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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1583
CHEMBL1583
Compound Name BACAMPICILLIN
ChEMBL Synonyms BACAMPICILLIN | AMBAXIN | BACAMPICILLIN HYDROCHLORIDE | SPECTROBID
Max Phase 4 (Approved)
Trade Names AMBAXIN | SPECTROBID
Molecular Formula C21H27N3O7S

Additional synonyms for CHEMBL1583 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCOC(=O)OC(C)OC(=O)[C@@H]1N2[C@H](SC1(C)C)[C@H](NC(=O)[C@H]( ...
Download SMILES
Standard InChI InChI=1S/C21H27N3O7S/c1-5-29-20(28)31-11(2)30-19(27)15-21(3, ...
Download InChI
Standard InChI Key PFOLLRNADZZWEX-FFGRCDKISA-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


CHEMBL1583

Molecule Features

CHEMBL1583 compound icon
Drug Type:Natural Product-derived Rule of Five:Y First In Class:N Chirality:Racemic Mixture Prodrug:Y Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Discontinued

Mechanism of Action

Mechanism of Action ChEMBL Target References
Bacterial penicillin-binding protein inhibitor Bacterial penicillin-binding protein PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
OsteomyelitisD010019EFO:0003102osteomyelitis0ClinicalTrials
ClinicalTrials

Clinical Data

ClinicalTrials.gov BACAMPICILLIN
The Cochrane Collaboration BACAMPICILLIN

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL1583. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


10uM


ChEMBL_ID Target Name Organism Score
CHEMBL276 Muscarinic acetylcholine receptor M1 Rattus norvegicus 0.222
CHEMBL1940 Voltage-gated L-type calcium channel alpha-1C subunit Homo sapiens 0.218

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
465.5 465.157 1.3 7 137.26 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
9 2 0 10 3 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
12.16 6.81 3.52 3.44 1 32 0.35

Structural Alerts

There are 10 structural alerts for CHEMBL1583. 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
J01CA - Penicillins with extended spectrum
J01CA06 - bacampicillin

ChemSpider ChemSpider:PFOLLRNADZZWEX-FFGRCDKISA-N
Wikipedia Bacampicillin

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1583



ACToR 50972-17-3
ChEBI 2968
DrugBank DB01602
DrugCentral 280
EPA CompTox Dashboard DTXSID2048030
Human Metabolome Database HMDB0015540
IBM Patent System 40D0D39EA66383B3F5C1C42C47A7FC96
KEGG Ligand C08122
MolPort MolPort-006-167-804
Nikkaji J14.626I
PharmGKB PA164745461
PubChem 441397
SureChEMBL SCHEMBL33818

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