eravacycline

Trade name: Xerava

Small moleculeapprovedFast Track FDA

Approved

Aug 27, 2018

Eravacycline, known as Xerava by Tetraphase Pharmaceuticals, is a fully synthetic fluorocycline antibiotic of the tetracycline class with activity against clinically significant gram-negative, gram-positive aerobic, and facultative bacteria. This includes most of those bacteria resistant to cephalosporins, fluoroquinolones, β-lactam/β-lactamase inhibitors, multidrug-resistant strains, and carbapenem-resistant Enterobacteriaceae, and the majority of anaerobic pathogens. It was first approved by the FDA on August 27, 2018. Eravacycline disrupts bacterial protein synthesis by binding to the 30S ribosomal subunit thus preventing the incorporation of amino acid residues into elongating peptide chains. — NCATS

Clinical trial activity

13 trials · 7 clinical orgs · 1 marketing orgs

Phase 1
5
Phase 2
7
Phase 3
4
Phase 4
1

Earliest trial started Jan 1, 2011 (NCT01265784)

Timeline

2010s

  1. Jan 1, 2011

    Tetraphase Pharmaceuticals — Earliest Phase 2 Sponsor(trial)

  2. Jan 1, 2012

    Tetraphase Pharmaceuticals — Earliest Phase 1 Sponsor(trial)

  3. Jan 1, 2013

    Tetraphase Pharmaceuticals — Earliest Phase 3 Sponsor(trial)

  4. Aug 27, 2018

    Tetraphase Pharmaceuticals — Earliest FDA Approval

  5. Aug 27, 2018

    Tetraphase Pharmaceuticals — NDA Secondary Org

  6. Aug 27, 2018

    Tetraphase Pharmaceuticals — NDA Organization

Indications

Mechanism of action

Approval history

  • approvedPriority reviewFast trackAug 27, 2018

Chemistry & pharmacology

Loading structure…

SMILES

CN(C)[C@H]1[C@@H]2C[C@@H]3CC4=C(F)C=C(NC(=O)CN5CCCC5)C(O)=C4C(=O)C3=C(O)[C@]2(O)C(=O)C(C(N)=O)=C1O
Mol. weight
558.5554 g/mol
Lipinski Ro5
2 violation(s)
Rule of 3
No
Chirality
Single Stereoisomer
Inorganic
No
Polymer
No
Delivery
Parenteral
Availability
Prescription Only

Oral

No

Parenteral

Yes

Topical

No

Sources

Also known as

  • 7-fluoro-9-pyrrolidinoacetamido-6-demethyl-6-deoxytetracycline
  • eravacycline
  • eravacycline
  • eravacycline
  • eravacycline
  • eravacycline
  • eravacycline dihydrochloride
  • eravacyline
  • tp-434
  • tp-434
  • tp-434

Clinical trials

NCT IDPhaseStart dateSponsor(s)
NCT06794541Phase 2Mar 31, 2025Innoviva, Tetraphase Pharmaceuticals
NCT06440304Phase 4Nov 30, 2024University of Zagreb
NCT05537896Phase 2Oct 31, 2022West Virginia University
NCT03696550Phase 1Dec 20, 2018Tetraphase Pharmaceuticals
NCT03032510Phase 3Jan 1, 2017Tetraphase Pharmaceuticals
NCT02784704Phase 3Oct 13, 2016Tetraphase Pharmaceuticals
NCT02135276Phase 1Dec 1, 2013Tetraphase Pharmaceuticals
NCT01978938Phase 3Dec 1, 2013Tetraphase Pharmaceuticals
NCT02135302Phase 1Oct 1, 2013New Orleans Center for Clinical Research, Orlando Clinical Research Center, Tetraphase Pharmaceuticals
NCT01844856Phase 3Aug 1, 2013Tetraphase Pharmaceuticals
NCT01941446Phase 1Mar 1, 2013Tetraphase Pharmaceuticals
NCT01989949Phase 1Nov 1, 2012Department of Health and Human Services, Tetraphase Pharmaceuticals
NCT01265784Phase 2Jan 1, 2011Tetraphase Pharmaceuticals
Showing 13 of 13 trials
Page 1 / 1

Organizations

Research & Development (7)

OrganizationOrg typeTrialsAs lead sponsorPhasesEarliest year
Tetraphase PharmaceuticalsFor profit111132011
Department of Health and Human ServicesGovernment1012012
InnovivaFor profit1012025
New Orleans Center for Clinical ResearchFor profit1012013
Orlando Clinical Research CenterFor profit1012013
University of ZagrebAcademic/Hospital1112024
West Virginia UniversityAcademic/Hospital1112022
7 organizations
Page 1 / 1

Marketing (2)

OrganizationOrg typeRelationshipDate
Tetraphase PharmaceuticalsFor profitNDA2Aug 27, 2018
Tetraphase PharmaceuticalsFor profitNDAAug 27, 2018