U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C16H20FN3O3S
Molecular Weight 353.412
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SUTEZOLID

SMILES

CC(=O)NC[C@H]1CN(C(=O)O1)C2=CC(F)=C(C=C2)N3CCSCC3

InChI

InChIKey=FNDDDNOJWPQCBZ-ZDUSSCGKSA-N
InChI=1S/C16H20FN3O3S/c1-11(21)18-9-13-10-20(16(22)23-13)12-2-3-15(14(17)8-12)19-4-6-24-7-5-19/h2-3,8,13H,4-7,9-10H2,1H3,(H,18,21)/t13-/m0/s1

HIDE SMILES / InChI
Molecular Formula C16H20FN3O3S
Molecular Weight 353.412
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Sutezolid (PNU-100480, PF-02341272) is an oxazolidinone antibiotic currently in development as a treatment for extensively drug-resistant tuberculosis. It is unaffected by mutations conferring resistance to standard TB drugs

Originator

Approval Year

Unknown
149124
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Phase II
1147
Unknown

Approved Use

Unknown
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
986 ng/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/24732289/
600 mg 2 times / day multiple, oral
dose: 600 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
SUTEZOLID plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
1972 ng/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/24732289/
1200 mg 1 times / day multiple, oral
dose: 1200 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
SUTEZOLID plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
252.4 ng/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/21078950/
100 mg 2 times / day steady-state, oral
dose: 100 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
SUTEZOLID plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
458.7 ng/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/21078950/
300 mg 2 times / day steady-state, oral
dose: 300 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
SUTEZOLID plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
942.7 ng/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/21078950/
600 mg 2 times / day steady-state, oral
dose: 600 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
SUTEZOLID plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
2016 ng/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/21078950/
1200 mg 1 times / day steady-state, oral
dose: 1200 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
SUTEZOLID plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
6494 ng × h/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/24732289/
600 mg 2 times / day multiple, oral
dose: 600 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
SUTEZOLID plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
7127 ng × h/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/24732289/
1200 mg 1 times / day multiple, oral
dose: 1200 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
SUTEZOLID plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
845.8 ng × h/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/21078950/
100 mg 2 times / day steady-state, oral
dose: 100 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
SUTEZOLID plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
2133 ng × h/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/21078950/
300 mg 2 times / day steady-state, oral
dose: 300 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
SUTEZOLID plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
4294 ng × h/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/21078950/
600 mg 2 times / day steady-state, oral
dose: 600 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
SUTEZOLID plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
10100 ng × h/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/21078950/
1200 mg 1 times / day steady-state, oral
dose: 1200 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
SUTEZOLID plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
2.725 h
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/21078950/
100 mg 2 times / day steady-state, oral
dose: 100 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
SUTEZOLID plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
2.55 h
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/21078950/
300 mg 2 times / day steady-state, oral
dose: 300 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
SUTEZOLID plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
2.925 h
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/21078950/
600 mg 2 times / day steady-state, oral
dose: 600 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
SUTEZOLID plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
3.38 h
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/21078950/
1200 mg 1 times / day steady-state, oral
dose: 1200 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
SUTEZOLID plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
Doses

Doses

DosePopulationAdverse events​
1200 mg 1 times / day multiple, oral
Highest studied dose
Dose: 1200 mg, 1 times / day
Route: oral
Route: multiple
Dose: 1200 mg, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/24732289/
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
https://pubmed.ncbi.nlm.nih.gov/24732289/
Sources:
https://pubmed.ncbi.nlm.nih.gov/24732289/
PubMed

PubMed

TitleDatePubMed
In vitro activities of PNU-100480 and linezolid against drug-susceptible and drug-resistant Mycobacterium tuberculosis isolates.
2013-07
New small-molecule synthetic antimycobacterials.
2005-06
Short-course treatment regimen to identify potential antituberculous agents in a murine model of tuberculosis.
2004-04
Synthesis and in vitro antimycobacterial activity of novel 3-(1H-pyrrol-1-yl)-2-oxazolidinone analogues of PNU-100480.
2004-03-22
Activities of several novel oxazolidinones against Mycobacterium tuberculosis in a murine model.
1999-05
Identification of a novel oxazolidinone (U-100480) with potent antimycobacterial activity.
1996-02-02
Patents

Patents

05688792
1

Sample Use Guides

In Vivo Use Guide
600 mg twice daily (BID) for 14 days
Route of Administration: Oral
In Vitro Use Guide
U-100480 (SUTEZOLID) exhibited excellent in vitro activity against multiple clinical isolates of Mycobacterium avium complex (MIC's = 0.5-4 micrograms/mL).
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:57:20 GMT 2025
Edited
by admin
on Mon Mar 31 19:57:20 GMT 2025
Record UNII
3A71182L8P
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PNU-100480
Preferred Name English
SUTEZOLID
INN   USAN   WHO-DD  
INN   USAN  
Official Name English
U-100480
Code English
Sutezolid [WHO-DD]
Common Name English
ACETAMIDE, N-((3-(3-FLUORO-4-(4-THIOMORPHOLINYL)PHENYL)-2-OXO-5-OXAZOLIDINYL)METHYL)-, (S)-
Common Name English
SUTEZOLID [USAN]
Common Name English
(S)-N-((3-(3-FLUORO-4-THIOMORPHOLINOPHENYL)-2-OXOOXAZOLIDIN-5-YL)METHYL)ACETAMIDE
Systematic Name English
N-({(5S)-3-[3-Fluoro-4-(thiomorpholin-4-yl)phenyl]-2-oxooxazolidin-5-yl}methyl) acetamide
Systematic Name English
sutezolid [INN]
Common Name English
U-480
Code English
U100480
Code English
OXAZOLIDININONE
Common Name English
NSC-742407
Code English
ACETAMIDE, N-(((5S)-3-(3-FLUORO-4-(4-THIOMORPHOLINYL)PHENYL)-2-OXO-5-OXAZOLIDINYL) METHYL)-
Common Name English
Classification Tree Code System Code
EU-Orphan Drug EU/3/11/897
Created by admin on Mon Mar 31 19:57:20 GMT 2025 , Edited by admin on Mon Mar 31 19:57:20 GMT 2025
FDA ORPHAN DRUG 328210
Created by admin on Mon Mar 31 19:57:20 GMT 2025 , Edited by admin on Mon Mar 31 19:57:20 GMT 2025
NCI_THESAURUS C280
Created by admin on Mon Mar 31 19:57:20 GMT 2025 , Edited by admin on Mon Mar 31 19:57:20 GMT 2025
Code System Code Type Description
EPA CompTox
DTXSID20168611
Created by admin on Mon Mar 31 19:57:20 GMT 2025 , Edited by admin on Mon Mar 31 19:57:20 GMT 2025
PRIMARY
NSC
742407
Created by admin on Mon Mar 31 19:57:20 GMT 2025 , Edited by admin on Mon Mar 31 19:57:20 GMT 2025
PRIMARY
NCI_THESAURUS
C152482
Created by admin on Mon Mar 31 19:57:20 GMT 2025 , Edited by admin on Mon Mar 31 19:57:20 GMT 2025
PRIMARY
ChEMBL
CHEMBL288149
Created by admin on Mon Mar 31 19:57:20 GMT 2025 , Edited by admin on Mon Mar 31 19:57:20 GMT 2025
PRIMARY
DRUG BANK
DB11905
Created by admin on Mon Mar 31 19:57:20 GMT 2025 , Edited by admin on Mon Mar 31 19:57:20 GMT 2025
PRIMARY
PUBCHEM
465951
Created by admin on Mon Mar 31 19:57:20 GMT 2025 , Edited by admin on Mon Mar 31 19:57:20 GMT 2025
PRIMARY
SMS_ID
100000182673
Created by admin on Mon Mar 31 19:57:20 GMT 2025 , Edited by admin on Mon Mar 31 19:57:20 GMT 2025
PRIMARY
USAN
XX-127
Created by admin on Mon Mar 31 19:57:20 GMT 2025 , Edited by admin on Mon Mar 31 19:57:20 GMT 2025
PRIMARY
CAS
168828-58-8
Created by admin on Mon Mar 31 19:57:20 GMT 2025 , Edited by admin on Mon Mar 31 19:57:20 GMT 2025
PRIMARY
WIKIPEDIA
SUTEZOLID
Created by admin on Mon Mar 31 19:57:20 GMT 2025 , Edited by admin on Mon Mar 31 19:57:20 GMT 2025
PRIMARY Sutezolid (PNU-100480, PF-02341272) is an oxazolidinone antibiotic currently in development as a treatment for extensively drug-resistant tuberculosis.
INN
9444
Created by admin on Mon Mar 31 19:57:20 GMT 2025 , Edited by admin on Mon Mar 31 19:57:20 GMT 2025
PRIMARY
FDA UNII
3A71182L8P
Created by admin on Mon Mar 31 19:57:20 GMT 2025 , Edited by admin on Mon Mar 31 19:57:20 GMT 2025
PRIMARY
Related Record Type Details
MYCOBACTERIUM TUBERCULOSIS
TARGET ORGANISM->INHIBITOR
Intracellular Mycobacteria
IC50
MYCOBACTERIUM TUBERCULOSIS
TARGET ORGANISM->INHIBITOR
MIC
Related Record Type Details
Structure of Sutezolid sulfoxide
METABOLITE ACTIVE -> PARENT
Metabolite 17 fold less potent in killing intracellular M. Tb.
MAJOR
Related Record Type Details
Structure of SUTEZOLID
ACTIVE MOIETY
Originator: Pharmacia Corporation; Developer: Sequella; Class: Acetamide, Amide, Antibacterial, Oxazolidinone, Small molecule, Thiamorpholine; Mechanism of Action: Protein 30S ribosomal subunit inhibitor; Highest Development Phase: No development reported for Tuberculosis; Most Recent Events: 27 Jul 2015 No recent reports on development identified - Phase-II for Tuberculosis (Treatment-naive) in South Africa (PO): 27 Jul 2015 No recent reports on development identified - Phase-I for Tuberculosis (In volunteers) in USA (PO): 09 Aug 2013 Pfizer terminates its involvement in the development of sutezolid
NIH
NCATS
PRIVACY NOTICE
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
For language access assistance, contact the NCATS Public Information Officer
National Center for Advancing Translational Sciences (NCATS),
6701 Democracy Boulevard, Bethesda MD 20892-4874 • 301-594-8966