ChEMBL logo

ChEMBL

spacer
ChEMBL Statistics
  Loading Statistics...
spacer

Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1727
CHEMBL1727
Compound Name CEPHALEXIN
ChEMBL Synonyms CEPHALEXIN HYDROCHLORIDE | Keflex | LY-061188 | Keflet | CEPHALEXIN | 66873 | Keftab | CEFALEXIN | TENKOREX | CEPOREX | KEFLEX | KEFLET | KIFLONE | KEFTAB | Cefalexin hydrate | PANIXINE DISPERDOSE
Max Phase 4 (Approved)
Trade Names CEPHALEXIN | CEPOREX | TENKOREX | KEFLET | KEFLEX | KIFLONE | PANIXINE DISPERDOSE | KEFTAB
Molecular Formula C16H17N3O4S

Additional synonyms for CHEMBL1727 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)c3ccccc3)C2=O)C(=O)O
Standard InChI InChI=1S/C16H17N3O4S/c1-8-7-24-15-11(14(21)19(15)12(8)16(22) ...
Download InChI
Standard InChI Key ZAIPMKNFIOOWCQ-UEKVPHQBSA-N

Sources

  • British National Formulary
  • DrugMatrix
  • 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


CHEMBL1727

Molecule Features

CHEMBL1727 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 PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Urinary Tract InfectionsD014552EFO:0003103urinary tract infection2ClinicalTrials
CellulitisD002481EFO:0003035cellulitis2ClinicalTrials
Skin DiseasesD012871EFO:0000701skin disease3ClinicalTrials
Urinary Bladder NeoplasmsD001749EFO:0000292bladder carcinoma3ClinicalTrials
Dermatitis, AtopicD003876EFO:0000274atopic eczema2ClinicalTrials
InfectionD007239EFO:0000544infection2ClinicalTrials
Staphylococcal InfectionsD013203EFO:0005681Staphylococcus aureus infection2ClinicalTrials
Urinary Bladder, OveractiveD053201EFO:1000781overactive bladder1ClinicalTrials

Clinical Data

ClinicalTrials.gov CEPHALEXIN
The Cochrane Collaboration CEPHALEXIN

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 CHEMBL1727. 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 0.999

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.367
CHEMBL276 Muscarinic acetylcholine receptor M1 Rattus norvegicus 0.240

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
347.4 347.094 0.44 4 112.73 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
5 3 0 7 4 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
3.12 6.84 .35 -2.94 1 24 0.68

Structural Alerts

There are 3 structural alerts for CHEMBL1727. 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
J01DB01 - cefalexin

ChemSpider ChemSpider:ZAIPMKNFIOOWCQ-UEKVPHQBSA-N
DailyMed cephalexin
PubChem SID: 144205293 SID: 170464982 SID: 26719711 SID: 29215501
Wikipedia Cefalexin

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1727



ACToR 15686-71-2 14101-75-8
BindingDB 50139896
Brenda 1026 159775
ChEBI 3534
DrugBank DB00567
DrugCentral 571
eMolecules 30512569 3715788
EPA CompTox Dashboard DTXSID9022780
FDA SRS 5SFF1W6677
Guide to Pharmacology 4832
Human Metabolome Database HMDB0014707
IBM Patent System 5AC102AC686443B4B20C4003B651F214
KEGG Ligand C06895
LINCS LSM-5957
Mcule MCULE-1022568448
MolPort MolPort-002-507-304
NIH Clinical Collection SAM001246761
Nikkaji J3.133J
PharmGKB PA448883
PubChem 6560168 27447
PubChem: Thomson Pharma 14778344 14876054
SureChEMBL SCHEMBL2961
ZINC ZINC000003830500

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