ETRASIMOD

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Synonyms
Status
Molecule Category UNKNOWN
UNII 6WH8495MMH

Structure

InChI Key MVGWUTBTXDYMND-QGZVFWFLSA-N
Smiles O=C(O)C[C@H]1CCc2c1[nH]c1ccc(OCc3ccc(C4CCCC4)c(C(F)(F)F)c3)cc21
InChI
InChI=1S/C26H26F3NO3/c27-26(28,29)22-11-15(5-8-19(22)16-3-1-2-4-16)14-33-18-7-10-23-21(13-18)20-9-6-17(12-24(31)32)25(20)30-23/h5,7-8,10-11,13,16-17,30H,1-4,6,9,12,14H2,(H,31,32)/t17-/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C26H26F3NO3
Molecular Weight 457.49
AlogP 6.93
Hydrogen Bond Acceptor 2.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 6.0
Polar Surface Area 62.32
Molecular species ACID
Aromatic Rings 3.0
Heavy Atoms 33.0

Bioactivity

Mechanism of Action Action Reference
Sphingosine 1-phosphate receptor Edg-1 agonist AGONIST PubMed Other
Protein: Sphingosine 1-phosphate receptor Edg-1
Description: Sphingosine 1-phosphate receptor 1
Organism : Homo sapiens
P21453 ENSG00000170989
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Lipid-like ligand receptor (family A GPCR) EDG receptor
0-6 2 - - -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Nucleotide-like receptor (family A GPCR) Adenosine receptor
- 3300 - - -
Assay Description Organism Bioactivity Reference
Agonist activity at human S1P1 receptor assessed as cAMP accumulation by HTRF assay Homo sapiens 0.04 nM
Induction of internalization of HA-tagged human S1P1 receptor expressed in CHO cells Homo sapiens 1.88 nM
Agonist activity at mouse S1P1 receptor assessed as cAMP accumulation by HTRF assay Mus musculus 0.44 nM
Agonist activity at rat S1P1 receptor assessed as cAMP accumulation by HTRF assay Rattus norvegicus 0.32 nM
Agonist activity at dog S1P1 receptor assessed as cAMP accumulation by HTRF assay Canis lupus familiaris 0.34 nM
Agonist activity at monkey S1P1 receptor assessed as cAMP accumulation by HTRF assay Macaca mulatta 0.32 nM
Agonist activity at human S1P1 receptor by beta-arrestin recruitment assay Homo sapiens 6.1 nM
Agonist activity at human S1P4 receptor by beta-arrestin recruitment assay Homo sapiens 147.0 nM
Agonist activity at human S1P5 receptor by beta-arrestin recruitment assay Homo sapiens 24.4 nM
Reduction in peripheral lymphocyte count in orally dosed mouse measured after 24 hrs Mus musculus 101.0 nM
Reduction in peripheral lymphocyte count in orally dosed rat measured after 24 hrs Rattus norvegicus 51.0 nM
Reduction in peripheral lymphocyte count in orally dosed dog measured after 24 hrs Canis lupus familiaris 58.0 nM
Reduction in peripheral lymphocyte count in orally dosed monkey measured after 24 hrs Macaca mulatta 98.0 nM
Activation of Inward rectifier potassium channel in human atrial myocytes Homo sapiens 29.9 nM

Cross References

Resources Reference
ChEMBL CHEMBL3358920
DrugBank DB14766
FDA SRS 6WH8495MMH
Guide to Pharmacology 9331
PubChem 44623998
SureChEMBL SCHEMBL1919311
ZINC ZINC000117522788
CONTENTS