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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL146095
CHEMBL146095
Compound Name GLAFENINE
ChEMBL Synonyms GLYCERYLAMINOPHENAQUINE | GLAPHENINE | R 1707 | GLAFENINE
Max Phase 4 (Approved)
Withdrawn Yes
Trade Names
Molecular Formula C19H17ClN2O4

Additional synonyms for CHEMBL146095 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES OCC(O)COC(=O)c1ccccc1Nc2ccnc3cc(Cl)ccc23
Standard InChI InChI=1S/C19H17ClN2O4/c20-12-5-6-14-17(7-8-21-18(14)9-12)22- ...
Download InChI
Standard InChI Key GWOFUCIGLDBNKM-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification
  • Withdrawn Drugs

Alternate Forms of Compound in ChEMBL


CHEMBL146095

Molecule Features

CHEMBL146095 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:N Parenteral:N Topical:N Black Box:N Availability Type:Withdrawn

Withdrawal Information

Year 1984
Country Germany; France
Reason Anaphylaxis
Class Immune system toxicity

Mechanism of Action

Mechanism of Action ChEMBL Target References
Cyclooxygenase inhibitor Cyclooxygenase PubMed PubMed PubMed

Clinical Data

ClinicalTrials.gov GLAFENINE
The Cochrane Collaboration GLAFENINE

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 CHEMBL146095. 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
CHEMBL1923 Histidine-rich protein Plasmodium falciparum 0.985
CHEMBL3587 Dual specificity mitogen-activated protein kinase kinase 1 Homo sapiens 0.524
CHEMBL2276 c-Jun N-terminal kinase 1 Homo sapiens 0.218

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1923 Histidine-rich protein Plasmodium falciparum 0.966
CHEMBL3587 Dual specificity mitogen-activated protein kinase kinase 1 Homo sapiens 0.574

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
372.8 372.0877 3.14 6 91.68 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
6 3 0 6 3 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
13.07 5.64 3.02 3.01 3 26 0.58

Structural Alerts

There are 2 structural alerts for CHEMBL146095. To view alerts please click here.

Compound Cross References

ATC N - NERVOUS SYSTEM
N02 - ANALGESICS
N02B - OTHER ANALGESICS AND ANTIPYRETICS
N02BG - Other analgesics and antipyretics
N02BG03 - glafenine

ChemSpider ChemSpider:GWOFUCIGLDBNKM-UHFFFAOYSA-N
PubChem SID: 26748455

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL146095



ACToR 3820-67-5
Brenda 155115
ChEBI 31653
DrugCentral 1297
eMolecules 538822
EPA CompTox Dashboard DTXSID1048546
IBM Patent System 8BC818662E0E6F9A938CCC6952EA8F5C
LINCS LSM-4419
Mcule MCULE-1316837644
MolPort MolPort-003-666-338
Nikkaji J3.409F
PubChem 3474
PubChem: Thomson Pharma 15251899
SureChEMBL SCHEMBL24246

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