CAS 165800-04-4 Eperezolid (HCID 73214)

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Basic information

CAS: 165800-04-4
Standard SMILES: CC(=O)NC[C@H]1CN(c2ccc(N3CCN(C(=O)CO)CC3)c(F)c2)C(=O)O1
InChIKey: SIMWTRCFFSTNMG-AWEZNQCLSA-N
Molecular formula: C18H23FN4O5
Average molar mass: 394.4 g/mol
Monoisotopic mass: 394.16524806

Overview

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.

Names & identifiers

Preferred name: Eperezolid
IUPAC: N-[[(5S)-3-[3-fluoro-4-[4-(2-hydroxyacetyl)piperazin-1-yl]phenyl]-2-oxo-1,3-oxazolidin-5-yl]methyl]acetamide
English name: eperezolid
Molecular formula: C18H23FN4O5
Molecular weight: 394.4

Names & synonyms

Eperezolid165800-04-4U-100592EperezolidaEperezolideC460ZSU1OWN-[[(5S)-3-[3-fluoro-4-[4-(2-hydroxyacetyl)piperazin-1-yl]phenyl]-2-oxo-1,3-oxazolidin-5-yl]methyl]acetamideU-100,592DTXSID50168028N-((3-(3-fluoro-4-(N-1-(4-hydroxyacetyl)piperazinyl)phenyl)-2-oxo-5-oxazolidinyl)methyl)acetamideeperezolidumN-(((5S)-3-(3-fluoro-4-(4-(2-hydroxyacetyl)piperazin-1-yl)phenyl)-2-oxo-1,3-oxazolidin-5-yl)methyl)acetamide

Show more names

U 100592Eperezolid-d3Eperezolid (PNU-100592Eperezolid, 10 mM in DMSOPNU100592PNU100592Bacterial,PNU100592,Inhibitor,inhibit,Eperezolid,PNU 100592,Antibiotic(S)-N-[[3-[3-Fluoro-4-[4-(hydroxyacetyl)-1-piperazinyl]phenyl]-2-oxo-5-oxazolidinyl]methyl]acetamide

RefChem:921005DTXCID3090519PNU-100592PNU 100592(S)-N-((3-(3-fluoro-4-(4-(2-hydroxyacetyl)piperazin-1-yl)phenyl)-2-oxooxazolidin-5-yl)methyl)acetamideAcetamide, N-((3-(3-fluoro-4-(4-(hydroxyacetyl)-1-piperazinyl)phenyl)-2-oxo-5-oxazolidinyl)methyl)-, (S)-Acetamide, N-((3-(3-fluoro-4-(4-(hydroxyacetyl)-1-piperazynyl)phenyl)- 2-oxo-5-oxazolidinyl)methyl)-, (S)-N-(((S)-3-(3-fluoro-4-(4-glycoloyl-1-piperazinyl)phenyl)-2-oxo-5-oxazolidinyl)methyl)acetamide

Properties

Computed structural properties

XLogP: -0.3
Topological polar surface area: 102 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 7
Rotatable bonds: 5
Heavy atoms: 28
Formal charge: 0
Complexity: 599

Physicochemical properties

Melting point: 174 · 174-176℃
Boiling point: 701.2 · 701.2±60.0 °C(Predicted)
Density: 1.37 · 1.370±0.06 g/cm3(Predicted)
storage temp.: 2 · 2-8°C
solubility: 2 O; · insoluble in EtOH; insoluble in H2O; ≥14.05 mg/mL in DMSO
form: Powder
pka: 13.84 · 13.84±0.10(Predicted)
color: White to off-white
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
SMILES: C(NC[C@@H]1OC(=O)N(C2=CC=C(N3CCN(C(CO)=O)CC3)C(F)=C2)C1)(=O)C
FDA UNII: 460 ZSU1OW · C460ZSU1OW

Chemistry & industry

Pharmacology

MeSH Pharmacological ClassificationSubstances that prevent infectious agents or organisms from spreading or kill infectious agents in order to prevent the spread of infection.