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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1443
CHEMBL1443
Compound Name NAFCILLIN
ChEMBL Synonyms WY-3277 | NAFCILLIN | Nallpen | NAFCILLIN SODIUM | Unipen | NALLPEN | UNIPEN
Max Phase 4 (Approved)
Trade Names UNIPEN | NAFCILLIN SODIUM | NALLPEN | Unipen
Molecular Formula C21H22N2O5S

Additional synonyms for CHEMBL1443 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCOc1ccc2ccccc2c1C(=O)N[C@H]3[C@H]4SC(C)(C)[C@@H](N4C3=O)C(= ...
Download SMILES
Standard InChI InChI=1S/C21H22N2O5S/c1-4-28-13-10-9-11-7-5-6-8-12(11)14(13) ...
Download InChI
Standard InChI Key GPXLMGHLHQJAGZ-JTDSTZFVSA-N

Sources

  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • TP-search Transporter Database
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL1443

Molecule Features

CHEMBL1443 compound icon
Drug Type:Natural Product-derived Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:Y Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

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

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
OsteomyelitisD010019EFO:0003102osteomyelitis3ClinicalTrials
InfectionD007239EFO:0000544infection2ClinicalTrials

Clinical Data

ClinicalTrials.gov NAFCILLIN
The Cochrane Collaboration NAFCILLIN

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
414.5 414.1249 2.48 5 95.94 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
5 2 0 7 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
2.44 - 2.6 -1.13 2 29 0.73

Structural Alerts

There are 3 structural alerts for CHEMBL1443. 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
J01CF06 - nafcillin

ChemSpider ChemSpider:GPXLMGHLHQJAGZ-JTDSTZFVSA-N
DailyMed nafcillin sodium
Wikipedia Nafcillin

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1443



ACToR 147-52-4
BindingDB 50103525
ChEBI 7447
DrugBank DB00607
DrugCentral 1869
EPA CompTox Dashboard DTXSID8023343
FDA SRS 4CNZ27M7RV
Human Metabolome Database HMDB0014745
IBM Patent System C88E86E1BF909311D298703B484C16FA
KEGG Ligand C07250
LINCS LSM-2402
Nikkaji J10.134F
PharmGKB PA450576
PubChem 8982
PubChem: Thomson Pharma 14929045
SureChEMBL SCHEMBL47797
ZINC ZINC000003875980

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