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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1644
CHEMBL1644
Compound Name CEFADROXIL
ChEMBL Synonyms ULTRACEF | BL-S578 | MJF 11567-3 | CEFADROXIL | BAXAN | CEFADROXIL/CEFADROXIL HEMIHYDRATE | DURICEF | Cefatabs | Cefadrops
Max Phase 4 (Approved)
Trade Names BAXAN | CEFADROXIL | Cefadrops | Cefatabs | DURICEF | ULTRACEF
Molecular Formula C16H17N3O5S

Additional synonyms for CHEMBL1644 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC1=C(N2[C@H](SC1)[C@H](NC(=O)[C@H](N)c3ccc(O)cc3)C2=O)C(=O) ...
Download SMILES
Standard InChI InChI=1S/C16H17N3O5S/c1-7-6-25-15-11(14(22)19(15)12(7)16(23) ...
Download InChI
Standard InChI Key BOEGTKLJZSQCCD-UEKVPHQBSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • 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


CHEMBL1644

Molecule Features

CHEMBL1644 compound icon
Drug Type:Natural Product-derived Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:Y Availability Type:Prescription-only

Mechanism of Action

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

Clinical Data

ClinicalTrials.gov CEFADROXIL
The Cochrane Collaboration CEFADROXIL

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 CHEMBL1644. 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.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL1293237 Bloom syndrome protein Homo sapiens 1.000
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.232

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.685
CHEMBL5619 DNA-(apurinic or apyrimidinic site) lyase Homo sapiens 0.618
CHEMBL276 Muscarinic acetylcholine receptor M1 Rattus norvegicus 0.386
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.339

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
363.4 363.0889 0.15 4 132.96 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
6 4 0 8 5 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
3.12 7.17 -.25 -3.4 1 25 0.56

Structural Alerts

There are 3 structural alerts for CHEMBL1644. To view alerts please click here.

Compound Cross References

ATC J - ANTIINFECTIVES FOR SYSTEMIC USE
J01 - ANTIBACTERIALS FOR SYSTEMIC USE
J01D - OTHER BETA-LACTAM ANTIBACTERIALS
J01DB - First-generation cephalosporins
J01DB05 - cefadroxil

ChemSpider ChemSpider:BOEGTKLJZSQCCD-UEKVPHQBSA-N
DailyMed cefadroxil/cefadroxil hemihydrate
PubChem SID: 144204202 SID: 170464658 SID: 93576712
Wikipedia Cefadroxil

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1644



ACToR 50370-12-2
BindingDB 50350467
Brenda 207654 207655 6128
ChEBI 3479
DrugBank DB01140
DrugCentral 526
eMolecules 536386
EPA CompTox Dashboard DTXSID8022749
FDA SRS Q525PA8JJB
Guide to Pharmacology 4831
Human Metabolome Database HMDB0015271
IBM Patent System 97090B9631BF4E162DA0DF1C20A20C04
KEGG Ligand C06878
LINCS LSM-5722
Mcule MCULE-6475996520
MolPort MolPort-002-507-346
PubChem 47965 6560167
PubChem: Thomson Pharma 14852631 16050996
SureChEMBL SCHEMBL151320
ZINC ZINC000003830391

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