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Eperezolid (Standard)

CAT: 0804-HY-10393RSize: 1 EachDry Ice: NoHazardous: No
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CAT#:0804-HY-10393RSize:1 Each
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Description
Eperezolid (Standard) is an analytical standard for Eperezolid. This product is intended for research and analytical applications. Eperezolid (PNU-100592) is an oxazolidinone antibiotic with good in vitro inhibitory properties.
CAS Number
165800-04-4
Product Name Alternative
PNU-100592 (Standard)
UNSPSC
12352005
Target
Antibiotic; Bacterial; Reference Standards
Related Pathways
Anti-infection; Others
Field of Research
Infection
Smiles
O=C(O[C@H]1CNC(C)=O)N(C1)C2=CC(F)=C(C=C2)N3CCN(CC3)C(CO)=O
Molecular Formula
C18H23FN4O5
Molecular Weight
394.40
References & Citations
[1]Rybak MJ, et al. Comparative in vitro activities and postantibiotic effects of the oxazolidinone compounds eperezolid (PNU-100592) and linezolid (PNU-100766) versus vancomycin against Staphylococcus aureus, coagulase-negative staphylococci, Enterococcus faecalis, and Enterococcus faecium. Antimicrob Agents Chemother. 1998 Mar;42 (3) :721-4.|[2]Lin AH, et al. The oxazolidinone eperezolid binds to the 50S ribosomal subunit and competes with binding of chloramphenicol and lincomycin. Antimicrob Agents Chemother. 1997 Oct;41 (10) :2127-31.|[3]Zhou CC, et al. 1H nuclear magnetic resonance study of oxazolidinone binding to bacterial ribosomes. Antimicrob Agents Chemother. 2002 Mar;46 (3) :625-9.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

Eperezolid

Eperezolid is a small molecule drug. The usage of the INN stem '-zolid' in the name indicates that Eperezolid is a oxazolidinone antibacterial. Eperezolid has a monoisotopic molecular weight of 394.17 Da.

CAS Number165800-04-4
PubChem CID73214
IUPAC NameN-[[(5S)-3-[3-fluoro-4-[4-(2-hydroxyacetyl)piperazin-1-yl]phenyl]-2-oxo-1,3-oxazolidin-5-yl]methyl]acetamide
Molecular FormulaC18H23FN4O5
Molecular Weight394.4
XLogP-0.3
Topological Polar Surface Area102
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count7
Rotatable Bond Count5
Heavy Atom Count28
Formal Charge0
Complexity599
SMILES
CC(=O)NC[C@H]1CN(C(=O)O1)C2=CC(=C(C=C2)N3CCN(CC3)C(=O)CO)F
InChI
InChI=1S/C18H23FN4O5/c1-12(25)20-9-14-10-23(18(27)28-14)13-2-3-16(15(19)8-13)21-4-6-22(7-5-21)17(26)11-24/h2-3,8,14,24H,4-7,9-11H2,1H3,(H,20,25)/t14-/m0/s1
InChIKey
SIMWTRCFFSTNMG-AWEZNQCLSA-N
Chemical Structure
2D Structure
2D structure of Eperezolid
CAS: 165800-04-4
CID: 73214
Formula: C18H23FN4O5
MW: 394.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight394.4
XLogP3-0.3
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count7
Rotatable Bond Count5
Exact Mass394.16524801
Monoisotopic Mass394.16524801
Topological Polar Surface Area102 Ų
Heavy Atom Count28
Formal Charge0
Complexity599
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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448285-01Eperezolid
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A13486-50Eperezolid 50mg
A13486-1Eperezolid 1mg
A13486-100Eperezolid 100mg
A13486-5Eperezolid 5mg
A13486-2Eperezolid 2mg
A13486-25Eperezolid 25mg

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