oritavancin
Trade name: orbactiv
Approved
Aug 6, 2014
Oritavancin is an glycopeptide antibiotic with bactericidal activity effective in treating infections caused by Gram-positive organisms. It treats complicated skin and skin structure infections. This drug demonstrates similar activity to vancomycin, but it has stronger activity against Staphylococcus and Enterococcus. The pharmacokinetics and pharmacodynamics of oritavancin appear to be favourable and once-daily dosing is likely. The incidence of multi-drug resistant bacteria is increasing and explorations into additional treatment options are essential. Oritavancin is marketed under the brand name Orbactiv. Orbactiv is indicated for the treatment of adult patients with acute bacterial skin and skin structure infections caused or suspected to be caused by susceptible isolates of designated Gram-positive microorganisms. Oritavancin has the following mechanism of action: 1) Inhibition of the transglycosylation (polymerisation) step of cell wall biosynthesis by binding to the stem peptide of peptidoglycan precursors 2) Inhibition of the transpeptidation (crosslinking) step of cell wall biosynthesis by binding to the peptide bridging segments of the cell wall 3) Disruption of bacterial membrane integrity, leading to depolarisation, increased permeability and rapid cell death. — NCATS
Clinical trial activity
17 trials · 10 clinical orgs · 1 marketing orgs
Earliest trial started Aug 1, 2007 (NCT00514527)
Timeline
2000s
- Jan 1, 2007
Earliest Phase 2 Sponsor(trial)
2010s
- Jan 1, 2010
Earliest Phase 3 Sponsor(trial)
- Jan 1, 2013
Earliest Phase 1 Sponsor(trial)
- Aug 6, 2014
Melinta Therapeutics — Earliest FDA Approval
- Aug 6, 2014
Melinta Therapeutics — NDA Organization
- Aug 6, 2014
Melinta Therapeutics — NDA Secondary Org
Indications
Studied for
- Abscess · Phase 3
- Arthritis, Infectious · Phase 4
- Bacteremia · Phase 4
- Bacterial Infections · Phase 4
- Cellulitis · Phase 3
- Gram-Positive Bacterial Infections · Phase 1
- Healthy Volunteers · Phase 1
- Inflammation · Phase 3
- Osteomyelitis · Phase 4
- Skin Diseases, Bacterial · Phase 4
- Soft Tissue Infections · Phase 4
- Staphylococcal Infections · Phase 4
- Staphylococcal Skin Infections · Phase 2
- Streptococcal Infections · Phase 2
- Substance-Related Disorders · Phase 4
- Wound Infection · Phase 3
- Wounds and Injuries · Phase 2
Mechanism of action
- PeptidoglycanINHIBITOR
Peptidoglycan inhibitor
Approval history
- approvedPriority reviewAug 6, 2014
Chemistry & pharmacology
SMILES
CN[C@H](CC(C)C)C(=O)N[C@H]1C(=O)N[C@@H](CC(N)=O)C(=O)N[C@H]2C(=O)N[C@H]3C(=O)N[C@H](C(=O)N[C@H](C(=O)O)c4cc(O)cc(O)c4-c4cc3ccc4O)[C@H](O[C@H]3C[C@](C)(N)[C@@H](O)[C@H](C)O3)c3ccc(c(Cl)c3)Oc3cc2cc(c3O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[C@H]2C[C@](C)(NCc3ccc(-c4ccc(Cl)cc4)cc3)[C@@H](O)[C@H](C)O2)Oc2ccc(cc2Cl)[C@H]1O.O=P(O)(O)O.O=P(O)(O)O- Mol. weight
- 1989.11 g/mol
- Chirality
- Single Stereoisomer
- Inorganic
- No
- Polymer
- No
- Delivery
- Parenteral
- Availability
- Prescription Only
Oral
No
Parenteral
Yes
Topical
No
Sources
- ChEMBLCHEMBL3989766 ↗
- WikipediaOritavancin ↗
- NCATSPUG62FRZ2E ↗
- ChEMBLCHEMBL2105352 ↗
- ChEMBLCHEMBL1688530 ↗
Also known as
- chlorobiphenyl-chloroeremomycin
- chlorobiphenyl-chloroeremomycin
- ly333328
- ly333328
- ly 333328
- ly-333328
- ly-333328
- ly-333328
- orbactiv
- orbactiv
- orbactiv
- orbactiv
- oritavancin
- oritavancin
- oritavancin
- oritavancin
- oritavancin
- oritavancin
- oritavancin
- oritavancin
- oritavancin
- oritavancin diphosphate
- oritavancin diphosphate
- oritavancin diphosphate
- oritavancin diphosphate
- oritavancin diphosphate
- oritavancin diphosphate
- oritavancin diphosphate
- oritavancin diphosphate
Clinical trials
| NCT ID | Phase | Start date | Sponsor(s) |
|---|---|---|---|
| NCT07013552 | N/A | Jun 30, 2025 | Government of Poland, Silesian University of Medicine |
| NCT05521880 | Phase 4 | Oct 31, 2022 | University of Maryland |
| NCT05599295 | Phase 2 | Oct 31, 2022 | Melinta Therapeutics |
| NCT03873987 | Phase 1 | Jul 31, 2019 | Melinta Therapeutics |
| NCT03761953 | Phase 4 | Jan 1, 2019 | University of Pennsylvania |
| NCT02925416 | Phase 4 | Jan 1, 2017 | The Medicines Company |
| NCT02471690 | Phase 1 | Jul 1, 2015 | The Medicines Company |
| NCT02452918 | Phase 4 | Jun 1, 2015 | The Medicines Company |
| NCT02470702 | Phase 1 | Jun 1, 2015 | The Medicines Company |
| NCT02340988 | Phase 1 | Apr 1, 2015 | Spaulding Clinical Research Inc., The Medicines Company |
| NCT02357524 | Phase 1 | Jan 1, 2015 | The Medicines Company, University of Otago |
| NCT02134301 | Phase 1 | May 1, 2014 | The Medicines Company |
| NCT01762839 | Phase 1 | Jan 1, 2013 | Spaulding Clinical Research Inc., The Medicines Company |
| NCT01784536 | Phase 1 | Jan 1, 2013 | Spaulding Clinical Research Inc., The Medicines Company |
| NCT01252719 | Phase 3 | Dec 1, 2010 | Duke University, The Medicines Company |
| NCT01252732 | Phase 3 | Dec 1, 2010 | Duke University, The Medicines Company |
| NCT00514527 | Phase 2 | Aug 1, 2007 | Targanta |
Organizations
Research & Development (10)
| Organization | Org type | Trials | As lead sponsor | Phases | Earliest year |
|---|---|---|---|---|---|
| The Medicines Company | For profit | 11 | 11 | 3 | 2010 |
| Spaulding Clinical Research Inc. | For profit | 3 | 0 | 1 | 2013 |
| Duke University | Academic/Hospital | 2 | 0 | 1 | 2010 |
| Melinta Therapeutics | For profit | 2 | 2 | 2 | 2019 |
| Government of Poland | Government | 1 | 0 | 1 | 2025 |
| Silesian University of Medicine | Academic/Hospital | 1 | 1 | 1 | 2025 |
| Targanta | For profit | 1 | 1 | 1 | 2007 |
| University of Maryland | Academic/Hospital | 1 | 1 | 1 | 2022 |
| University of Otago | Academic/Hospital | 1 | 0 | 1 | 2015 |
| University of Pennsylvania | Academic/Hospital | 1 | 1 | 1 | 2019 |
Marketing (2)
| Organization | Org type | Relationship | Date |
|---|---|---|---|
| Melinta Therapeutics | For profit | NDA | Aug 6, 2014 |
| Melinta Therapeutics | For profit | NDA2 | Aug 6, 2014 |