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Compound Detail

CHEMBL544665

FINGOLIMOD HYDROCHLORIDE
💊 Approved Drug
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💊 Approved Drug
CCCCCCCCc1ccc(CCC(N)(CO)CO)cc1.Cl
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL544665
Name FINGOLIMOD HYDROCHLORIDE
Phase Approved
Structure Type MOL
InChI Key SWZTYAVBMYWFGS-UHFFFAOYSA-N
Therapeutic ✓ Yes
Parent Compound CHEMBL314854
Active Moiety CHEMBL366208

Known Names

Fingolimod Fingolimod (as hydrochloride) Fingolimod accord Fingolimod hcl Fingolimod hydrochlorid Fingolimod hydrochloride Fingolimod mylan FTY-720 HYDROCHLORIDE FTY720 FTY720 HYDROCHLORIDE Gilenia Gilenya
2
Targets
2
Activities
2
Assay Types
3
PK Parameters
19
Publications
12
Known Names
4
Indications
1
Mechanisms

Molecular Properties

307.5
MW (Da)
3.20
ALogP
3
HBA
3
HBD
66.5
PSA (Ų)
0.52
QED
0
Ro5 Violations
12
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2010
Availability Prescription
Chirality Achiral

Routes of Administration

Oral

Flags

First in Class Prodrug
USAN Stem -imod
USAN Year 2005

Extended Properties

Molecular Formula C19H34ClNO2
MW 343.94
Aromatic Rings 1
Heavy Atoms 22
NP-Likeness 0.66

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Sphingosine 1-phosphate receptor agonist AGONIST Sphingosine 1-phosphate receptor ✓ ✓

Indications

Multiple Sclerosis Multiple Sclerosis, Relapsing-Remitting Amyotrophic Lateral Sclerosis Breast Neoplasms

Activity Summary

EC50 1 meas. best 5.52
IC50 1 meas. best 8.21

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Mus musculus
CHEMBL375
 IC50 8.21 8.21 6.1 1
Sphingosine 1-phosphate receptor 1
CHEMBL4333
 EC50 5.52 5.52 3000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 0.013 uL/min Homo sapiens
CL 0.95 uL/min Rattus norvegicus
T1/2 144.0 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Mus musculus IC50 = 6.1 nM 8.21 Effect on mouse allogenic mixed lymphocyte reaction (MLR) -
Sphingosine 1-phosphate receptor 1 EC50 = 3000.0 nM 5.52 Agonist activity at EGFP-tagged S1P1 receptor expressed in human UOS2 cells asse... 22119341

Literature References

PubMed DOI Target Context # Activities
32432470 10.1021/acs.jnatprod.0c00175 Mus musculus 54
32432470 10.1021/acs.jnatprod.0c00175 ADMET 10
10956203 10.1021/jm000173z Rattus norvegicus 9
33065444 10.1016/j.bmc.2020.115722 Sphingosine kinase 1/2 6
22119341 10.1016/j.bmcl.2011.10.088 Mus musculus 5
32432470 10.1021/acs.jnatprod.0c00175 THP-1 4
22119341 10.1016/j.bmcl.2011.10.088 Sphingosine 1-phosphate receptor 1 3
9925439 10.1016/s0960-894x(97)10188-3 Rattus norvegicus 2
22583616 10.1016/j.bmcl.2012.04.095 Mus musculus 2
- 10.1039/C3MD00079F Rattus norvegicus 2
32432470 10.1021/acs.jnatprod.0c00175 Signal transducer and activator of transcription 3 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
38157838 10.1016/j.bmc.2023.117561 Unchecked 1
- 10.6019/EOS300108 HepG2 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1
22119341 10.1016/j.bmcl.2011.10.088 ADMET 1
21852130 10.1016/j.bmcl.2011.05.110 Homo sapiens 1
- 10.1016/0960-894X(95)00304-C Mus musculus 1

Data from ChEMBL 36 via Core Engine