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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL66092
CHEMBL66092
Compound Name LAQUINIMOD
ChEMBL Synonyms Laquinimod | TV-5600 | ABR-215062 SODIUM | LAQUINIMOD SODIUM
Max Phase 3
Trade Names
Molecular Formula C19H17ClN2O3

Additional synonyms for CHEMBL66092 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCN(C(=O)C1=C(O)c2c(Cl)cccc2N(C)C1=O)c3ccccc3
Standard InChI InChI=1S/C19H17ClN2O3/c1-3-22(12-8-5-4-6-9-12)19(25)16-17(23 ...
Download InChI
Standard InChI Key GKWPCEFFIHSJOE-UHFFFAOYSA-N

Sources

  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL66092

Molecule Features

CHEMBL66092 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Unclassified Parenteral:Unclassified Topical:Unclassified Black Box:Unclassified Availability Type:Unclassified

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
LUPUS ERYTHEMATOSUS, SYSTEMICD008180EFO:0002690SYSTEMIC LUPUS ERYTHEMATOSUS2ClinicalTrials
CROHN DISEASED003424EFO:0000384CROHN'S DISEASE2ClinicalTrials
HUNTINGTON DISEASED006816Orphanet:399HUNTINGTON DISEASE2ClinicalTrials
MULTIPLE SCLEROSIS, CHRONIC PROGRESSIVED020528EFO:0003840CHRONIC PROGRESSIVE MULTIPLE SCLEROSIS2ClinicalTrials
MULTIPLE SCLEROSIS, RELAPSING-REMITTINGD020529EFO:0003929RELAPSING-REMITTING MULTIPLE SCLEROSIS3ClinicalTrials
MULTIPLE SCLEROSISD009103EFO:0003885MULTIPLE SCLEROSIS3ClinicalTrials

Clinical Data

ClinicalTrials.gov LAQUINIMOD
The Cochrane Collaboration LAQUINIMOD

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 CHEMBL66092. 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
CHEMBL4552 Peripheral-type benzodiazepine receptor Rattus norvegicus 0.994
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.962
CHEMBL1947 Thyroid hormone receptor beta-1 Homo sapiens 0.883
CHEMBL4096 Cellular tumor antigen p53 Homo sapiens 0.870
CHEMBL2392 DNA polymerase beta Homo sapiens 0.520
CHEMBL1287622 Lethal(3)malignant brain tumor-like protein 1 Homo sapiens 0.489
CHEMBL1075189 Pyruvate kinase isozymes M1/M2 Homo sapiens 0.264



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL4552 Peripheral-type benzodiazepine receptor Rattus norvegicus 0.939
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.929
CHEMBL4096 Cellular tumor antigen p53 Homo sapiens 0.848
CHEMBL1947 Thyroid hormone receptor beta-1 Homo sapiens 0.606
CHEMBL5162 Neuropeptide S receptor Homo sapiens 0.317
CHEMBL1293299 Histone-lysine N-methyltransferase MLL Homo sapiens 0.266

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
356.8 356.0928 2.88 3 60.85 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
3 1 0 5 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
4.5 .56 2.19 -.51 2 25 0.86

Structural Alerts

There are 1 structural alerts for CHEMBL66092. To view alerts please click here.

Compound Cross References

ATC N - NERVOUS SYSTEM
N07 - OTHER NERVOUS SYSTEM DRUGS
N07X - OTHER NERVOUS SYSTEM DRUGS
N07XX - Other nervous system drugs
N07XX10 - laquinimod

ChemSpider ChemSpider:GKWPCEFFIHSJOE-UHFFFAOYSA-N
PubChem SID: 174007071
Wikipedia Laquinimod

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL66092



ChEBI 134738
DrugBank DB06685
DrugCentral 4825
eMolecules 2796407
EPA CompTox Dashboard DTXSID30179536
FDA SRS 908SY76S4G
Guide to Pharmacology 7639
IBM Patent System 2386BC2E4F95D94F4A247964E28F243A
MolPort MolPort-005-942-663
Nikkaji J1.865.733C
PubChem 54677946
PubChem: Thomson Pharma 14876590
Selleck laquinimod-abr-215062
SureChEMBL SCHEMBL39440
ZINC ZINC000100004621

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