General
Preferred name
meticillin
Synonyms
METHICILLIN SODIUM ()
BRL-1241 ()
Methicillin ()
X-1497 ()
Meticillin Sodium ()
Celbenin ()
Meticillin sodium ()
METHICILLIN ()
Methicillin sodium salt ()
Methicillin (sodium salt) ()
Meticillin (sodium) ()
Methcilline ()
2,6-dimethoxyphenyl penicillin ()
Meticilline ()
Meticilina ()
Meticillin ()
Staphcillin ()
Meticillin sodium monohydrate ()
SQ 16,123 ()
Sodium methicillin ()
NSC-757091 ()
Methicillin sodium anhydrous ()
SQ-16123 ()
P&D ID
PD009455
CAS
7246-14-2
61-32-5
132-92-3
Tags
available
covalent binder
drug
Approved by
FDA
Drug indication
osteomyelitis
Bacterial infection
Neurological disorder
Drug Status
approved
withdrawn
investigational
Max Phase
4.0
First approval
1982
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)
PRICE
29
DESCRIPTION
Methicillin sodium salt (Meticillin sodium) is a ¦Â-lactam, semi-synthetic antibiotic related to penicillin antibiotic. Methicillin sodium salt inhibits penicillin-binding proteins involved in the synthesis of peptidoglycan. Methicillin sodium salt inhibits S. aureus with a MIC value of 2.1 ¦Ìg/mL. Methicillin sodium salt can be used for the research of inflammation[1][2].
MOA
Similar to other beta-lactam antimicrobials, meticillin blocks synthesis of the bacterial cell wall. Meticillin stops cross-linkage between the peptidoglycan polymer chains, which make up a large portion of gram-positive bacterial cell walls. It does this by binding to and competitively inhibiting the transpeptidase enzyme used by bacteria to cross-link the peptide (D-alanyl-alanine) used in peptidogylcan synthesis.
DESCRIPTION
Methicillin/meticillin, is a narrow-spectrum β-lactam antimicrobial compound that was discovered in 1960.
(GtoPdb)
DESCRIPTION
Methicillin sodium salt is the sodium salt form of methicillin, a semisynthetic beta-lactam penicillin antibiotic with beta-lactamase resistant activity.
(TargetMol Bioactive Compound Library)
DESCRIPTION
Methicillin is a semisynthetic, narrow spectrum β-lactamase-resistant penicillin antibiotic. It has bactericidal and beta-lactamase resistant activity. It was used to treat infections caused by susceptible Gram-positive bacteria, such as Staphylococcus aureus. It binds to specific penicillin-binding proteins (BPBs) on the bacterial cell wall, thus preventing the cross-linkage of peptidoglycans, which leads to an interruption of the bacterial cell wall and causes bacterial lysis. It is susceptible to a penicillin-binding protein. It has been listed.
(BOC Sciences Bioactive Compounds)
[[ p.pathway_name ]]
[[ compound.targets[tid].gene_name ]]
Cell lines
0
Organisms
2
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
NPC Screening Collection
Other bioactive compounds
Prestwick Chemical Library
ReFrame library
TargetMol Bioactive Compound Library
The Spectrum Collection
Withdrawn 2.0
[[ a.name ]]
[[ ligand_id ]]
free of charge
External IDs
73
Molecular Weight
380.1
Hydrogen Bond Acceptors
6
Hydrogen Bond Donors
2
Rotatable Bonds
5
Ring Count
3
Aromatic Ring Count
1
cLogP
0.95
TPSA
105.17
Fraction CSP3
0.47
Chiral centers
3.0
Largest ring
6.0
QED
0.73
Structural alerts
0
No structural alerts detected
Related compounds
Custom attributes
(extracted from source data)
Target
antibiotic
Bacterial
PBPs
Penicillin-binding protein (PBP)
Indication
gram-negative bacterial infections, gram-positive bacterial infections
MOA
bacterial cell wall synthesis inhibitor
ATC
J01CF03
Pathway
Microbiology/virology
Anti-infection
Therapeutic Class
Antibiotics
Solubility
Soluble in DMSO, not in water
Source data
