General
Preferred name
CEFOXITIN
Synonyms
CEFOXITIN SODIUM ()
MK-306 ()
Cenomycin ()
Betacef ()
Merxin ()
Cefoxitin sodium salt ()
Cefoxitin (sodium) ()
Mefoxin ()
J01DC01 ()
Mefoxitin ()
Cefoxitin (sodium salt) ()
P&D ID
PD009557
CAS
66309-69-1
61622-34-2
33564-30-6
35607-66-0
Tags
covalent binder
natural product
drug
available
Approved by
FDA
First approval
1978
Drug Status
approved
Drug indication
Bacterial infection
Antibacterial
Max Phase
Phase 4
Structure
Probe scores
P&D probe-likeness score
[[ v.score ]]%
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
DESCRIPTION Cefoxitin is a parenteral, second-generation cephamycin, β-lactam antibacterial. The 7-alpha-methoxy functional group within the structure makes cefoxitin highly resistant to hydrolysis by some β-lactamases. Methicillin-resistant Staphylococcus aureus has acquired resistance to cefoxitin, via expression of the gene for penicillin binding protein 2a (PBP2a). Cefoxitin is active against a broad range of Gram-negative and Gram-positive bacteria, including anaerobes. It is inactive against most strains of Pseudomonas aeruginosa and many strains of Enterobacter cloacae. (GtoPdb)
Cell lines
0
Organisms
2
Compound Sets
26
AdooQ Bioactive Compound Library
A17431
Cayman Chemical Bioactives
15990
ChEMBL Approved Drugs
CHEMBL1200530
CHEMBL996
ChEMBL Drugs
CHEMBL1200530
CHEMBL996
CovBinderInPDB
CBR000734
CBR001346
CBR001347
CBR001348
CBR001349
CBR001585
CBR001586
CBR001611
CBR005226
CBR005228
CBR005798
CBR005804
Drug Repurposing Hub
DrugBank
DB01331
DrugBank Approved Drugs
DB01331
DrugCentral
550
DrugCentral Approved Drugs
550
DrugMAP
DMYTXVR
DrugMAP Approved Drugs
DMYTXVR
EU-OPENSCREEN Bioactive Compound Library
EOS100867
Guide to Pharmacology
10937
MedChem Express Bioactive Compound Library
HY-B1117
HY-B1825
NCATS Inxight Approved Drugs
6OEV9DX57Y
NIH Clinical Collections (NCC)
NPC Screening Collection
Other bioactive compounds
Pandemic Response Box
Prestwick Chemical Library
ReFrame library
Selleckchem Bioactive Compound Library
cefoxitin-sodium
cefoxitin
TargetMol Bioactive Compound Library
T1023
The Spectrum Collection
ZINC Tool Compounds
ZINC000003830449
External IDs
69
Properties
(calculated by RDKit )
Molecular Weight
427.05
Hydrogen Bond Acceptors
8
Hydrogen Bond Donors
3
Rotatable Bonds
7
Ring Count
3
Aromatic Ring Count
1
cLogP
0.1
TPSA
148.26
Fraction CSP3
0.38
Chiral centers
2.0
Largest ring
6.0
QED
0.41
Structural alerts
0
No structural alerts detected
Related compounds
Custom attributes
(extracted from source data)
Pathway
Microbiology&virology
Anti-infection
Target
antibiotic
Bacterial
Antibiotics,Bacterial
MOA
Antibiotic
bacterial cell wall synthesis inhibitor
Indication
respiratory tract infections, urinary tract infections, intra-abdominal infections, gynecologic infections, bacterial septicemia, bone and joint infections, skin infections
Therapeutic Class
Antibiotics
Source data