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Compound Detail

CHEMBL1916559

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O=C(O)CCC(=O)N1CCc2cc(-c3noc(-c4cc(C(F)(F)F)cc(C(F)(F)F)c4)n3)ccc21
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1916559
Phase Preclinical
Structure Type MOL
InChI Key YGAMOUONCVBLTE-UHFFFAOYSA-N
8
Targets
10
Activities
2
Assay Types
8
PK Parameters
18
Publications
0
Known Names

Molecular Properties

499.4
MW (Da)
5.20
ALogP
5
HBA
1
HBD
96.5
PSA (Ų)
0.49
QED
1
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H15F6N3O4
MW 499.37
Aromatic Rings 3
Heavy Atoms 35
NP-Likeness -1.38

Activity Summary

EC50 9 meas. best 8.96
IC50 1 meas. best 4.46

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 EC50 8.96 8.925 1.1 2
Sphingosine 1-phosphate receptor 1
CHEMBL1914263
 EC50 8.89 8.89 1.3 1
Sphingosine 1-phosphate receptor 1
CHEMBL1914262
 EC50 8.85 8.85 1.4 1
Sphingosine 1-phosphate receptor 1
CHEMBL4333
 EC50 8.34 7.875 4.6 2
Sphingosine 1-phosphate receptor 5
CHEMBL2274
 EC50 7.06 7.06 88.0 1
Sphingosine 1-phosphate receptor 4
CHEMBL3230
 EC50 6.8 6.8 160.0 1
Sphingosine 1-phosphate receptor 3
CHEMBL3892
 EC50 5.51 5.51 3100.0 1
Cytochrome P450 2C9
CHEMBL3397
 IC50 4.46 4.46 34800.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 16020.0 ng.hr.mL-1 Rattus norvegicus
CL 0.6333 mL.min-1.kg-1 Rattus norvegicus
Cmax 3484.39 nM Rattus norvegicus
F 50.2 % Rattus norvegicus
T1/2 1.0 hr Homo sapiens
T1/2 1.0 hr Rattus norvegicus
T1/2 8.5 hr Rattus norvegicus
Tmax 3.0 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked EC50 = 1.1 nM 8.96 Agonist activity at monkey S1P1 receptor expressed in HEK293 cells assessed as i... 21852130
Sphingosine 1-phosphate receptor 1 EC50 = 1.3 nM 8.89 Agonist activity at rat S1P1 receptor expressed in HEK293 cells assessed as inhi... 21852130
Unchecked EC50 = 1.3 nM 8.89 Agonist activity at dog S1P1 receptor expressed in HEK293 cells assessed as inhi... 21852130
Sphingosine 1-phosphate receptor 1 EC50 = 1.4 nM 8.85 Agonist activity at mouse S1P1 receptor expressed in HEK293 cells assessed as in... 21852130
Sphingosine 1-phosphate receptor 1 EC50 = 4.6 nM 8.34 Agonist activity at human S1P1 receptor expressed in HEK293 cells assessed as in... 21852130
Sphingosine 1-phosphate receptor 1 EC50 = 39.0 nM 7.41 Agonist activity at recombinant human S1P1 receptor expressed in HEK293 cells af... 21852130
Sphingosine 1-phosphate receptor 5 EC50 = 88.0 nM 7.06 Agonist activity at recombinant human S1P5 receptor expressed in HEK293 cells af... 21852130
Sphingosine 1-phosphate receptor 4 EC50 = 160.0 nM 6.8 Agonist activity at recombinant human S1P4 receptor expressed in HEK293 cells af... 21852130
Sphingosine 1-phosphate receptor 3 EC50 = 3100.0 nM 5.51 Agonist activity at recombinant human S1P3 receptor expressed in HEK293 cells af... 21852130
Cytochrome P450 2C9 IC50 = 34800.0 nM 4.46 Inhibition of CYP2C9 21852130

Literature References

PubMed DOI Target Context # Activities
21852130 10.1016/j.bmcl.2011.05.110 Salmonella typhimurium 10
21852130 10.1016/j.bmcl.2011.05.110 Rattus norvegicus 8
21852130 10.1016/j.bmcl.2011.05.110 HEK293 4
21852130 10.1016/j.bmcl.2011.05.110 Sphingosine 1-phosphate receptor 1 4
21852130 10.1016/j.bmcl.2011.05.110 Unchecked 2
21852130 10.1016/j.bmcl.2011.05.110 Liver microsomes 2
21852130 10.1016/j.bmcl.2011.05.110 Voltage-gated inwardly rectifying potassium channel KCNH2 2
21852130 10.1016/j.bmcl.2011.05.110 Sphingosine 1-phosphate receptor 2 1
21852130 10.1016/j.bmcl.2011.05.110 Sphingosine 1-phosphate receptor 3 1
21852130 10.1016/j.bmcl.2011.05.110 Sphingosine 1-phosphate receptor 4 1
21852130 10.1016/j.bmcl.2011.05.110 Sphingosine 1-phosphate receptor 5 1
21852130 10.1016/j.bmcl.2011.05.110 Homo sapiens 1
21852130 10.1016/j.bmcl.2011.05.110 Mus musculus 1
21852130 10.1016/j.bmcl.2011.05.110 Cytochrome P450 1A2 1
21852130 10.1016/j.bmcl.2011.05.110 Cytochrome P450 2D6 1
21852130 10.1016/j.bmcl.2011.05.110 Cytochrome P450 2C9 1
21852130 10.1016/j.bmcl.2011.05.110 Cytochrome P450 2C19 1
21852130 10.1016/j.bmcl.2011.05.110 Cytochrome P450 3A4 1

Data from ChEMBL 36 via Core Engine