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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL314854
CHEMBL314854
Compound Name FINGOLIMOD
ChEMBL Synonyms Gilenya | FTY720 | FINGOLIMOD | FINGOLIMOD HYDROCHLORIDE
Max Phase 4 (Approved)
Trade Names Gilenya
Molecular Formula C19H33NO2

Additional synonyms for CHEMBL314854 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCCCCCCCc1ccc(CCC(N)(CO)CO)cc1
Standard InChI InChI=1S/C19H33NO2/c1-2-3-4-5-6-7-8-17-9-11-18(12-10-17)13-1 ...
Download InChI
Standard InChI Key KKGQTZUTZRNORY-UHFFFAOYSA-N

Sources

  • British National Formulary
  • Manually Added Drugs
  • Orange Book
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL314854

Molecule Features

CHEMBL314854 compound icon
Drug Type:Natural Product-derived Rule of Five:Y First In Class:Y Chirality:Achiral Molecule Prodrug:Y Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Sphingosine 1-phosphate receptor agonist Sphingosine 1-phosphate receptor DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
MULTIPLE SCLEROSIS, CHRONIC PROGRESSIVED020528EFO:0003840CHRONIC PROGRESSIVE MULTIPLE SCLEROSIS3ClinicalTrials
OPTIC NEURITISD009902EFO:0007405OPTIC NEURITIS2ClinicalTrials
STROKED020521EFO:0000712STROKE2ClinicalTrials
UVEITISD014605EFO:1001231UVEITIS2ClinicalTrials
RETT SYNDROMED015518Orphanet:778RETT SYNDROME1ClinicalTrials
SCHIZOPHRENIAD012559EFO:0000692SCHIZOPHRENIA2ClinicalTrials
IMMUNE SYSTEM DISEASESD007154EFO:0000540IMMUNE SYSTEM DISEASE4ATC
MULTIPLE SCLEROSISD009103EFO:0003885MULTIPLE SCLEROSIS4DailyMed
ClinicalTrials
ClinicalTrials
RENAL INSUFFICIENCYD051437HP:0000083RENAL INSUFFICIENCY1ClinicalTrials
MULTIPLE SCLEROSIS, RELAPSING-REMITTINGD020529EFO:0003929RELAPSING-REMITTING MULTIPLE SCLEROSIS3ClinicalTrials
AMYOTROPHIC LATERAL SCLEROSISD000690EFO:0000253AMYOTROPHIC LATERAL SCLEROSIS2ClinicalTrials
ASTHMAD001249EFO:0000270ASTHMA2ClinicalTrials

Clinical Data

ClinicalTrials.gov FINGOLIMOD
The Cochrane Collaboration FINGOLIMOD

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 CHEMBL314854. 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
CHEMBL3892 Sphingosine 1-phosphate receptor Edg-3 Homo sapiens 1.000
CHEMBL3230 Sphingosine 1-phosphate receptor Edg-6 Homo sapiens 1.000
CHEMBL2274 Sphingosine 1-phosphate receptor Edg-8 Homo sapiens 1.000
CHEMBL4333 Sphingosine 1-phosphate receptor Edg-1 Homo sapiens 1.000
CHEMBL2955 Sphingosine 1-phosphate receptor Edg-5 Homo sapiens 1.000
CHEMBL3816 Cytosolic phospholipase A2 Homo sapiens 1.000
CHEMBL3911 Leukotriene B4 receptor 1 Homo sapiens 1.000
CHEMBL4394 Sphingosine kinase 1 Homo sapiens 0.999
CHEMBL325 Histone deacetylase 1 Homo sapiens 0.999
CHEMBL2265 Acyl coenzyme A:cholesterol acyltransferase Homo sapiens 0.995
CHEMBL215 Arachidonate 5-lipoxygenase Homo sapiens 0.971
CHEMBL3455 Anandamide amidohydrolase Mus musculus 0.962
CHEMBL3318 Tyrosinase Agaricus bisporus 0.961
CHEMBL312 Arachidonate 5-lipoxygenase Rattus norvegicus 0.941
CHEMBL4414 Plasmepsin 2 Plasmodium falciparum 0.893
CHEMBL253 Cannabinoid CB2 receptor Homo sapiens 0.882
CHEMBL3229 Anandamide amidohydrolase Rattus norvegicus 0.783
CHEMBL1865 Histone deacetylase 6 Homo sapiens 0.442
CHEMBL3691 Autotaxin Homo sapiens 0.424
CHEMBL299 Protein kinase C alpha Homo sapiens 0.387



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3892 Sphingosine 1-phosphate receptor Edg-3 Homo sapiens 1.000
CHEMBL2274 Sphingosine 1-phosphate receptor Edg-8 Homo sapiens 1.000
CHEMBL4333 Sphingosine 1-phosphate receptor Edg-1 Homo sapiens 1.000
CHEMBL3230 Sphingosine 1-phosphate receptor Edg-6 Homo sapiens 1.000
CHEMBL3816 Cytosolic phospholipase A2 Homo sapiens 1.000
CHEMBL2955 Sphingosine 1-phosphate receptor Edg-5 Homo sapiens 1.000
CHEMBL4394 Sphingosine kinase 1 Homo sapiens 1.000
CHEMBL3911 Leukotriene B4 receptor 1 Homo sapiens 1.000
CHEMBL325 Histone deacetylase 1 Homo sapiens 0.999
CHEMBL5805 Toll-like receptor 8 Homo sapiens 0.997
CHEMBL4414 Plasmepsin 2 Plasmodium falciparum 0.990
CHEMBL2265 Acyl coenzyme A:cholesterol acyltransferase Homo sapiens 0.988
CHEMBL215 Arachidonate 5-lipoxygenase Homo sapiens 0.970
CHEMBL3455 Anandamide amidohydrolase Mus musculus 0.943
CHEMBL3023 Sphingosine kinase 2 Homo sapiens 0.942
CHEMBL3229 Anandamide amidohydrolase Rattus norvegicus 0.903
CHEMBL253 Cannabinoid CB2 receptor Homo sapiens 0.891
CHEMBL3318 Tyrosinase Agaricus bisporus 0.775
CHEMBL4358 Arachidonate 15-lipoxygenase Oryctolagus cuniculus 0.748
CHEMBL1937 Histone deacetylase 2 Homo sapiens 0.558

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
307.5 307.2511 4.2 12 66.48 BASE


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


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
12.21 8.71 4.18 1.72 1 22 0.51

Structural Alerts

There are 6 structural alerts for CHEMBL314854. To view alerts please click here.

Compound Cross References

ATC L - ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
L04 - IMMUNOSUPPRESSANTS
L04A - IMMUNOSUPPRESSANTS
L04AA - Selective immunosuppressants
L04AA27 - fingolimod

ChemSpider ChemSpider:KKGQTZUTZRNORY-UHFFFAOYSA-N
DailyMed fingolimod fingolimod hydrochloride
Wikipedia Fingolimod

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL314854



ACToR 162359-55-9
BindingDB 50158336
Brenda 38999 213385 2251
ChEBI 63115
DrugBank DB08868
DrugCentral 4167
eMolecules 6843670
EPA CompTox Dashboard DTXSID40167363
FDA SRS 3QN8BYN5QF
Guide to Pharmacology 2407
IBM Patent System DE264D8072D27E4983DBA3D80887D746
MolPort MolPort-003-847-513
Nikkaji J729.665G
PubChem 107970
PubChem: Thomson Pharma 14800795
SureChEMBL SCHEMBL7445
ZINC ZINC000001542002

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