M; Niederman, AL; Ponce, GA; Synhorst, D; Thomas, I, 2001) | 1.16 |
The pharmacokinetic and pharmacodynamic effects of omapatrilat are consistent with once-daily dosing. This article outlines the pharmacodynamics effects of the vasopeptidase inhibitor omap atrilat on biomarkers of NEP and ACE activity in humans.
Omapatrilat (100 micromol/kg/day) persistently lowered systolic blood pressure (tail cuff) in spontaneously hypertensive rats during 11 days of treatment. At 24 h after dosing on day 12, mean arterial pressure (aortic catheter) was lower (P < . urinary excretion rates of Ang I and Ang-(1-7) but not Ang II increased significantly throughout the dosing period.
Excerpt | Relevance | Reference |
---|---|---|
" After oral administration, omapatrilat (100 micromol/kg/day) persistently lowered systolic blood pressure (tail cuff) in spontaneously hypertensive rats during 11 days of treatment; at 24 h after dosing on day 12, mean arterial pressure (aortic catheter) was lower (P < ." | ( Effects of omapatrilat in low, normal, and high renin experimental hypertension. Asaad, MM; Fox, M; Panchal, BC; Robl, JA; Schaeffer, TR; Trippodo, NC, 1998) | 0.98 |
" Plasma atrial and brain natriuretic peptide and cGMP levels were stable acutely (P=NS), while brain natriuretic peptide increased after repeated dosing in severe HF (P<0." | ( Beneficial renal and hemodynamic effects of omapatrilat in mild and severe heart failure. Espiner, EA; Frampton, CM; Nicholls, MG; Powell, JD; Rademaker, MT; Richards, AM; Troughton, RW; Yandle, TG, 2000) | 0.57 |
" This study describes the plasma profile along with isolation and identification of urinary metabolites of omapatrilat from subjects dosed orally with 50 mg of [(14)C]omapatrilat." | ( Metabolism of [(14)C]omapatrilat, a sulfhydryl-containing vasopeptidase inhibitor in humans. Bonacorsi, S; Iyer, RA; Kripalani, K; Malhotra, B; Mitroka, J; Rinehart, JK; Roongta, VA; Waller, SC, 2001) | 0.84 |
"These results suggest, based on findings in otherwise healthy cirrhotic subjects, that no adjustment of standard dosing regimens is indicated for hypertensive patients with mild to moderate cirrhosis." | ( Omapatrilat in patients with hepatic cirrhosis. Pharmacodynamics and pharmacokinetics. Ge, G; Jemal, M; Malhotra, B; Mangold, B; Manning, J; O'Grady, P; Vesterqvist, O, 2001) | 1.75 |
" Additionally, by 2 hours after dosing with omapatrilat 25 and 50 mg, a trend in peak increases from baseline in plasma atrial natriuretic peptide (twofold) and cyclic guanosine monophosphate (nearly twofold) was observed." | ( Effects of omapatrilat on hemodynamics and safety in patients with heart failure. Bilsker, M; Eng, C; Heywood, JT; Iteld, BJ; Klapholz, M; Niederman, AL; Ponce, GA; Synhorst, D; Thomas, I, 2001) | 0.96 |
" The pharmacokinetics of omapatrilat are compatible with once-daily dosing and a duration of antihypertensive efficacy of more than 24 hours." | ( Omapatrilat: a unique new agent for the treatment of cardiovascular disease. Anderson, JR; Nawarskas, JJ, ) | 1.88 |
" Angiotensin-converting enzyme activity was > 90% inhibited at 4 hours after dosing and remained approximately 60% to 70% inhibited at 24 hours after dosing." | ( Pharmacodynamics and pharmacokinetics of omapatrilat in heart failure. Cohen, M; Delaney, C; Jemal, M; Klapholz, M; Kollia, GD; Kostis, JB; Liao, WC; Manning, JA; Vesterqvist, O, 2001) | 0.58 |
" In contrast, urinary excretion rates of Ang I and Ang-(1-7) but not Ang II increased significantly throughout the dosing period of subjects who were given omapatrilat, whereas the smaller antihypertensive response produced by lisinopril had a smaller and transient effect on increasing urinary excretion rates of Ang-(1-7)." | ( Effects of omapatrilat on the renin-angiotensin system in salt-sensitive hypertension. Brosnihan, B; Campese, VM; Chappell, MC; Ferrario, CM; Grim, CE; Liao, WC; Ruddy, MC; Smith, RD; Vesterqvist, O, 2002) | 0.9 |
Class | Description |
---|---|
dipeptide | Any molecule that contains two amino-acid residues connected by peptide linkages. |
[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 | Taxonomy | Measurement | Average | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
---|---|---|---|---|---|---|---|
Amyloid-beta precursor protein | Homo sapiens (human) | IC50 (µMol) | 0.1995 | 0.0005 | 3.8895 | 10.0000 | AID1515584 |
Neprilysin | Rattus norvegicus (Norway rat) | IC50 (µMol) | 0.0083 | 0.0010 | 0.1702 | 2.3000 | AID147231; AID147361; AID147368; AID1607322 |
Neprilysin | Homo sapiens (human) | IC50 (µMol) | 0.0002 | 0.0002 | 0.5422 | 6.7000 | AID1515581 |
Neprilysin | Homo sapiens (human) | Ki | 0.0090 | 0.0015 | 0.0044 | 0.0090 | AID444547 |
Angiotensin-converting enzyme | Homo sapiens (human) | IC50 (µMol) | 0.0010 | 0.0001 | 0.5336 | 10.0000 | AID1423283; AID1423284; AID1515583 |
Angiotensin-converting enzyme | Homo sapiens (human) | Ki | 0.0038 | 0.0000 | 0.8255 | 7.5000 | AID1423287; AID1423288; AID444546; AID444547 |
Angiotensin-converting enzyme | Oryctolagus cuniculus (rabbit) | IC50 (µMol) | 0.0053 | 0.0000 | 1.6129 | 10.0000 | AID37645; AID37663; AID37787 |
Type-1 angiotensin II receptor | Homo sapiens (human) | Ki | 10.0000 | 0.0002 | 0.1837 | 4.7000 | AID1515578 |
Squalene synthase | Rattus norvegicus (Norway rat) | Ki | 10.0000 | 0.0050 | 0.6558 | 2.6000 | AID1515578 |
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] |
Assay ID | Title | Year | Journal | Article |
---|---|---|---|---|
AID1676592 | Binding affinity to Gallium ion assessed as performance ratio ratio by measuring product of accounting ratio and retention ratio at 2.55 umol by immobilized metal-ion affinity chromatography | 2020 | Journal of medicinal chemistry, 10-22, Volume: 63, Issue:20 | Immobilized Metal Affinity Chromatography as a Drug Discovery Platform for Metalloenzyme Inhibitors. |
AID1676591 | Binding affinity to Nickel cation assessed as accounting ratio by measuring total compound detected/total compound adsorbed at 2.55 umol by immobilized metal-ion affinity chromatography | 2020 | Journal of medicinal chemistry, 10-22, Volume: 63, Issue:20 | Immobilized Metal Affinity Chromatography as a Drug Discovery Platform for Metalloenzyme Inhibitors. |
AID1515584 | Inhibition of APP (unknown origin) | |||
AID383259 | Antihypertensive effect in anesthetized Wistar rat | 2008 | European journal of medicinal chemistry, Mar, Volume: 43, Issue:3 | Synthesis and antihypertensive effects of new methylthiomorpholinphenol derivatives. |
AID37663 | In vitro inhibitory activity against Angiotensin I converting enzyme (ACE) isolated from rabbit lung extract using hippuryl-L-histidyl-L-leucine (HHL) as the substrate | 1999 | Journal of medicinal chemistry, Jan-28, Volume: 42, Issue:2 | Vasopeptidase inhibitors: incorporation of geminal and spirocyclic substituted azepinones in mercaptoacyl dipeptides. |
AID1515582 | Displacement of Europium-labeled angiotensin-2 from human AT2 receptor expressed in CHOK1 cell membranes after 120 mins by DELFIA | |||
AID1676589 | Binding affinity to Nickel cation assessed as performance ratio ratio by measuring product of accounting ratio and retention ratio at 2.55 umol by immobilized metal-ion affinity chromatography | 2020 | Journal of medicinal chemistry, 10-22, Volume: 63, Issue:20 | Immobilized Metal Affinity Chromatography as a Drug Discovery Platform for Metalloenzyme Inhibitors. |
AID1515581 | Inhibition of NEP (unknown origin) preincubated for 10 mins followed by fluorogenic substrate addition and measured after 20 mins by fluorescence assay | |||
AID37645 | In vitro inhibition of ACE (Angiotensin I converting enzyme) isolated from rabbit lung extract | 1997 | Journal of medicinal chemistry, May-23, Volume: 40, Issue:11 | Dual metalloprotease inhibitors: mercaptoacetyl-based fused heterocyclic dipeptide mimetics as inhibitors of angiotensin-converting enzyme and neutral endopeptidase. |
AID1676600 | Binding affinity to zinc ion assessed as accounting ratio by measuring total compound detected/total compound adsorbed at 2.55 umol by immobilized metal-ion affinity chromatography | 2020 | Journal of medicinal chemistry, 10-22, Volume: 63, Issue:20 | Immobilized Metal Affinity Chromatography as a Drug Discovery Platform for Metalloenzyme Inhibitors. |
AID1515578 | Displacement of Europium-labeled angiotensin-2 from human AT1 receptor expressed in CHOK1 cell membranes after 120 mins by DELFIA | |||
AID147231 | In vitro inhibition of neutral endopeptidase purified from rat kidney using fluorimetry assay | 1997 | Journal of medicinal chemistry, May-23, Volume: 40, Issue:11 | Dual metalloprotease inhibitors: mercaptoacetyl-based fused heterocyclic dipeptide mimetics as inhibitors of angiotensin-converting enzyme and neutral endopeptidase. |
AID1676602 | Binding affinity to ferric ion assessed as accounting ratio by measuring total compound detected/total compound adsorbed at 2.55 umol by immobilized metal-ion affinity chromatography | 2020 | Journal of medicinal chemistry, 10-22, Volume: 63, Issue:20 | Immobilized Metal Affinity Chromatography as a Drug Discovery Platform for Metalloenzyme Inhibitors. |
AID1423288 | Inhibition of human fully glycosylated ACE C-terminal domain expressed in CHO cells using Cbz-Phe-His-Leu as substrate preincubated for 15 mins followed by substrate addition measured after 10 mins by Morrison's plot analysis | 2018 | Journal of medicinal chemistry, 11-21, Volume: 61, Issue:22 | Molecular Basis for Multiple Omapatrilat Binding Sites within the ACE C-Domain: Implications for Drug Design. |
AID1607322 | Inhibition of rat kidney NEP using dansyl-Gly-Phe-Arg as substrate by fluorometric assay | 2020 | Journal of medicinal chemistry, 05-28, Volume: 63, Issue:10 | Molecular Basis for Omapatrilat and Sampatrilat Binding to Neprilysin-Implications for Dual Inhibitor Design with Angiotensin-Converting Enzyme. |
AID147361 | In vitro inhibitory activity against purified rat kidney neutral endopeptidase (NEP) using a fluorometric assay with dansyl-Gly-Phe-Arg as the substrate | 1999 | Journal of medicinal chemistry, Jan-28, Volume: 42, Issue:2 | Vasopeptidase inhibitors: incorporation of geminal and spirocyclic substituted azepinones in mercaptoacyl dipeptides. |
AID1423284 | Inhibition of human fully glycosylated ACE C-terminal domain expressed in CHO cells using Cbz-Phe-His-Leu as substrate preincubated for 15 mins followed by substrate addition measured after 10 mins by fluorescence spectrophotometric analysis | 2018 | Journal of medicinal chemistry, 11-21, Volume: 61, Issue:22 | Molecular Basis for Multiple Omapatrilat Binding Sites within the ACE C-Domain: Implications for Drug Design. |
AID1676598 | Binding affinity to cupric ion assessed as retention ratio by measuring compound detected in elution fraction/total compound detected at 2.55 umol by immobilized metal-ion affinity chromatography | 2020 | Journal of medicinal chemistry, 10-22, Volume: 63, Issue:20 | Immobilized Metal Affinity Chromatography as a Drug Discovery Platform for Metalloenzyme Inhibitors. |
AID1676601 | Binding affinity to Zinc ion assessed as retention ratio by measuring compound detected in elution fraction/total compound detected at 2.55 umol by immobilized metal-ion affinity chromatography | 2020 | Journal of medicinal chemistry, 10-22, Volume: 63, Issue:20 | Immobilized Metal Affinity Chromatography as a Drug Discovery Platform for Metalloenzyme Inhibitors. |
AID1515586 | Antihypertensive activity in spontaneously hypertensive rat assessed as reduction in mean arterial pressure administered via oral gavage in ascending cumulative doses every 60 mins measured up to 24 hrs by telemetry method | |||
AID1676595 | Binding affinity to Ferric ion assessed as performance ratio ratio by measuring product of accounting ratio and retention ratio at 2.55 umol by immobilized metal-ion affinity chromatography | 2020 | Journal of medicinal chemistry, 10-22, Volume: 63, Issue:20 | Immobilized Metal Affinity Chromatography as a Drug Discovery Platform for Metalloenzyme Inhibitors. |
AID1676596 | Binding affinity to Ferric ion assessed as retention ratio by measuring compound detected in elution fraction/total compound detected at 2.55 umol by immobilized metal-ion affinity chromatography | 2020 | Journal of medicinal chemistry, 10-22, Volume: 63, Issue:20 | Immobilized Metal Affinity Chromatography as a Drug Discovery Platform for Metalloenzyme Inhibitors. |
AID444546 | Inhibition of human somatic ACE C-terminal domain | 2010 | Journal of medicinal chemistry, Jan-14, Volume: 53, Issue:1 | Phosphinic tripeptides as dual angiotensin-converting enzyme C-domain and endothelin-converting enzyme-1 inhibitors. |
AID1515588 | Antihypertensive activity in DOCA salt-induced CD-1 rat model of hypertension assessed as reduction in blood pressure administered via oral gavage in ascending cumulative doses every 60 mins measured up to 24 hrs by telemetry method | |||
AID1515592 | Induction of angioedema in normotensive rat assessed as increase in tracheal plasma extravasation by measuring Evans blue dye leakage into peritracheal tissue at 0.3 to 3 mg/kg, po | |||
AID182477 | % inhibition of AI pressor response at 60 minutes after intravenous administration of 0.5 micro mol/kg of compound in rat | 1997 | Journal of medicinal chemistry, May-23, Volume: 40, Issue:11 | Dual metalloprotease inhibitors: mercaptoacetyl-based fused heterocyclic dipeptide mimetics as inhibitors of angiotensin-converting enzyme and neutral endopeptidase. |
AID1515585 | Inhibition of recombinant human ECE1 | |||
AID37787 | Inhibition of Angiotensin I converting enzyme | 2000 | Bioorganic & medicinal chemistry letters, Feb-07, Volume: 10, Issue:3 | N-formyl hydroxylamine containing dipeptides: generation of a new class of vasopeptidase inhibitors. |
AID147368 | Inhibition of Neutral endopeptidase | 2000 | Bioorganic & medicinal chemistry letters, Feb-07, Volume: 10, Issue:3 | N-formyl hydroxylamine containing dipeptides: generation of a new class of vasopeptidase inhibitors. |
AID177400 | 50% inhibition of the AI pressor response in normotensive rat after intravenous administration at a dose 0.5 umol/kg | 1997 | Journal of medicinal chemistry, May-23, Volume: 40, Issue:11 | Dual metalloprotease inhibitors: mercaptoacetyl-based fused heterocyclic dipeptide mimetics as inhibitors of angiotensin-converting enzyme and neutral endopeptidase. |
AID1423287 | Inhibition of human fully glycosylated ACE N-terminal domain expressed in CHO cells using Cbz-Phe-His-Leu as substrate preincubated for 15 mins followed by substrate addition measured after 10 mins by Morrison's plot analysis | 2018 | Journal of medicinal chemistry, 11-21, Volume: 61, Issue:22 | Molecular Basis for Multiple Omapatrilat Binding Sites within the ACE C-Domain: Implications for Drug Design. |
AID1676597 | Binding affinity to cupric ion assessed as performance ratio ratio by measuring product of accounting ratio and retention ratio at 2.55 umol by immobilized metal-ion affinity chromatography | 2020 | Journal of medicinal chemistry, 10-22, Volume: 63, Issue:20 | Immobilized Metal Affinity Chromatography as a Drug Discovery Platform for Metalloenzyme Inhibitors. |
AID1676588 | Binding affinity to Zinc ion assessed as performance ratio ratio by measuring product of accounting ratio and retention ratio at 2.55 umol by immobilized metal-ion affinity chromatography | 2020 | Journal of medicinal chemistry, 10-22, Volume: 63, Issue:20 | Immobilized Metal Affinity Chromatography as a Drug Discovery Platform for Metalloenzyme Inhibitors. |
AID182342 | % inhibition of AI pressor response at 30 minutes after intravenous administration of 0.5 micro mol/kg of compound in rat | 1997 | Journal of medicinal chemistry, May-23, Volume: 40, Issue:11 | Dual metalloprotease inhibitors: mercaptoacetyl-based fused heterocyclic dipeptide mimetics as inhibitors of angiotensin-converting enzyme and neutral endopeptidase. |
AID182339 | % inhibition of AI pressor response at 120 minutes after intravenous administration of 0.5 micro mol/kg of compound in rat | 1997 | Journal of medicinal chemistry, May-23, Volume: 40, Issue:11 | Dual metalloprotease inhibitors: mercaptoacetyl-based fused heterocyclic dipeptide mimetics as inhibitors of angiotensin-converting enzyme and neutral endopeptidase. |
AID1676594 | Binding affinity to gallium ion assessed as accounting ratio by measuring total compound detected/total compound adsorbed at 2.55 umol by immobilized metal-ion affinity chromatography | 2020 | Journal of medicinal chemistry, 10-22, Volume: 63, Issue:20 | Immobilized Metal Affinity Chromatography as a Drug Discovery Platform for Metalloenzyme Inhibitors. |
AID444547 | Inhibition of human somatic NEP | 2010 | Journal of medicinal chemistry, Jan-14, Volume: 53, Issue:1 | Phosphinic tripeptides as dual angiotensin-converting enzyme C-domain and endothelin-converting enzyme-1 inhibitors. |
AID1515580 | In vivo inhibition of NEP in Sprague-Dawley rat assessed as potentiation of ANP-induced elevation of urinary cGMP level at 3 mg/kg, iv treated for 5 mins at 15 mins post 2 doses of angiotensin-2 treatment at 15 minutes apart followed by ANP treatment meas | |||
AID1676590 | Binding affinity to Nickel cation assessed as retention ratio by measuring compound detected in elution fraction/total compound detected at 2.55 umol by immobilized metal-ion affinity chromatography | 2020 | Journal of medicinal chemistry, 10-22, Volume: 63, Issue:20 | Immobilized Metal Affinity Chromatography as a Drug Discovery Platform for Metalloenzyme Inhibitors. |
AID186841 | Decreased Mean arterial pressure (MAP) in rat after single oral dose of 30 umol/kg | 1997 | Journal of medicinal chemistry, May-23, Volume: 40, Issue:11 | Dual metalloprotease inhibitors: mercaptoacetyl-based fused heterocyclic dipeptide mimetics as inhibitors of angiotensin-converting enzyme and neutral endopeptidase. |
AID1676599 | Binding affinity to cupric ion assessed as accounting ratio by measuring total compound detected/total compound adsorbed at 2.55 umol by immobilized metal-ion affinity chromatography | 2020 | Journal of medicinal chemistry, 10-22, Volume: 63, Issue:20 | Immobilized Metal Affinity Chromatography as a Drug Discovery Platform for Metalloenzyme Inhibitors. |
AID176497 | Compound is evaluated for the dose required for 50% inhibition of AI pressor response in normotensive rats | 1999 | Journal of medicinal chemistry, Jan-28, Volume: 42, Issue:2 | Vasopeptidase inhibitors: incorporation of geminal and spirocyclic substituted azepinones in mercaptoacyl dipeptides. |
AID1515583 | Inhibition of recombinant human ACE using Mca-BK2 as substrate preincubated for 10 mins followed by fluorogenic substrate addition and measured after 20 mins by fluorescence assay | |||
AID1676593 | Binding affinity to Gallium ion assessed as retention ratio by measuring compound detected in elution fraction/total compound detected at 2.55 umol by immobilized metal-ion affinity chromatography | 2020 | Journal of medicinal chemistry, 10-22, Volume: 63, Issue:20 | Immobilized Metal Affinity Chromatography as a Drug Discovery Platform for Metalloenzyme Inhibitors. |
AID182341 | % inhibition of AI pressor response at 2 minutes after intravenous administration of 0.5 micro mol/kg of compound in rat | 1997 | Journal of medicinal chemistry, May-23, Volume: 40, Issue:11 | Dual metalloprotease inhibitors: mercaptoacetyl-based fused heterocyclic dipeptide mimetics as inhibitors of angiotensin-converting enzyme and neutral endopeptidase. |
AID1423283 | Inhibition of human fully glycosylated ACE N-terminal domain expressed in CHO cells using Cbz-Phe-His-Leu as substrate preincubated for 15 mins followed by substrate addition measured after 10 mins by fluorescence spectrophotometric analysis | 2018 | Journal of medicinal chemistry, 11-21, Volume: 61, Issue:22 | Molecular Basis for Multiple Omapatrilat Binding Sites within the ACE C-Domain: Implications for Drug Design. |
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023] |
Timeframe | Studies, This Drug (%) | All Drugs % |
---|---|---|
pre-1990 | 0 (0.00) | 18.7374 |
1990's | 16 (7.44) | 18.2507 |
2000's | 174 (80.93) | 29.6817 |
2010's | 20 (9.30) | 24.3611 |
2020's | 5 (2.33) | 2.80 |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |
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 strong demand-to-supply ratio for research on this compound.
| This Compound (42.18) All Compounds (24.57) |
Publication Type | This drug (%) | All Drugs (%) |
---|---|---|
Trials | 33 (14.60%) | 5.53% |
Reviews | 48 (21.24%) | 6.00% |
Case Studies | 0 (0.00%) | 4.05% |
Observational | 0 (0.00%) | 0.25% |
Other | 145 (64.16%) | 84.16% |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |