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Compound Detail

CHEMBL225155

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CCCCCCCCCCCCC/C=C/[C@@H](O)[C@@H](N)COP(=O)(O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL225155
Phase Preclinical
Structure Type MOL
InChI Key DUYSYHSSBDVJSM-KRWOKUGFSA-N
9
Targets
102
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

379.5
MW (Da)
4.04
ALogP
4
HBA
4
HBD
113.0
PSA (Ų)
0.17
QED
0
Ro5 Violations
17
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C18H38NO5P
MW 379.48
Aromatic Rings 0
Heavy Atoms 25
NP-Likeness 1.28

Activity Summary

EC50 65 meas. best 10.57
IC50 34 meas. best 10.4
Ki 3 meas. best 6.17

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sphingosine 1-phosphate receptor 1
CHEMBL4333
 EC50 10.57 8.6413 0.0 16
Sphingosine 1-phosphate receptor 3
CHEMBL3892
 IC50 10.4 9.4871 0.0 7
Sphingosine 1-phosphate receptor 1
CHEMBL4333
 IC50 9.8 9.1013 0.2 8
Sphingosine 1-phosphate receptor 5
CHEMBL2274
 EC50 9.7 8.247 0.2 10
Sphingosine 1-phosphate receptor 3
CHEMBL3892
 EC50 9.7 8.5627 0.2 15
Sphingosine 1-phosphate receptor 2
CHEMBL2955
 IC50 9.64 8.884 0.2 5
Sphingosine 1-phosphate receptor 5
CHEMBL2274
 IC50 9.26 8.7417 0.6 6
Sphingosine 1-phosphate receptor 2
CHEMBL2955
 EC50 9.15 8.2311 0.7 9
Sphingosine 1-phosphate receptor 4
CHEMBL3230
 IC50 8.98 7.7138 1.0 8
Unchecked
CHEMBL612545
 EC50 8.68 8.0657 2.1 7
Sphingosine 1-phosphate receptor 4
CHEMBL3230
 EC50 8.1 7.305 7.9 8
Sigma intracellular receptor 2
CHEMBL4105907
 Ki 6.17 6.17 671.8 1
Translocator protein
CHEMBL5742
 Ki 5.51 5.51 3115.3 1
Sigma non-opioid intracellular receptor 1
CHEMBL287
 Ki 5.22 5.22 5976.5 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Sphingosine 1-phosphate receptor 1 EC50 = 0.027 nM 10.57 Agonist activity at human S1P1 receptor assessed as effect on calcium mobilizati... 20188554
Sphingosine 1-phosphate receptor 3 IC50 = 0.04 nM 10.4 Inhibition of [33P]-S1P binding to human Sphingosine 1-phosphate receptor 3 expr... 15149705
Sphingosine 1-phosphate receptor 1 EC50 = 0.062 nM 10.21 Agonist activity at human S1P1 receptor assessed as cAMP accumulation by HTRF as... 25516790
Sphingosine 1-phosphate receptor 1 EC50 = 0.1 nM 10.0 Displacement of [33P]S1P from human recombinant S1P1 receptor expressed in HEK c... 20446681
Sphingosine 1-phosphate receptor 1 IC50 = 0.16 nM 9.8 Inhibition of [33P]-S1P binding to human Sphingosine 1-phosphate receptor 1 expr... 15149705
Sphingosine 1-phosphate receptor 3 EC50 = 0.2 nM 9.7 Displacement of [33P]S1P from human recombinant S1P3 receptor expressed in HEK c... 20446681
Sphingosine 1-phosphate receptor 5 EC50 = 0.2 nM 9.7 Displacement of [33P]S1P from human recombinant S1P5 receptor expressed in CHO c... 20446681
Sphingosine 1-phosphate receptor 2 IC50 = 0.23 nM 9.64 Inhibition of [33P]-S1P binding to human Sphingosine 1-phosphate receptor 5 expr... 15149705
Sphingosine 1-phosphate receptor 3 IC50 = 0.26 nM 9.59 Displacement of [33P]sphingosine 1 phosphate from human S1P3 receptor expressed ... 15615513
Sphingosine 1-phosphate receptor 2 IC50 = 0.35 nM 9.46 Displacement of [33P]sphingosine 1 phosphate from human S1P2 receptor expressed ... 15615513
Sphingosine 1-phosphate receptor 3 IC50 = 0.4 nM 9.4 Displacement of [32P]S1P from recombinant human S1PR3 expressed in Chem1 cell me... 29249563
Sphingosine 1-phosphate receptor 3 IC50 = 0.4 nM 9.4 Displacement of [32P]S1P from human recombinant S1PR3 incubated for 60 mins by c... 35308025
Sphingosine 1-phosphate receptor 3 IC50 = 0.4 nM 9.4 In Vitro Binding Assay: Newly synthesized compounds were first evaluated for bin... -
Sphingosine 1-phosphate receptor 3 EC50 = 0.449 nM 9.35 Agonist activity at human S1P3 receptor assessed as effect on calcium mobilizati... 20188554
Sphingosine 1-phosphate receptor 1 IC50 = 0.47 nM 9.33 Displacement of [33P]sphingosine-1-phosphate from human S1P1 receptor 19081720
Sphingosine 1-phosphate receptor 1 EC50 = 0.55 nM 9.26 Activity at human recombinant S1P1 receptor expressed in CHO cells assessed as i... 17070046
Sphingosine 1-phosphate receptor 5 IC50 = 0.55 nM 9.26 Displacement of [33P]sphingosine 1 phosphate from human S1P5 receptor expressed ... 15615513
Sphingosine 1-phosphate receptor 3 IC50 = 0.66 nM 9.18 Displacement of [33P]sphingosine-1-phosphate from human S1P3 receptor 19081720
Sphingosine 1-phosphate receptor 1 IC50 = 0.67 nM 9.17 Displacement of [33P]sphingosine 1 phosphate from human S1P1 receptor expressed ... 15615513
Sphingosine 1-phosphate receptor 2 EC50 = 0.7 nM 9.15 Displacement of [33P]S1P from human recombinant S1P2 receptor expressed in HEK c... 20446681

Literature References

PubMed DOI Target Context # Activities
- 10.1016/S0960-894X(00)80600-9 NON-PROTEIN TARGET 10
- 10.6019/CHEMBL5058564 HEK-293T 8
- 10.6019/CHEMBL5058564 Fibroblast 8
- 10.6019/CHEMBL5058564 U2OS 7
16125386 10.1016/j.bmcl.2005.07.057 Unchecked 5
19430484 10.1038/nchembio.173 Sphingosine 1-phosphate receptor 1 5
26924461 10.1021/acs.jmedchem.6b00089 Sphingosine 1-phosphate receptor 1 3
20446681 10.1021/jm100181s Sphingosine 1-phosphate receptor 2 2
15982878 10.1016/j.bmcl.2005.05.097 Sphingosine 1-phosphate receptor 4 2
15982878 10.1016/j.bmcl.2005.05.097 Sphingosine 1-phosphate receptor 3 2
15982878 10.1016/j.bmcl.2005.05.097 Sphingosine 1-phosphate receptor 2 2
20446681 10.1021/jm100181s Sphingosine 1-phosphate receptor 1 2
20446681 10.1021/jm100181s Sphingosine 1-phosphate receptor 5 2
19081720 10.1016/j.bmcl.2008.11.072 Sphingosine 1-phosphate receptor 3 2
20304639 10.1016/j.bmcl.2010.02.098 Sphingosine 1-phosphate receptor 3 2
20446681 10.1021/jm100181s Sphingosine 1-phosphate receptor 4 2
14505636 10.1016/s0960-894x(03)00812-6 Sphingosine 1-phosphate receptor 5 2
14505636 10.1016/s0960-894x(03)00812-6 Sphingosine 1-phosphate receptor 4 2
14505636 10.1016/s0960-894x(03)00812-6 Sphingosine 1-phosphate receptor 3 2
14505636 10.1016/s0960-894x(03)00812-6 Sphingosine 1-phosphate receptor 2 2

Data from ChEMBL 36 via Core Engine