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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL161
CHEMBL161
Compound Name CEFTRIAXONE
ChEMBL Synonyms RO 13-9904 | Ro-13-9904 | Rocephin | CEFTRIAXONE SODIUM | CEFTRIAXONE
Max Phase 4 (Approved)
Trade Names CEFTRIAXONE | Rocephin
Molecular Formula C18H18N8O7S3

Additional synonyms for CHEMBL161 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CO\N=C(/C(=O)N[C@H]1[C@H]2SCC(=C(N2C1=O)C(=O)O)CSC3=NC(=O)C( ...
Download SMILES
Standard InChI InChI=1S/C18H18N8O7S3/c1-25-18(22-12(28)13(29)23-25)36-4-6-3 ...
Download InChI
Standard InChI Key VAAUVRVFOQPIGI-SPQHTLEESA-N

Sources

  • 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


CHEMBL161

Molecule Features

CHEMBL161 compound icon
Drug Type:Natural Product-derived Rule of Five:N First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:N Parenteral:Y 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

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
SepsisD018805HP:0100806sepsis3ClinicalTrials
Urinary Tract InfectionsD014552EFO:0003103urinary tract infection3ClinicalTrials
Bipolar DisorderD001714EFO:0000289bipolar disorder2ClinicalTrials
GonorrheaD006069DOID:7551gonorrhea3ClinicalTrials
Parkinson DiseaseD010300EFO:0002508Parkinson's disease2ClinicalTrials
EndocarditisD004696EFO:0000465endocarditis3ClinicalTrials
Borrelia InfectionsD001899EFO:1000842Borrelia infectious disease3ClinicalTrials
InfectionD007239EFO:0000544infection3ClinicalTrials
OsteomyelitisD010019EFO:0003102osteomyelitis0ClinicalTrials
PneumoniaD011014EFO:0003106pneumonia3ClinicalTrials
Pneumonia, BacterialD018410EFO:1001272bacterial pneumonia3ClinicalTrials
Psychotic DisordersD011618EFO:0005411schizoaffective disorder1ClinicalTrials
SchizophreniaD012559EFO:0000692schizophrenia1ClinicalTrials
EndometritisD004716EFO:1001312Endometritis2ClinicalTrials
Digestive System DiseasesD004066EFO:0000405digestive system disease3ClinicalTrials
Nutrition DisordersD009748EFO:0001069nutritional disorder3ClinicalTrials
Pelvic Inflammatory DiseaseD000292EFO:1001388Pelvic Inflammatory Disease2ClinicalTrials
Amyotrophic Lateral SclerosisD000690EFO:0000253amyotrophic lateral sclerosis3ClinicalTrials
CholangitisD002761HP:0030151Cholangitis2ClinicalTrials
Psychotic DisordersD011618EFO:0005407psychosis1ClinicalTrials

Clinical Data

ClinicalTrials.gov CEFTRIAXONE
The Cochrane Collaboration CEFTRIAXONE

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 CHEMBL161. 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
CHEMBL4159 Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Homo sapiens 0.850
CHEMBL2725 Beta-lactamase Enterobacter cloacae 0.721
CHEMBL2219 Protein-tyrosine phosphatase LC-PTP Homo sapiens 0.635
CHEMBL5031 Beta-lactamase Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG12228) 0.374

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL5619 DNA-(apurinic or apyrimidinic site) lyase Homo sapiens 1.000
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.998
CHEMBL4159 Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Homo sapiens 0.661
CHEMBL2725 Beta-lactamase Enterobacter cloacae 0.500
CHEMBL1075138 Tyrosyl-DNA phosphodiesterase 1 Homo sapiens 0.381

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
554.6 554.0461 -1.2 8 215.22 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
15 4 2 15 5 2


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
2.59 1.7 -.54 -5.32 2 36 0.13

Structural Alerts

There are 14 structural alerts for CHEMBL161. 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
J01DD - Third-generation cephalosporins
J01DD04 - ceftriaxone

J - ANTIINFECTIVES FOR SYSTEMIC USE
J01 - ANTIBACTERIALS FOR SYSTEMIC USE
J01D - OTHER BETA-LACTAM ANTIBACTERIALS
J01DD - Third-generation cephalosporins
J01DD54 - ceftriaxone, combinations

ChemSpider ChemSpider:VAAUVRVFOQPIGI-SPQHTLEESA-N
DailyMed ceftriaxone sodium
Wikipedia Ceftriaxone

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL161



ACToR 73384-59-5
BindingDB 50049707 50103601
Brenda 3525 21558 48892
ChEBI 29007
ChemicalBook CB9114533
DrugBank DB01212
DrugCentral 564
EPA CompTox Dashboard DTXSID0022773
FDA SRS 75J73V1629
Guide to Pharmacology 5326
Human Metabolome Database HMDB0015343
KEGG Ligand C06683
MolPort MolPort-005-933-495
Nikkaji J11.973C
PharmGKB PA448866
PubChem 5479530
PubChem: Thomson Pharma 14935103 14886134 15968575
SureChEMBL SCHEMBL23354
ZINC ZINC000028467879

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