Page last updated: 2024-11-13

omadacycline

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Description

omadacycline: demonstrated in vitro activity against a broad range of Gram-positive and select Gram-negative pathogens; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID54697325
CHEMBL ID1689772
CHEBI ID177758
SCHEMBL ID1525961
SCHEMBL ID17150976
SCHEMBL ID20952297
MeSH IDM000598114

Synonyms (52)

Synonym
CHEBI:177758
(4s,4as,5ar,12ar)-4,7-bis(dimethylamino)-9-[(2,2-dimethylpropylamino)methyl]-1,10,11,12a-tetrahydroxy-3,12-dioxo-4a,5,5a,6-tetrahydro-4h-tetracene-2-carboxamide
2-naphthacenecarboxamide, 4,7-bis(dimethylamino)-9-[[(2,2-dimethylpropyl)amino]methyl]-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-, (4s,4as,5ar,12as)-
ptk 0796, bay 73-6944
(4s,4as,5ar,12as)-4,7-bis(dimethylamino)-9-[(2,2-dimethylpropylamino)methyl]-3,10,12,12a-tetrahydroxy-1,11-dioxo-4a,5,5a,6-tetrahydro-4h-tetracene-2-carboxamide
mk-2764
bay-73-7388
bay-73-6944
ptk-0796
amadacycline
ptk-796
omadacycline
ptk 0796
bay 73-6944
CHEMBL1689772
D09647
389139-89-3
omadacycline (usan)
090ip5rv8f ,
nuzyra
omadacycline [usan:inn]
2-naphthacenecarboxamide, 4,7-bis(dimethylamino)-9-(((2,2- dimethylpropyl)amino)methyl)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a- tetrahydroxy-1,11-dioxo-, (4s,4as,5ar,12as)-
(4s,4as,5ar,12as)-4,7-bis(dimethylamino)-9-(((2,2-dimethylpropyl)amino)methyl)- 3,10,12,12a- tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2- carboxamide
unii-090ip5rv8f
HY-14865
CS-1338
omadacycline [inn]
2-naphthacenecarboxamide, 4,7-bis(dimethylamino)-9-(((2,2-dimethylpropyl)amino)methyl)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-, (4s,4as,5ar,12as)-
omadacycline [usan]
omadacycline [mi]
(4s,4as,5ar,12as)-4,7-bis(dimethylamino)-9-(((2,2-dimethylpropyl)amino)methyl)-3,10,12,12a- tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide
omadacycline [who-dd]
SCHEMBL1525961
AC-33245
SCHEMBL17150976
DB12455
NCGC00378946-03
389139-89-3 (free base)
9-neopentylaminomethylminocycline
U3B ,
SCHEMBL20952297
BCP12946
Q15426992
ptk 0796;amadacycline
ptk0796
gtpl10839
compound 6 [pmid: 21302930]
EX-A4252
E80520
DTXSID201027687
EN300-20385155
(4s,4as,5ar,12as)-4,7-bis(dimethylamino)-9-{[(2,2-dimethylpropyl)amino]methyl}-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide

Research Excerpts

Overview

Omadacycline is a novel aminomethylcycline tetracyCline antimicrobial that was approved for the treatment of community-associated bacterial pneumonia (CABP) and acute bacterial skin and skin structure infections (ABSSSI) in 2018. It has been demonstrated to have potent anti-NTM effects and clinical efficacy against MABC, including M. tuberculosis.

ExcerptReferenceRelevance
"Omadacycline is a novel third-generation member of the tetracycline family of antibacterials that has recently been demonstrated to have potent anti-NTM effects and clinical efficacy against MABC, including M."( Omadacycline for management of Mycobacterium abscessus infections: a review of its effectiveness, place in therapy, and considerations for use.
Moniri, NH; Rizzo, AR, 2022
)
2.89
"Omadacycline is a novel aminomethylcycline tetracycline antimicrobial that was approved for the treatment of community-associated bacterial pneumonia (CABP) and acute bacterial skin and skin structure infections (ABSSSI) in 2018. "( Antimicrobial susceptibility of Clostridioides difficile to omadacycline and comparator antimicrobials.
Cheknis, A; Johnson, S; Petrella, LA; Skinner, AM, 2023
)
2.6
"Omadacycline is a new analog of the tetracycline class active against atypical bacteria, as well as against staphylococci, including methicillin-resistant strains, and "( The pharmacokinetic evaluation of omadacycline (Oral Only Dosing Regimen) for the treatment of Community-Acquired Bacterial Pneumonia (CABP).
Cilloniz, C; Torres, A, 2023
)
2.63
"Omadacycline is a broad-spectrum intravenous and oral tetracycline antibiotic approved for the treatment of community-acquired bacterial pneumonia and acute bacterial skin and skin structure infections. "( Compatibility of Omadacycline With Select Parenteral Products in Simulated Y-site Administration.
Butler, DA; Gifford, M; McCray, D; Moolick, K, 2023
)
2.69
"Omadacycline is a novel tetracycline antibiotic that exhibits good "( Case Report: Omadacycline in the treatment of macrolide-unresponsive
Fang, C; Xu, L, 2023
)
2.72
"Omadacycline is an aminomethylcycline antibiotic with "(
Dubois, J; Dubois, M; Martel, JF, 2020
)
2
"Omadacycline is a once-daily oral or intravenous (i.v.) aminomethylcycline antibiotic approved in the United States for the treatment of community-acquired bacterial pneumonia (CABP) and acute bacterial skin and skin structure infections (ABSSSI) in adults. "( An Open-Label Study of the Impact of Hepatic Impairment on the Pharmacokinetics and Safety of Single Oral and Intravenous Doses of Omadacycline.
Kovacs, SJ; Praestgaard, J; Stein, DS; Sun, H; Sunkara, G; Tanaka, SK; Ting, L; Villano, S, 2020
)
2.21
"Omadacycline is a semisynthetic aminomethylcycline antibacterial derived from the tetracycline class. "( The Effect of Verapamil, a P-gp Inhibitor, on the Pharmacokinetics, Safety, and Tolerability of Omadacycline in Healthy Adults: A Phase I, Open-Label, Single-Sequence Study.
Bai, S; Chitra, S; Hunt, TL; Manley, A; McGovern, PC; Tzanis, E, 2021
)
2.28
"Omadacycline is a novel aminomethylcycline antimicrobial agent that is available in both oral and intravenous formulations. "( Return of the tetracyclines: omadacycline, a novel aminomethylcycline antimicrobial.
Childs-Kean, LM; Cho, JC; Crotty, MP; Zmarlicka, MT, 2018
)
2.21
"Omadacycline is a novel aminomethylcycline approved for the treatment of community-acquired bacterial pneumonia and acute bacterial skin and skin structure infections. "( Omadacycline Enters the Ring: A New Antimicrobial Contender.
Barber, KE; Bell, AM; Stover, KR; Wagner, JL; Wingler, MJB, 2018
)
3.37
"Omadacycline is an aminomethylcycline derived from the tetracycline class. "( Minimal inhibitory concentration of omadacycline and doxycycline against bacterial isolates with known tetracycline resistance determinants.
Fluit, AC; van Gorkum, S; Vlooswijk, J, 2019
)
2.23
"Omadacycline is an alternative treatment option for ABSSSI and CABP."( Omadacycline: A New Tetracycline Antibiotic.
Chahine, EB; Dougherty, JA; Shihadeh, KC; Sucher, AJ, 2019
)
3.4
"Omadacycline is a semisynthetic aminomethylcycline antibacterial derived from the tetracycline class of antibiotics that is unaffected by these resistance mechanisms."( Omadacycline: A Modernized Tetracycline.
Gallagher, JC, 2019
)
2.68
"Omadacycline is a semisynthetic tetracycline antibiotic. "( An Integrated Safety Summary of Omadacycline, a Novel Aminomethylcycline Antibiotic.
Chitra, S; File, TM; McGovern, PC; Opal, S; Tzanis, E; van der Poll, T, 2019
)
2.24
"Omadacycline is a novel aminomethylcycline antimicrobial and semisynthetic derivative of tetracycline. "( Microbiology and Preclinical Review of Omadacycline.
Karlowsky, JA; Steenbergen, J; Zhanel, GG, 2019
)
2.23
"Omadacycline is a novel first-in-class aminomethylcycline with potent activity against important skin and pneumonia pathogens, including community-acquired methicillin-resistant Staphylococcus aureus (MRSA), β-hemolytic streptococci, penicillin-resistant Streptococcus pneumoniae, Haemophilus influenzae, and Legionella. "( Mechanism of action of the novel aminomethylcycline antibiotic omadacycline.
Donatelli, J; Draper, MP; Levy, SB; Macone, A; Tanaka, SK; Trieber, CA; Weir, S, 2014
)
2.08
"Omadacycline is a first-in-class aminomethylcycline antibiotic with a broad spectrum of activity against Gram-positive and Gram-negative aerobes and anaerobes and atypical bacterial pathogens. "( In Vitro and In Vivo Assessments of Cardiovascular Effects with Omadacycline.
Tanaka, SK; Villano, S, 2016
)
2.12
"Omadacycline is a first-in-class aminomethylcycline antibiotic that circumvents common tetracycline resistance mechanisms. "( Omadacycline: development of a novel aminomethylcycline antibiotic for treating drug-resistant bacterial infections.
Loh, E; Steenbergen, J; Villano, S, 2016
)
3.32
"Omadacycline is a first-in-class aminomethylcycline antibiotic with microbiological activity against Gram-positive and Gram-negative aerobes and anaerobes and atypical bacteria that is being developed for the treatment of acute bacterial skin and skin structure infections (ABSSSI) and community-acquired bacterial pneumonia (CABP). "( Randomized, Open-Label Study of the Pharmacokinetics and Safety of Oral and Intravenous Administration of Omadacycline to Healthy Subjects.
Kovacs, SJ; Kuemmell, A; Machineni, S; Praestgaard, J; Stein, DS; Sun, H; Sunkara, G; Tanaka, SK; Ting, L; Villano, S, 2016
)
2.09

Effects

Omadacycline has been recently FDA-approved for community-acquired bacterial pneumonia and acute bacterial skin and skin-structure infections. The drug has been found to have potent activity against antibiotic-resistant pathogens.

ExcerptReferenceRelevance
"Omadacycline has been recently FDA-approved for community-acquired bacterial pneumonia and acute bacterial skin and skin-structure infections. "( Investigating the immunomodulatory activities of omadacycline.
Bryant, AE; Stevens, DL, 2022
)
2.42
"Omadacycline has been found to have potent activity against antibiotic-resistant pathogens including methicillin-resistant Staphylococcus aureus, vancomycin-resistant Enterococcus, extended spectrum beta-lactamase-producing Escherichia coli and multidrug-resistant Streptococcus pneumoniae."( Return of the tetracyclines: omadacycline, a novel aminomethylcycline antimicrobial.
Childs-Kean, LM; Cho, JC; Crotty, MP; Zmarlicka, MT, 2018
)
1.49

Actions

Omadacycline displays a comparable efficacy and safety profile to standard-of-care agents. The most common side effects observed were gastrointestinal.

ExcerptReferenceRelevance
"Omadacycline displays a comparable efficacy and safety profile to standard-of-care agents, with the most common side effects observed being gastrointestinal."( Omadacycline Enters the Ring: A New Antimicrobial Contender.
Barber, KE; Bell, AM; Stover, KR; Wagner, JL; Wingler, MJB, 2018
)
2.64
"Omadacycline displays in vitro activity against a wide range of bacteria. "( Omadacycline: A New Tetracycline Antibiotic.
Chahine, EB; Dougherty, JA; Shihadeh, KC; Sucher, AJ, 2019
)
3.4

Treatment

ExcerptReferenceRelevance
"The Omadacycline for Pneumonia Treatment In the Community (OPTIC) phase III study demonstrated noninferiority of omadacycline to moxifloxacin using this endpoint."( Early Clinical Response in Community-acquired Bacterial Pneumonia: From Clinical Endpoint to Clinical Practice.
Chitra, S; Curran, M; Kirsch, C; Manley, A; McGovern, PC; Noble, R; Ramirez, JA; Tzanis, E, 2019
)
0.99

Toxicity

ExcerptReferenceRelevance
" The most common treatment-emergent adverse events were gastrointestinal (including nausea [60% to 73%] and vomiting [20% to 40%]) and were generally mild and transient."( Pharmacokinetics, Safety, and Clinical Outcomes of Omadacycline in Women with Cystitis: Results from a Phase 1b Study.
Bai, S; Bhiwandi, P; Chitra, S; Garrity-Ryan, L; Manley, A; Overcash, JS; Steenbergen, J; Tzanis, E, 2019
)
0.77
" Similar to most tetracyclines, transient nausea and vomiting and low-magnitude increases in liver aminotransferases were the most frequent treatment-emergent adverse events in phase III studies but were not treatment limiting."( An Integrated Safety Summary of Omadacycline, a Novel Aminomethylcycline Antibiotic.
Chitra, S; File, TM; McGovern, PC; Opal, S; Tzanis, E; van der Poll, T, 2019
)
0.8
" The primary outcome was the clinical response rate at the posttreatment evaluation, whereas the secondary outcomes were risk of an adverse event (AE) and mortality."( The efficacy and safety of omadacycline in treatment of acute bacterial infection: A systemic review and meta-analysis of randomized controlled trials.
Chang, SP; Chao, CM; Lai, CC; Lan, SH; Lu, LC, 2019
)
0.81
" Safety monitoring included the collection of adverse events (AEs), performance of laboratory tests, determination of vital signs, and performance of electrocardiograms."( An Open-Label Study of the Impact of Hepatic Impairment on the Pharmacokinetics and Safety of Single Oral and Intravenous Doses of Omadacycline.
Kovacs, SJ; Praestgaard, J; Stein, DS; Sun, H; Sunkara, G; Tanaka, SK; Ting, L; Villano, S, 2020
)
0.76
" Safety was evaluated as treatment-emergent adverse events (TEAEs) and laboratory measures."( Safety and efficacy of omadacycline for treatment of community-acquired bacterial pneumonia and acute bacterial skin and skin structure infections in patients with mild-to-moderate renal impairment.
Chitra, S; Cornely, OA; File, TM; Garrity-Ryan, L; McGovern, PC; Noble, R, 2021
)
0.93
" Safety was assessed by treatment-emergent adverse events and laboratory measures."( Safety and efficacy of omadacycline by BMI categories and diabetes history in two Phase III randomized studies of patients with acute bacterial skin and skin structure infections.
Chitra, S; McGovern, PC; Pai, MP; Wilcox, MH, 2021
)
0.93
" Safety evaluations included treatment-emergent adverse events and laboratory measures."( Safety and efficacy of omadacycline by body mass index in patients with community-acquired bacterial pneumonia: Subanalysis from a randomized controlled trial.
Chitra, S; McGovern, P; Pai, MP; Wilcox, M, 2021
)
0.93

Pharmacokinetics

We assessed the plasma and soft-tissue pharmacokinetic exposure of omadacycline in infected patients with diabetic foot infection (DFI) and healthy volunteers using in vivo microdialysis. We evaluated the effect of a potential drug-drug interaction of verapamil-a known P-glycoprotein (P-gp) inhibitor-with omad Tracycline.

ExcerptReferenceRelevance
" Low protein binding (21%), large volume of distribution (190 L), low systemic clearance (10 L/hour), and long elimination half-life (16-17 hours) support once-daily dosing."( Pharmacokinetics and Pharmacodynamics of Oral and Intravenous Omadacycline.
Pai, MP; Rodvold, KA, 2019
)
0.75
" A previously developed population pharmacokinetic (PK) model based on phase 1 intravenous and oral PK data was refined using data from infected patients."( Population Pharmacokinetic Analyses for Omadacycline Using Phase 1 and 3 Data.
Ambrose, PG; Bhavnani, SM; Friedrich, L; Lakota, EA; Rubino, CM; Safir, MC; Steenbergen, JN; Trang, M; Tzanis, E; Van Wart, SA, 2020
)
0.83
"This phase I, open-label study evaluated the effect of a potential drug-drug interaction of verapamil-a known P-glycoprotein (P-gp) inhibitor-with omadacycline on the pharmacokinetic profile of omadacycline in healthy adults."( The Effect of Verapamil, a P-gp Inhibitor, on the Pharmacokinetics, Safety, and Tolerability of Omadacycline in Healthy Adults: A Phase I, Open-Label, Single-Sequence Study.
Bai, S; Chitra, S; Hunt, TL; Manley, A; McGovern, PC; Tzanis, E, 2021
)
1.04
"3%) of the 12 participants enrolled in the study completed the study, and all enrolled participants were included in the safety and pharmacokinetic populations."( The Effect of Verapamil, a P-gp Inhibitor, on the Pharmacokinetics, Safety, and Tolerability of Omadacycline in Healthy Adults: A Phase I, Open-Label, Single-Sequence Study.
Bai, S; Chitra, S; Hunt, TL; Manley, A; McGovern, PC; Tzanis, E, 2021
)
0.84
"An in vitro dilutional pharmacokinetic model was used."( In vitro pharmacodynamics of omadacycline against Escherichia coli and Acinetobacter baumannii.
Attwood, M; Bowker, KE; MacGowan, AP; Noel, AR, 2021
)
0.91
"We assessed the plasma and soft-tissue pharmacokinetic exposure of omadacycline in infected patients with diabetic foot infection (DFI) and healthy volunteers using in vivo microdialysis."( Omadacycline pharmacokinetics and soft-tissue penetration in diabetic patients with wound infections and healthy volunteers using in vivo microdialysis.
Fratoni, AJ; Gill, CM; Kuti, JL; Nicolau, DP; Shepard, AK, 2022
)
2.4
" Analyses were undertaken to evaluate pharmacokinetic differences among subjects or patients stratified by comorbidities."( Evaluation of the Impact of Comorbidities on Omadacycline Pharmacokinetics.
Bhavnani, SM; Friedrich, L; Lakota, EA; McGovern, PC; Rubino, CM; Safir, MC; Steenbergen, JN; Trang, M; Tzanis, E, 2023
)
1.17

Bioavailability

ExcerptReferenceRelevance
" Two compounds were identified that exhibit both oral bioavailability in rat and clinically relevant bacterial susceptibility profiles against major respiratory pathogens."( Fluorocyclines. 2. Optimization of the C-9 side-chain for antibacterial activity and oral efficacy.
Achorn, C; Chen, CL; Clark, RB; Deng, Y; Fyfe, C; Grossman, TH; He, M; Hogan, PC; Hunt, DK; O'Brien, WJ; Plamondon, L; Rönn, M; Sutcliffe, JA; Xiao, XY; Zhu, Z, 2012
)
0.38
" The bioavailability of a phase 3 tablet formulation relative to that obtained via intravenous (i."( Randomized, Open-Label Study of the Pharmacokinetics and Safety of Oral and Intravenous Administration of Omadacycline to Healthy Subjects.
Kovacs, SJ; Kuemmell, A; Machineni, S; Praestgaard, J; Stein, DS; Sun, H; Sunkara, G; Tanaka, SK; Ting, L; Villano, S, 2016
)
0.65
" Oral omadacycline bioavailability is 34."( Pharmacokinetics and Pharmacodynamics of Oral and Intravenous Omadacycline.
Pai, MP; Rodvold, KA, 2019
)
1.24
" A food effect on oral bioavailability was included in the model."( Population Pharmacokinetic Analyses for Omadacycline Using Phase 1 and 3 Data.
Ambrose, PG; Bhavnani, SM; Friedrich, L; Lakota, EA; Rubino, CM; Safir, MC; Steenbergen, JN; Trang, M; Tzanis, E; Van Wart, SA, 2020
)
0.83

Dosage Studied

Omadacycline offers once daily oral and IV dosing and a clinical tolerability and safety profile that compares favorably with contemporary antibiotics used across serious community-acquired infections.

ExcerptRelevanceReference
" Omadacycline offers once daily oral and IV dosing and a clinical tolerability and safety profile that compares favorably with contemporary antibiotics used across serious community-acquired infections where resistance has rendered many less effective."( Discovery, pharmacology, and clinical profile of omadacycline, a novel aminomethylcycline antibiotic.
Steenbergen, J; Tanaka, SK; Villano, S, 2016
)
1.6
" Analyses of subgroups of patients from this trial showed similar activity to that of the comparator drug, good safety and no dosage adjustments for age, sex or hepatic or renal impairment."( The role of omadacycline in skin and soft tissue infections.
Montravers, P; Tanaka, S; Tran-Dinh, A, 2018
)
0.86
" Dosage adjustments are not required for patients with renal impairment."( Omadacycline Enters the Ring: A New Antimicrobial Contender.
Barber, KE; Bell, AM; Stover, KR; Wagner, JL; Wingler, MJB, 2018
)
1.92
" No dosage adjustment is needed in patients with renal or hepatic impairment."( Omadacycline: A New Tetracycline Antibiotic.
Chahine, EB; Dougherty, JA; Shihadeh, KC; Sucher, AJ, 2019
)
1.96
" The final population PK model was a three-compartment model with first-order absorption using transit compartments to account for absorption delay following oral dosing and first-order elimination."( Population Pharmacokinetic Analyses for Omadacycline Using Phase 1 and 3 Data.
Ambrose, PG; Bhavnani, SM; Friedrich, L; Lakota, EA; Rubino, CM; Safir, MC; Steenbergen, JN; Trang, M; Tzanis, E; Van Wart, SA, 2020
)
0.83
" coli fAUC/MIC targets align with in vivo data and will be useful in determining omadacycline dosing for this pathogen."( In vitro pharmacodynamics of omadacycline against Escherichia coli and Acinetobacter baumannii.
Attwood, M; Bowker, KE; MacGowan, AP; Noel, AR, 2021
)
1.14
"Many antibiotics require dosage adjustments in patients with renal impairment."( Safety and efficacy of omadacycline for treatment of community-acquired bacterial pneumonia and acute bacterial skin and skin structure infections in patients with mild-to-moderate renal impairment.
Chitra, S; Cornely, OA; File, TM; Garrity-Ryan, L; McGovern, PC; Noble, R, 2021
)
0.93
" The oral-only dosing regimens provide the potential for treatment of CABP and ABSSSI either within a hospital setting or in the community, which could support earlier hospital discharge and reduced treatment costs."( Omadacycline Oral Dosing and Pharmacokinetics in Community-Acquired Bacterial Pneumonia and Acute Bacterial Skin and Skin Structure Infection.
Amodio-Groton, M; Leviton, IM, 2022
)
2.16
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
tetracyclinesA subclass of polyketides having an octahydrotetracene-2-carboxamide skeleton, substituted with many hydroxy and other groups.
[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]

Bioassays (70)

Assay IDTitleYearJournalArticle
AID1328991Antibacterial activity against Salmonella sp.2016Bioorganic & medicinal chemistry, 12-15, Volume: 24, Issue:24
Discovery, pharmacology, and clinical profile of omadacycline, a novel aminomethylcycline antibiotic.
AID1329052Induction of CYP2C8 mRNA level in human primary hepatocytes at 1 to 100 uM after 24 to 48 hrs relative to control2016Bioorganic & medicinal chemistry, 12-15, Volume: 24, Issue:24
Discovery, pharmacology, and clinical profile of omadacycline, a novel aminomethylcycline antibiotic.
AID1329004Antibacterial activity against Clostridium difficile infected in hamster model assessed as median survival time2016Bioorganic & medicinal chemistry, 12-15, Volume: 24, Issue:24
Discovery, pharmacology, and clinical profile of omadacycline, a novel aminomethylcycline antibiotic.
AID587830Antibacterial activity against wild type Staphylococcus aureus Smith ATCC 13709 by CLSI M07-A8 method2011Journal of medicinal chemistry, Mar-10, Volume: 54, Issue:5
8-Azatetracyclines: synthesis and evaluation of a novel class of tetracycline antibacterial agents.
AID1329002Antibacterial activity against Clostridium perfringens2016Bioorganic & medicinal chemistry, 12-15, Volume: 24, Issue:24
Discovery, pharmacology, and clinical profile of omadacycline, a novel aminomethylcycline antibiotic.
AID587837Antibacterial activity against Klebsiella pneumoniae ATCC 13883 by CLSI M07-A8 method2011Journal of medicinal chemistry, Mar-10, Volume: 54, Issue:5
8-Azatetracyclines: synthesis and evaluation of a novel class of tetracycline antibacterial agents.
AID1329015Antibacterial activity against Streptococcus pneumoniae PBS13992016Bioorganic & medicinal chemistry, 12-15, Volume: 24, Issue:24
Discovery, pharmacology, and clinical profile of omadacycline, a novel aminomethylcycline antibiotic.
AID1329020Antibacterial activity against Haemophilus influenzae PBS981 infected in CD-1 mouse assessed as reduction in bacterial load in lungs administered intravenously as single dose after 2 hrs of infection measured after 24 hrs post treatment2016Bioorganic & medicinal chemistry, 12-15, Volume: 24, Issue:24
Discovery, pharmacology, and clinical profile of omadacycline, a novel aminomethylcycline antibiotic.
AID1329012Inhibition of human ERG2016Bioorganic & medicinal chemistry, 12-15, Volume: 24, Issue:24
Discovery, pharmacology, and clinical profile of omadacycline, a novel aminomethylcycline antibiotic.
AID1329055Induction of CYP2D6 mRNA level in human primary hepatocytes at 1 to 100 uM after 24 to 48 hrs relative to control2016Bioorganic & medicinal chemistry, 12-15, Volume: 24, Issue:24
Discovery, pharmacology, and clinical profile of omadacycline, a novel aminomethylcycline antibiotic.
AID1328995Antibacterial activity against Proteus sp.2016Bioorganic & medicinal chemistry, 12-15, Volume: 24, Issue:24
Discovery, pharmacology, and clinical profile of omadacycline, a novel aminomethylcycline antibiotic.
AID1328987Antibacterial activity against Escherichia coli2016Bioorganic & medicinal chemistry, 12-15, Volume: 24, Issue:24
Discovery, pharmacology, and clinical profile of omadacycline, a novel aminomethylcycline antibiotic.
AID1329003Bacteriostatic activity against Haemophilus influenzae assessed as reduction in bacterial load at MIC by time-kill analysis2016Bioorganic & medicinal chemistry, 12-15, Volume: 24, Issue:24
Discovery, pharmacology, and clinical profile of omadacycline, a novel aminomethylcycline antibiotic.
AID671548Antibacterial activity against tetracycline-susceptible Staphylococcus aureus ATCC 13709 Smith isolate SA1002012Journal of medicinal chemistry, Jan-26, Volume: 55, Issue:2
Fluorocyclines. 2. Optimization of the C-9 side-chain for antibacterial activity and oral efficacy.
AID587836Antibacterial activity against tetracycline-resistant Escherichia coli isolate 155 harboring tet(A) gene by CLSI M07-A8 method2011Journal of medicinal chemistry, Mar-10, Volume: 54, Issue:5
8-Azatetracyclines: synthesis and evaluation of a novel class of tetracycline antibacterial agents.
AID1328989Antibacterial activity against Enterobacter cloacae2016Bioorganic & medicinal chemistry, 12-15, Volume: 24, Issue:24
Discovery, pharmacology, and clinical profile of omadacycline, a novel aminomethylcycline antibiotic.
AID1328985Antibacterial activity against Haemophilus influenzae2016Bioorganic & medicinal chemistry, 12-15, Volume: 24, Issue:24
Discovery, pharmacology, and clinical profile of omadacycline, a novel aminomethylcycline antibiotic.
AID1329005Metabolic stability in human microsomes at 4.8 uM after 30 mins2016Bioorganic & medicinal chemistry, 12-15, Volume: 24, Issue:24
Discovery, pharmacology, and clinical profile of omadacycline, a novel aminomethylcycline antibiotic.
AID671550Antibacterial activity against tetracycline-resistant Staphylococcus aureus isolate SA158 expressing TetK gene2012Journal of medicinal chemistry, Jan-26, Volume: 55, Issue:2
Fluorocyclines. 2. Optimization of the C-9 side-chain for antibacterial activity and oral efficacy.
AID1329019Antibacterial activity against Haemophilus influenzae PBS9812016Bioorganic & medicinal chemistry, 12-15, Volume: 24, Issue:24
Discovery, pharmacology, and clinical profile of omadacycline, a novel aminomethylcycline antibiotic.
AID587832Antibacterial activity against tetracycline-resistant Staphylococcus aureus isolate 158 harboring tet(K) gene by CLSI M07-A8 method2011Journal of medicinal chemistry, Mar-10, Volume: 54, Issue:5
8-Azatetracyclines: synthesis and evaluation of a novel class of tetracycline antibacterial agents.
AID1329017Antibacterial activity against Staphylococcus aureus USA400 in mouse thigh wound infection model assessed as reduction in bacterial load administered intravenously as single dose after 2 hrs of infection measured after 24 hrs post treatment2016Bioorganic & medicinal chemistry, 12-15, Volume: 24, Issue:24
Discovery, pharmacology, and clinical profile of omadacycline, a novel aminomethylcycline antibiotic.
AID1329014Antibacterial activity against Staphylococcus aureus USA4002016Bioorganic & medicinal chemistry, 12-15, Volume: 24, Issue:24
Discovery, pharmacology, and clinical profile of omadacycline, a novel aminomethylcycline antibiotic.
AID1329051Induction of CYP2B6 mRNA level in human primary hepatocytes at 1 to 100 uM after 24 to 48 hrs relative to control2016Bioorganic & medicinal chemistry, 12-15, Volume: 24, Issue:24
Discovery, pharmacology, and clinical profile of omadacycline, a novel aminomethylcycline antibiotic.
AID1329000Antibacterial activity against Clostridium difficile by broth microdilution assay2016Bioorganic & medicinal chemistry, 12-15, Volume: 24, Issue:24
Discovery, pharmacology, and clinical profile of omadacycline, a novel aminomethylcycline antibiotic.
AID1329013Antibacterial activity against Staphylococcus aureus USA3002016Bioorganic & medicinal chemistry, 12-15, Volume: 24, Issue:24
Discovery, pharmacology, and clinical profile of omadacycline, a novel aminomethylcycline antibiotic.
AID1328994Antibacterial activity against Pseudomonas aeruginosa2016Bioorganic & medicinal chemistry, 12-15, Volume: 24, Issue:24
Discovery, pharmacology, and clinical profile of omadacycline, a novel aminomethylcycline antibiotic.
AID1328990Antibacterial activity against Serratia marcescens2016Bioorganic & medicinal chemistry, 12-15, Volume: 24, Issue:24
Discovery, pharmacology, and clinical profile of omadacycline, a novel aminomethylcycline antibiotic.
AID1328999Antibacterial activity against Haemophilus influenzae by microdilution broth assay2016Bioorganic & medicinal chemistry, 12-15, Volume: 24, Issue:24
Discovery, pharmacology, and clinical profile of omadacycline, a novel aminomethylcycline antibiotic.
AID1329016Antibacterial activity against Staphylococcus aureus USA300 in mouse thigh wound infection model assessed as reduction in bacterial load administered intravenously as single dose after 2 hrs of infection measured after 24 hrs post treatment2016Bioorganic & medicinal chemistry, 12-15, Volume: 24, Issue:24
Discovery, pharmacology, and clinical profile of omadacycline, a novel aminomethylcycline antibiotic.
AID671557Antibacterial activity against Staphylococcus aureus ATCC 13709 infected in CD-1 mouse assessed as increase in survival at 30 mg/kg, po administered as single dose 1 hr post infection measured after 48 hrs post infection2012Journal of medicinal chemistry, Jan-26, Volume: 55, Issue:2
Fluorocyclines. 2. Optimization of the C-9 side-chain for antibacterial activity and oral efficacy.
AID671553Antibacterial activity against Escherichia coli ATCC 25922 isolate 1072012Journal of medicinal chemistry, Jan-26, Volume: 55, Issue:2
Fluorocyclines. 2. Optimization of the C-9 side-chain for antibacterial activity and oral efficacy.
AID1329054Induction of CYP2C19 mRNA level in human primary hepatocytes at 1 to 100 uM after 24 to 48 hrs relative to control2016Bioorganic & medicinal chemistry, 12-15, Volume: 24, Issue:24
Discovery, pharmacology, and clinical profile of omadacycline, a novel aminomethylcycline antibiotic.
AID1329057Induction of CYP2J2 mRNA level in human primary hepatocytes at 1 to 100 uM after 24 to 48 hrs relative to control2016Bioorganic & medicinal chemistry, 12-15, Volume: 24, Issue:24
Discovery, pharmacology, and clinical profile of omadacycline, a novel aminomethylcycline antibiotic.
AID1329049Induction of CYP1B1 mRNA level in human primary hepatocytes at 1 to 100 uM after 24 to 48 hrs relative to control2016Bioorganic & medicinal chemistry, 12-15, Volume: 24, Issue:24
Discovery, pharmacology, and clinical profile of omadacycline, a novel aminomethylcycline antibiotic.
AID1329050Induction of CYP2A6 mRNA level in human primary hepatocytes at 1 to 100 uM after 24 to 48 hrs relative to control2016Bioorganic & medicinal chemistry, 12-15, Volume: 24, Issue:24
Discovery, pharmacology, and clinical profile of omadacycline, a novel aminomethylcycline antibiotic.
AID671560Oral bioavailability in rat2012Journal of medicinal chemistry, Jan-26, Volume: 55, Issue:2
Fluorocyclines. 2. Optimization of the C-9 side-chain for antibacterial activity and oral efficacy.
AID671558Antibacterial activity against Staphylococcus aureus ATCC 13709 infected in po dosed CD-1 mouse assessed as increase in survival administered as single dose 1 hr post infection measured after 48 hrs post infection2012Journal of medicinal chemistry, Jan-26, Volume: 55, Issue:2
Fluorocyclines. 2. Optimization of the C-9 side-chain for antibacterial activity and oral efficacy.
AID1329001Antibacterial activity against Clostridium difficile by agar microdilution assay2016Bioorganic & medicinal chemistry, 12-15, Volume: 24, Issue:24
Discovery, pharmacology, and clinical profile of omadacycline, a novel aminomethylcycline antibiotic.
AID1328993Antibacterial activity against Stenotrophomonas maltophilia2016Bioorganic & medicinal chemistry, 12-15, Volume: 24, Issue:24
Discovery, pharmacology, and clinical profile of omadacycline, a novel aminomethylcycline antibiotic.
AID671556Antibacterial activity against Staphylococcus aureus ATCC 13709 infected in CD-1 mouse assessed as increase in survival at 3 mg/kg, iv administered as single dose 1 hr post infection measured after 48 hrs post infection2012Journal of medicinal chemistry, Jan-26, Volume: 55, Issue:2
Fluorocyclines. 2. Optimization of the C-9 side-chain for antibacterial activity and oral efficacy.
AID1329058Induction of CYP3A4/5 mRNA level in human primary hepatocytes at 1 to 100 uM after 24 to 48 hrs relative to control2016Bioorganic & medicinal chemistry, 12-15, Volume: 24, Issue:24
Discovery, pharmacology, and clinical profile of omadacycline, a novel aminomethylcycline antibiotic.
AID671552Antibacterial activity against tetracycline-resistant Streptococcus pneumoniae isolate 160 expressing tetM gene2012Journal of medicinal chemistry, Jan-26, Volume: 55, Issue:2
Fluorocyclines. 2. Optimization of the C-9 side-chain for antibacterial activity and oral efficacy.
AID671551Antibacterial activity against Streptococcus pneumoniae ATCC 49619 isolate 1062012Journal of medicinal chemistry, Jan-26, Volume: 55, Issue:2
Fluorocyclines. 2. Optimization of the C-9 side-chain for antibacterial activity and oral efficacy.
AID671554Antibacterial activity against Escherichia coli isolate EC155 expressing tetA gene2012Journal of medicinal chemistry, Jan-26, Volume: 55, Issue:2
Fluorocyclines. 2. Optimization of the C-9 side-chain for antibacterial activity and oral efficacy.
AID1329006Metabolic stability in human hepatocytes at 48 uM up to 24 hrs2016Bioorganic & medicinal chemistry, 12-15, Volume: 24, Issue:24
Discovery, pharmacology, and clinical profile of omadacycline, a novel aminomethylcycline antibiotic.
AID1328988Antibacterial activity against Enterobacter aerogenes2016Bioorganic & medicinal chemistry, 12-15, Volume: 24, Issue:24
Discovery, pharmacology, and clinical profile of omadacycline, a novel aminomethylcycline antibiotic.
AID1329053Induction of CYP2C9 mRNA level in human primary hepatocytes at 1 to 100 uM after 24 to 48 hrs relative to control2016Bioorganic & medicinal chemistry, 12-15, Volume: 24, Issue:24
Discovery, pharmacology, and clinical profile of omadacycline, a novel aminomethylcycline antibiotic.
AID587835Antibacterial activity against Escherichia coli ATCC 25922 by CLSI M07-A8 method2011Journal of medicinal chemistry, Mar-10, Volume: 54, Issue:5
8-Azatetracyclines: synthesis and evaluation of a novel class of tetracycline antibacterial agents.
AID1329056Induction of CYP2E1 mRNA level in human primary hepatocytes at 1 to 100 uM after 24 to 48 hrs relative to control2016Bioorganic & medicinal chemistry, 12-15, Volume: 24, Issue:24
Discovery, pharmacology, and clinical profile of omadacycline, a novel aminomethylcycline antibiotic.
AID1328998Antibacterial activity against Klebsiella pneumoniae by microdilution broth assay2016Bioorganic & medicinal chemistry, 12-15, Volume: 24, Issue:24
Discovery, pharmacology, and clinical profile of omadacycline, a novel aminomethylcycline antibiotic.
AID1328997Antibacterial activity against Escherichia coli by microdilution broth assay2016Bioorganic & medicinal chemistry, 12-15, Volume: 24, Issue:24
Discovery, pharmacology, and clinical profile of omadacycline, a novel aminomethylcycline antibiotic.
AID587833Antibacterial activity against Streptococcus pneumoniae ATCC 49619 by CLSI M07-A8 method2011Journal of medicinal chemistry, Mar-10, Volume: 54, Issue:5
8-Azatetracyclines: synthesis and evaluation of a novel class of tetracycline antibacterial agents.
AID1329048Antibacterial activity against Bacteroides fragilis2016Bioorganic & medicinal chemistry, 12-15, Volume: 24, Issue:24
Discovery, pharmacology, and clinical profile of omadacycline, a novel aminomethylcycline antibiotic.
AID671549Antibacterial activity against tetracycline-resistant Staphylococcus aureus isolate SA161 expressing TetM gene2012Journal of medicinal chemistry, Jan-26, Volume: 55, Issue:2
Fluorocyclines. 2. Optimization of the C-9 side-chain for antibacterial activity and oral efficacy.
AID671694Oral bioavailability in human2012Journal of medicinal chemistry, Jan-26, Volume: 55, Issue:2
Fluorocyclines. 2. Optimization of the C-9 side-chain for antibacterial activity and oral efficacy.
AID587834Antibacterial activity against tetracycline-resistant Streptococcus pneumoniae isolate 160 harboring tet(M) gene by CLSI M07-A8 method2011Journal of medicinal chemistry, Mar-10, Volume: 54, Issue:5
8-Azatetracyclines: synthesis and evaluation of a novel class of tetracycline antibacterial agents.
AID1328992Antibacterial activity against Shigella sp.2016Bioorganic & medicinal chemistry, 12-15, Volume: 24, Issue:24
Discovery, pharmacology, and clinical profile of omadacycline, a novel aminomethylcycline antibiotic.
AID587831Antibacterial activity against tetracycline-resistant Staphylococcus aureus isolate 161 harboring tet(M) gene by CLSI M07-A8 method2011Journal of medicinal chemistry, Mar-10, Volume: 54, Issue:5
8-Azatetracyclines: synthesis and evaluation of a novel class of tetracycline antibacterial agents.
AID1328996Antibacterial activity against Providencia sp.2016Bioorganic & medicinal chemistry, 12-15, Volume: 24, Issue:24
Discovery, pharmacology, and clinical profile of omadacycline, a novel aminomethylcycline antibiotic.
AID1329008Induction of CYP1A1 mRNA level in human primary hepatocytes at 1 to 100 uM after 24 to 48 hrs relative to control2016Bioorganic & medicinal chemistry, 12-15, Volume: 24, Issue:24
Discovery, pharmacology, and clinical profile of omadacycline, a novel aminomethylcycline antibiotic.
AID1329007Induction of CYP1A2 mRNA level in human primary hepatocytes at 1 to 100 uM after 24 to 48 hrs relative to control2016Bioorganic & medicinal chemistry, 12-15, Volume: 24, Issue:24
Discovery, pharmacology, and clinical profile of omadacycline, a novel aminomethylcycline antibiotic.
AID1328986Antibacterial activity against Moraxella catarrhalis2016Bioorganic & medicinal chemistry, 12-15, Volume: 24, Issue:24
Discovery, pharmacology, and clinical profile of omadacycline, a novel aminomethylcycline antibiotic.
AID1329018Antibacterial activity against Streptococcus pneumoniae PBS1399 infected in mouse assessed as protection against bacterial infection by measuring mouse survival administered intravenously as single dose after 2 hrs of infection measured on day 72016Bioorganic & medicinal chemistry, 12-15, Volume: 24, Issue:24
Discovery, pharmacology, and clinical profile of omadacycline, a novel aminomethylcycline antibiotic.
AID671555Antibacterial activity against Klebsiella pneumoniae ATCC 138832012Journal of medicinal chemistry, Jan-26, Volume: 55, Issue:2
Fluorocyclines. 2. Optimization of the C-9 side-chain for antibacterial activity and oral efficacy.
AID671559Oral bioavailability in CD1 mouse at 30 mg/kg2012Journal of medicinal chemistry, Jan-26, Volume: 55, Issue:2
Fluorocyclines. 2. Optimization of the C-9 side-chain for antibacterial activity and oral efficacy.
AID1347158ZIKV-mCherry secondary qHTS for Zika virus inhibitors2020Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49
Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID1347161Confirmatory screen NINDS Rhodamine qHTS for Zika virus inhibitors2020Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49
Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID1347163384 well plate NINDS AMC confirmatory qHTS for Zika virus inhibitors2020Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49
Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID1347164384 well plate NINDS Rhodamine confirmatory qHTS for Zika virus inhibitors2020Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49
Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (101)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's0 (0.00)29.6817
2010's43 (42.57)24.3611
2020's58 (57.43)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 60.32

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 very strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index60.32 (24.57)
Research Supply Index4.74 (2.92)
Research Growth Index4.74 (4.65)
Search Engine Demand Index99.19 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (60.32)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials12 (11.76%)5.53%
Reviews22 (21.57%)6.00%
Case Studies2 (1.96%)4.05%
Observational0 (0.00%)0.25%
Other66 (64.71%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]