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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL575
CHEMBL575
Compound Name METHICILLIN
ChEMBL Synonyms METICILLIN | STAPHCILLIN | X-1497 | BRL-1241 | METHICILLIN SODIUM | Staphcillin | METICILLIN SODIUM | SQ-16123 | SQ 16,123 | METHICILLIN
Max Phase 4 (Approved)
Trade Names STAPHCILLIN
Molecular Formula C17H20N2O6S

Additional synonyms for CHEMBL575 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES COc1cccc(OC)c1C(=O)N[C@H]2[C@H]3SC(C)(C)[C@@H](N3C2=O)C(=O)O
Standard InChI InChI=1S/C17H20N2O6S/c1-17(2)12(16(22)23)19-14(21)11(15(19)2 ...
Download InChI
Standard InChI Key RJQXTJLFIWVMTO-TYNCELHUSA-N

Sources

  • British National Formulary
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL575

Molecule Features

CHEMBL575 compound icon
Drug Type:Natural Product-derived Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:N Parenteral:Y Topical:N Black Box:N Availability Type:Discontinued

Mechanism of Action

Mechanism of Action ChEMBL Target References
Penicillin-binding protein inhibitor Penicillin-binding protein PubMed

Clinical Data

ClinicalTrials.gov METHICILLIN
The Cochrane Collaboration METHICILLIN

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
380.4 380.1042 1.06 5 130.47 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
7 2 0 8 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
2.44 - 1.02 -2.71 1 26 0.73

Structural Alerts

There are 3 structural alerts for CHEMBL575. To view alerts please click here.

Compound Cross References

ATC J - ANTIINFECTIVES FOR SYSTEMIC USE
J01 - ANTIBACTERIALS FOR SYSTEMIC USE
J01C - BETA-LACTAM ANTIBACTERIALS, PENICILLINS
J01CF - Beta-lactamase resistant penicillins
J01CF03 - meticillin

ChemSpider ChemSpider:RJQXTJLFIWVMTO-TYNCELHUSA-N
Wikipedia Meticillin

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL575



ACToR 61-32-5
BindingDB 50103523
Brenda 2412
ChEBI 6827
DrugBank DB01603
DrugCentral 1744
eMolecules 3716059
EPA CompTox Dashboard DTXSID6023284
FDA SRS Q91FH1328A
Human Metabolome Database HMDB0015541
IBM Patent System 33231A8853E13883A30DD6AD741FC088
KEGG Ligand C07177
Nikkaji J2.341H
PDBe MII
PharmGKB PA164777034
PubChem 6087
PubChem: Thomson Pharma 14829324
SureChEMBL SCHEMBL4898
ZINC ZINC000003831070

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/RJQXTJLFIWVMTO-TYNCELHUSA-N spacer
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