Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C17H16FN6O6P |
Molecular Weight | 450.3177 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 1 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CN1N=NC(=N1)C2=NC=C(C=C2)C3=CC=C(C=C3F)N4C[C@H](COP(O)(O)=O)OC4=O
InChI
InChIKey=QCGUSIANLFXSGE-GFCCVEGCSA-N
InChI=1S/C17H16FN6O6P/c1-23-21-16(20-22-23)15-5-2-10(7-19-15)13-4-3-11(6-14(13)18)24-8-12(30-17(24)25)9-29-31(26,27)28/h2-7,12H,8-9H2,1H3,(H2,26,27,28)/t12-/m1/s1
DescriptionSources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2014/205435s000lbl.pdfhttps://www.ncbi.nlm.nih.gov/pubmed/24688035Curator's Comment: description was created based on several sources, including
http://www.ncbi.nlm.nih.gov/pubmed/?term=25136252
Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2014/205435s000lbl.pdfhttps://www.ncbi.nlm.nih.gov/pubmed/24688035
Curator's Comment: description was created based on several sources, including
http://www.ncbi.nlm.nih.gov/pubmed/?term=25136252
Tedizolid (also known as TR-700, DA-7157) as is an active compound, which is produced by plasma or intestinal phosphatases, after administration of the drug, tedizolid phosphate either orally or intravenously. The mechanism of action of tedizolid occurs through inhibition of bacterial protein synthesis by binding to the 23S ribosomal RNA of the 50S subunit, thereby preventing the formation of the 70S initiation complex and inhibiting protein synthesis.
Originator
Sources: http://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:83326https://www.ncbi.nlm.nih.gov/pubmed/16940121
Curator's Comment: It was developed by Cubist Pharmaceuticals, following acquisition of Trius Therapeutics (originator: Dong-A Pharmaceuticals)
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL2363135 Sources: http://www.ncbi.nlm.nih.gov/pubmed/?term=25136252 |
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Target ID: CHEMBL2363135 Sources: https://www.ncbi.nlm.nih.gov/pubmed/24688035 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Curative | SIVEXTRO Approved UseIndicated for the treatment of acute bacterial skin and skin structure infections (ABSSSI) caused by designated susceptible bacteria in adults. To reduce the development of drug-resistant bacteria and maintain the effectiveness of SIVEXTRO and other antibacterial drugs,
SIVEXTRO should be used only to treat or prevent infections that are proven or strongly suspected to be caused by bacteria. Launch Date2014 |
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Curative | SIVEXTRO Approved UseIndicated for the treatment of acute bacterial skin and skin structure infections (ABSSSI) caused by designated susceptible bacteria in adults. To reduce the development of drug-resistant bacteria and maintain the effectiveness of SIVEXTRO and other antibacterial drugs,
SIVEXTRO should be used only to treat or prevent infections that are proven or strongly suspected to be caused by bacteria. Launch Date2014 |
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Curative | SIVEXTRO Approved UseIndicated for the treatment of acute bacterial skin and skin structure infections (ABSSSI) caused by designated susceptible bacteria in adults. To reduce the development of drug-resistant bacteria and maintain the effectiveness of SIVEXTRO and other antibacterial drugs,
SIVEXTRO should be used only to treat or prevent infections that are proven or strongly suspected to be caused by bacteria. Launch Date2014 |
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Cmax
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
2 μg/mL |
200 mg single, oral dose: 200 mg route of administration: Oral experiment type: SINGLE co-administered: |
[NO STEREO] TEDIZOLID plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
|
2.2 μg/mL |
200 mg 1 times / day steady-state, oral dose: 200 mg route of administration: Oral experiment type: STEADY-STATE co-administered: |
[NO STEREO] TEDIZOLID plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
|
2.3 μg/mL |
200 mg single, intravenous dose: 200 mg route of administration: Intravenous experiment type: SINGLE co-administered: |
[NO STEREO] TEDIZOLID plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
|
3 μg/mL |
200 mg 1 times / day steady-state, intravenous dose: 200 mg route of administration: Intravenous experiment type: STEADY-STATE co-administered: |
[NO STEREO] TEDIZOLID plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
AUC
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
23.8 μg × h/mL |
200 mg single, oral dose: 200 mg route of administration: Oral experiment type: SINGLE co-administered: |
[NO STEREO] TEDIZOLID plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
|
25.6 μg × h/mL |
200 mg 1 times / day steady-state, oral dose: 200 mg route of administration: Oral experiment type: STEADY-STATE co-administered: |
[NO STEREO] TEDIZOLID plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
|
26.6 μg × h/mL |
200 mg single, intravenous dose: 200 mg route of administration: Intravenous experiment type: SINGLE co-administered: |
[NO STEREO] TEDIZOLID plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
|
29.2 μg × h/mL |
200 mg 1 times / day steady-state, intravenous dose: 200 mg route of administration: Intravenous experiment type: STEADY-STATE co-administered: |
[NO STEREO] TEDIZOLID plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
T1/2
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
12 h |
200 mg single, oral dose: 200 mg route of administration: Oral experiment type: SINGLE co-administered: |
[NO STEREO] TEDIZOLID plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
|
12 h |
200 mg 1 times / day steady-state, oral dose: 200 mg route of administration: Oral experiment type: STEADY-STATE co-administered: |
[NO STEREO] TEDIZOLID plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
|
12 h |
200 mg single, intravenous dose: 200 mg route of administration: Intravenous experiment type: SINGLE co-administered: |
[NO STEREO] TEDIZOLID plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
|
12 h |
200 mg 1 times / day steady-state, intravenous dose: 200 mg route of administration: Intravenous experiment type: STEADY-STATE co-administered: |
[NO STEREO] TEDIZOLID plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
Funbound
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
20% |
200 mg single, oral dose: 200 mg route of administration: Oral experiment type: SINGLE co-administered: |
[NO STEREO] TEDIZOLID plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
|
20% |
200 mg 1 times / day steady-state, oral dose: 200 mg route of administration: Oral experiment type: STEADY-STATE co-administered: |
[NO STEREO] TEDIZOLID plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
|
20% |
200 mg single, intravenous dose: 200 mg route of administration: Intravenous experiment type: SINGLE co-administered: |
[NO STEREO] TEDIZOLID plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
|
20% |
200 mg 1 times / day steady-state, intravenous dose: 200 mg route of administration: Intravenous experiment type: STEADY-STATE co-administered: |
[NO STEREO] TEDIZOLID plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
Doses
Dose | Population | Adverse events |
---|---|---|
1200 mg single, oral Studied dose |
healthy, 18-45 years n = 6 Health Status: healthy Age Group: 18-45 years Sex: M+F Population Size: 6 Sources: |
Disc. AE: Vomiting... Other AEs: Diarrhea, Headache... AEs leading to discontinuation/dose reduction: Vomiting (3 patients) Other AEs:Diarrhea (13%) Sources: Headache (10.9%) Nausea (6.5%) Abdominal pain (4.3%) Vomiting (4.3%) |
400 mg single, intravenous Highest studied dose Dose: 400 mg Route: intravenous Route: single Dose: 400 mg Sources: |
healthy, 29 years n = 9 Health Status: healthy Age Group: 29 years Sex: M+F Population Size: 9 Sources: |
|
400 mg 1 times / day steady, oral Highest studied dose Dose: 400 mg, 1 times / day Route: oral Route: steady Dose: 400 mg, 1 times / day Sources: |
healthy, 31.0 years (range: 18–41) n = 8 Health Status: healthy Age Group: 31.0 years (range: 18–41) Sex: M+F Population Size: 8 Sources: |
Disc. AE: Reticulocyte count, White blood cell decreased... AEs leading to discontinuation/dose reduction: Reticulocyte count (1 patient) Sources: White blood cell decreased (1 patient) |
200 mg 1 times / day multiple, oral Recommended Dose: 200 mg, 1 times / day Route: oral Route: multiple Dose: 200 mg, 1 times / day Sources: Page: p. 117 |
unhealthy, 42 years (range: 17 - 86 years) n = 662 Health Status: unhealthy Age Group: 42 years (range: 17 - 86 years) Population Size: 662 Sources: Page: p. 117 |
Disc. AE: Abdominal discomfort, Diarrhea... AEs leading to discontinuation/dose reduction: Abdominal discomfort (0.2%) Sources: Page: p. 117Diarrhea (0.2%) Vomiting (0.2%) Osteomyelitis (0.2%) |
AEs
AE | Significance | Dose | Population |
---|---|---|---|
Headache | 10.9% | 1200 mg single, oral Studied dose |
healthy, 18-45 years n = 6 Health Status: healthy Age Group: 18-45 years Sex: M+F Population Size: 6 Sources: |
Diarrhea | 13% | 1200 mg single, oral Studied dose |
healthy, 18-45 years n = 6 Health Status: healthy Age Group: 18-45 years Sex: M+F Population Size: 6 Sources: |
Vomiting | 3 patients Disc. AE |
1200 mg single, oral Studied dose |
healthy, 18-45 years n = 6 Health Status: healthy Age Group: 18-45 years Sex: M+F Population Size: 6 Sources: |
Abdominal pain | 4.3% | 1200 mg single, oral Studied dose |
healthy, 18-45 years n = 6 Health Status: healthy Age Group: 18-45 years Sex: M+F Population Size: 6 Sources: |
Vomiting | 4.3% | 1200 mg single, oral Studied dose |
healthy, 18-45 years n = 6 Health Status: healthy Age Group: 18-45 years Sex: M+F Population Size: 6 Sources: |
Nausea | 6.5% | 1200 mg single, oral Studied dose |
healthy, 18-45 years n = 6 Health Status: healthy Age Group: 18-45 years Sex: M+F Population Size: 6 Sources: |
Reticulocyte count | 1 patient Disc. AE |
400 mg 1 times / day steady, oral Highest studied dose Dose: 400 mg, 1 times / day Route: oral Route: steady Dose: 400 mg, 1 times / day Sources: |
healthy, 31.0 years (range: 18–41) n = 8 Health Status: healthy Age Group: 31.0 years (range: 18–41) Sex: M+F Population Size: 8 Sources: |
White blood cell decreased | 1 patient Disc. AE |
400 mg 1 times / day steady, oral Highest studied dose Dose: 400 mg, 1 times / day Route: oral Route: steady Dose: 400 mg, 1 times / day Sources: |
healthy, 31.0 years (range: 18–41) n = 8 Health Status: healthy Age Group: 31.0 years (range: 18–41) Sex: M+F Population Size: 8 Sources: |
Abdominal discomfort | 0.2% Disc. AE |
200 mg 1 times / day multiple, oral Recommended Dose: 200 mg, 1 times / day Route: oral Route: multiple Dose: 200 mg, 1 times / day Sources: Page: p. 117 |
unhealthy, 42 years (range: 17 - 86 years) n = 662 Health Status: unhealthy Age Group: 42 years (range: 17 - 86 years) Population Size: 662 Sources: Page: p. 117 |
Diarrhea | 0.2% Disc. AE |
200 mg 1 times / day multiple, oral Recommended Dose: 200 mg, 1 times / day Route: oral Route: multiple Dose: 200 mg, 1 times / day Sources: Page: p. 117 |
unhealthy, 42 years (range: 17 - 86 years) n = 662 Health Status: unhealthy Age Group: 42 years (range: 17 - 86 years) Population Size: 662 Sources: Page: p. 117 |
Osteomyelitis | 0.2% Disc. AE |
200 mg 1 times / day multiple, oral Recommended Dose: 200 mg, 1 times / day Route: oral Route: multiple Dose: 200 mg, 1 times / day Sources: Page: p. 117 |
unhealthy, 42 years (range: 17 - 86 years) n = 662 Health Status: unhealthy Age Group: 42 years (range: 17 - 86 years) Population Size: 662 Sources: Page: p. 117 |
Vomiting | 0.2% Disc. AE |
200 mg 1 times / day multiple, oral Recommended Dose: 200 mg, 1 times / day Route: oral Route: multiple Dose: 200 mg, 1 times / day Sources: Page: p. 117 |
unhealthy, 42 years (range: 17 - 86 years) n = 662 Health Status: unhealthy Age Group: 42 years (range: 17 - 86 years) Population Size: 662 Sources: Page: p. 117 |
Overview
OverviewOther
Drug as perpetrator
Drug as victim
Tox targets
Target | Modality | Activity | Metabolite | Clinical evidence |
---|---|---|---|---|
Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2014/205436Orig1s000PharmR.pdf#page=31 Page: 31.0 |
Sample Use Guides
In Vivo Use Guide
Curator's Comment: SIVEXTRO (tedizolid phosphate) tablet, for oral use or SIVEXTRO (tedizolid phosphate) for injection, for
intravenous use.
The recommended dosage of SIVEXTRO is 200 mg administered once daily for six (6) days either orally (with or without food) or as an intravenous (IV) infusion in patients 18 years of age or older.
Route of Administration:
Oral
At least 90% of the microorganisms (Staphylococcus aureus (including methicillin-resistant [MRSA] and methicillinsusceptible [MSSA] isolates); Streptococcus pyogenes; Streptococcus agalactiae; Streptococcus anginosus Group (including S. anginosus, S. intermedius, and S. constellatus); Enterococcus faecalis; Staphylococcus epidermidis (including methicillin-susceptible and methicillin-resistant isolates); Staphylococcus haemolyticus; Staphylococcus lugdunensis; Enterococcus faecium) exhibit an in vitro minimum inhibitory concentration (MIC) less than or equal to 0.5 mcg/mL for tedizolid.
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Classification Tree | Code System | Code | ||
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EMA ASSESSMENT REPORTS |
SILVEXTRO (AUTHORIZED SOFT TISSUE INFECTIONS)
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NCI_THESAURUS |
C258
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83326
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WW-95
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C515040
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m10517
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DB09042
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100000128380
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O7DRJ6R4DW
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O7DRJ6R4DW
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CHEMBL2105669
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SUB35385
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C152537
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1540824
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11476460
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4873
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856867-55-5
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DTXSID30234977
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ACTIVE MOIETY
SALT/SOLVATE (PARENT)
SUBSTANCE RECORD