General Information of the Compound
Compound ID
CP0047332
Compound Name
[2-azaniumyl-2-(hydroxymethyl)-4-(4-octylphenyl)butyl] hydrogen phosphate
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Synonyms
FTY720-phosphate
fingolimod phosphate
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Structure
Formula
C19H34NO5P
Molecular Weight
387.457
Canonical SMILES
CCCCCCCCc1ccc(CCC(N)(CO)COP(O)(O)=O)cc1
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InChI
InChI=1S/C19H34NO5P/c1-2-3-4-5-6-7-8-17-9-11-18(12-10-17)13-14-19(20,15-21)16-25-26(22,23)24/h9-12,21H,2-8,13-16,20H2,1H3,(H2,22,23,24)
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InChIKey
LRFKWQGGENFBFO-UHFFFAOYSA-N
Physicochemical Property
logP
3.3213
Rotatable Bonds
14
Heavy Atom Count
26
Polar Areas
113.01
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
4
Complexity
26

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 44398069
SID: 99431562
ChEMBL ID
CHEMBL114606
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT01688, Sphingosine 1-phosphate receptor 1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  4
1
EC50 = 0.3 nM
   TI
   LI
   LO
   TS
2
EC50 = 9.1 nM
   TI
   LI
   LO
   TS
3
EC50 = 14 nM
   TI
   LI
   LO
   TS
4
IC50 = 0.28 nM
   TI
   LI
   LO
   TS
CL000064 Chem-1 Rattus norvegicus (Rat)  1
1
EC50 = 0.35 nM
   TI
   LI
   LO
   TS
CL000435 PathHunter HEK 293 EDG1 Total GPCR Internalization Homo sapiens (Human)  1
1
EC50 = 0.7 nM
   TI
   LI
   LO
   TS
CL000025 HEK-293T Homo sapiens (Human)  1
1
EC50 = 1.3 nM
   TI
   LI
   LO
   TS
CL000436 PathHunter CHO-K1 EDG1 beta-arrestin Cricetulus griseus (Chinese hamster)  1
1
EC50 = 1.67 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Activity = 1.2 nM
2 Activity = 13.3 nM
3 EC50 = 0.377 nM
4 EC50 = 1.3 nM
5 EC50 = 4.4 nM
Protein ID: PT01837, Sphingosine 1-phosphate receptor 2
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  2
1
IC50 = 0.77 nM
   TI
   LI
   LO
   TS
2
IC50 = 1100 nM
   TI
   LI
   LO
   TS
Protein ID: PT01838, Sphingosine 1-phosphate receptor 3
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000025 HEK-293T Homo sapiens (Human)  1
1
EC50 = 0.1 nM
   TI
   LI
   LO
   TS
CL000011 CHO Cricetulus griseus (Chinese hamster)  4
1
EC50 = 12 nM
   TI
   LI
   LO
   TS
2
EC50 = 35.1 nM
   TI
   LI
   LO
   TS
3
EC50 = 44 nM
   TI
   LI
   LO
   TS
4
IC50 = 6.3 nM
   TI
   LI
   LO
   TS
CL000436 PathHunter CHO-K1 EDG1 beta-arrestin Cricetulus griseus (Chinese hamster)  1
1
EC50 = 97.7 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 EC50 = 2 nM
2 EC50 = 3.57 nM
3 EC50 = 13.6 nM
Protein ID: PT01779, Sphingosine 1-phosphate receptor 4
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000025 HEK-293T Homo sapiens (Human)  1
1
EC50 = 4 nM
   TI
   LI
   LO
   TS
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
IC50 = 15 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 EC50 = 0.09 nM
2 EC50 = 41 nM
Protein ID: PT01780, Sphingosine 1-phosphate receptor 5
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  3
1
EC50 = 3.4 nM
   TI
   LI
   LO
   TS
2
EC50 = 11 nM
   TI
   LI
   LO
   TS
3
IC50 = 0.77 nM
   TI
   LI
   LO
   TS
CL000025 HEK-293T Homo sapiens (Human)  1
1
EC50 = 4 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 EC50 = 0.4 nM
2 EC50 = 40 nM
Clinical Information about the Compound
Drug 1 ( FTY720-phosphate )
Drug Name FTY720-phosphate
Target(s)
Sphingosine-1-phosphate receptor 4 (S1PR4)
Agonist
Sphingosine-1-phosphate receptor 1 (S1PR1)
Agonist
Sphingosine-1-phosphate receptor 5 (S1PR5)
Agonist
Sphingosine-1-phosphate receptor 3 (S1PR3)
Agonist