General
Preferred name
OXACILLIN
Synonyms
SO 16423 ()
P-12 ()
OXACILLIN SODIUM SALT ()
Oxabel ()
OXACILLIN SODIUM ()
Oxacillin (sodium salt) ()
Oxacillin sodium monohydrate ()
Oxazocilline ()
Prostaphlin ()
Bactocill ()
Cryptocillin ()
SQ-16423 ()
P&D ID
PD010065
CAS
1173-88-2
66-79-5
Tags
covalent binder
natural product
drug
available
Approved by
FDA
First approval
1971
Drug Status
investigational
approved
Drug indication
Bacterial infection
Antibacterial
Max Phase
Phase 4
Probe control
Probe control not defined
Orthogonal probes
0
No orthogonal probes found
Similar probes
0
No structurally similar probes found
Structure
P&D probe-likeness score
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
DESCRIPTION
Oxacillin is a semi-synthetic penicillinase-resistant and acid-stable, a parenteral β-lactam (penicillin) antibacterial. It has replaced in clinical use.
(GtoPdb)
DESCRIPTION
Oxacillin is a semisynthetic penicillinase-resistant and acid-stable penicillin with an antimicrobial activity. It is a narrow-spectrum beta-lactam antibiotic of the penicillin class. It is widely used in resistant staphylococci infections. It binds to penicillin-binding proteins in the bacterial cell wall, thus blocking the synthesis of peptidoglycan, which leads to inhibition of cell growth and causes cell lysis. It was developed by Beecham and has been listed.
(BOC Sciences Bioactive Compounds)
DESCRIPTION
The sodium salt form of Oxacillin which is a narrow-spectrum antibiotic and commonly used for studying the mechanisms of penicillinase resistance. It can be used for penicillin-resistant Staphylococcus infections.
(BOC Sciences Bioactive Compounds)
[[ p.pathway_name ]]
[[ compound.targets[tid].gene_name ]]
Compound Sets
21
BOC Sciences Bioactive Compounds
Cayman Chemical Bioactives
ChEMBL Approved Drugs
ChEMBL Drugs
Drug Repurposing Hub
DrugBank
DrugBank Approved Drugs
DrugCentral
DrugCentral Approved Drugs
DrugMAP
DrugMAP Approved Drugs
Guide to Pharmacology
MedChem Express Bioactive Compound Library
NCATS Inxight Approved Drugs
NPC Screening Collection
Other bioactive compounds
Prestwick Chemical Library
ReFrame library
Selleckchem Bioactive Compound Library
TargetMol Bioactive Compound Library
[[ a.name ]]
[[ ligand_id ]]
free of charge
External IDs
58
Molecular Weight
401.1
Hydrogen Bond Acceptors
6
Hydrogen Bond Donors
2
Rotatable Bonds
4
Ring Count
4
Aromatic Ring Count
2
cLogP
1.9
TPSA
112.74
Fraction CSP3
0.37
Chiral centers
3.0
Largest ring
6.0
QED
0.75
Structural alerts
0
No structural alerts detected
Related compounds
Custom attributes
(extracted from source data)
Pathway
Microbiology/virology
Anti-infection
Target
antibiotic
Bacterial
Antibiotics,Antineoplastic and Immunosuppressive Antibiotics
Indication
staphylococcal infections
MOA
bacterial cell wall synthesis inhibitor
Therapeutic Class
Antibiotics
Solubility
Slightly soluble in Methanol, Water (50 mg/mL)
27.8 mg/L at 25 ℃
Source data
