Inhibitors | Comment | Organism | Structure |
---|---|---|---|
(R)-2-(3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl)pyrrolidine-1-carboximidamide | - |
Homo sapiens | |
(R)-amino(2-((4-decylphenyl)carbamoyl)pyrrolidin-1-yl)-methaniminium 2,2,2-trifluoroacetate | - |
Homo sapiens | |
(R)-amino(3-(3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl)-pyrrolidin-1-yl)methaniminium | - |
Homo sapiens | |
(R)-FTY720-OMe | - |
Homo sapiens | |
(S)-1-(1-(3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl)ethyl)-guanidine | - |
Homo sapiens | |
(S)-1-(2-methyl-1-(3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl)-propyl)guanidine | - |
Homo sapiens | |
(S)-2-(3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl)azetidine-1-carboximidamide | - |
Homo sapiens | |
(S)-2-(3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl)pyrrolidine-1-carboximidamide | - |
Homo sapiens | |
(S)-2-(5-(4-octylphenyl)-1,3,4-oxadiazol-2-yl)pyrrolidin-1-ium 2,2,2-trifluoroacetate | - |
Homo sapiens | |
(S)-amino((2-hydroxy-1-(3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl)ethyl)amino)methaniminium | - |
Homo sapiens | |
(S)-amino(2-((3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl)-methyl)pyrrolidin-1-yl)methaniminium chloride | - |
Homo sapiens | |
(S)-amino(2-((4-decylphenyl)carbamoyl)pyrrolidin-1-yl)-methaniminium 2,2,2-trifluoroacetate | - |
Homo sapiens | |
(S)-amino(2-((4-octylbenzamido)methyl)pyrrolidin-1-yl)-methaniminium 2,2,2-trifluoroacetate | - |
Homo sapiens | |
(S)-amino(2-((4-octylbenzyl)carbamoyl)pyrrolidin-1-yl)-methaniminium 2,2,2-trifluoroacetate | - |
Homo sapiens | |
(S)-amino(2-(2-(3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl)-ethyl)pyrrolidin-1-yl)methaniminium | - |
Homo sapiens | |
(S)-amino(2-(2-(3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl)-ethyl)pyrrolidin-1-yl)methaniminium chloride | - |
Homo sapiens | |
(S)-amino(2-(3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl)-2,5-di-hydro-1H-pyrrol-1-yl)methaniminium 2,2,2-trifluoroacetate | - |
Homo sapiens | |
(S)-amino(2-(3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl)-piperidin-1-yl)methaniminium | - |
Homo sapiens | |
(S)-amino(2-(5-(4-octylphenyl)-1,2,4-oxadiazol-3-yl)-pyrrolidin-1-yl)methaniminium | - |
Homo sapiens | |
1-((3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl)methyl)guanidine | - |
Homo sapiens | |
1-(1-(3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl)cyclopropyl)-guanidine | - |
Homo sapiens | |
1-methyl-1-((3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl)methyl)-guanidine | - |
Homo sapiens | |
2-(hydroxymethyl)-1-[2-[4-([4-[4-(trifluoromethyl)phenyl]-1,3-thiazol-2-yl]amino)phenyl]ethyl]piperidin-4-ol | a dual SphK1/2 inhibitor; a dual SphK1/2 inhibitor | Homo sapiens | |
4-(4-(4-chloro-phenyl)thiazol-2-ylamino)phenol | - |
Homo sapiens | |
ABC294640 | - |
Homo sapiens | |
amino((1S,3S)-3-hydroxy-2-(3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl)pyrrolidin-1-yl)methaniminium | - |
Homo sapiens | |
amino((1S,4S)-4-hydroxy-2-(3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl)pyrrolidin-1-yl)methaniminium | - |
Homo sapiens | |
amino((2S,4R)-4-hydroxy-2-(3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl)pyrrolidin-1-yl)methaniminium | - |
Homo sapiens | |
amino(3-(3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl)azetidin-1-yl)methaniminium | - |
Homo sapiens | |
compound 51 | - |
Homo sapiens | |
dimethylsphingosine | - |
Homo sapiens | |
additional information | structure-activity relationship studies and in vivo activity of guanidine-based sphingosine kinase inhibitors, SphK1- and SphK2-selective inhibitors, discovery of selective, nanomolar inhibitors, chemical synthesis, overview; structure-activity relationship studies and in vivo activity of guanidine-based sphingosine kinase inhibitors, SphK1- and SphK2-selective inhibitors, discovery of selective, nanomolar inhibitors, chemical synthesis, overview | Homo sapiens | |
PF-543 | - |
Homo sapiens | |
SKI-II | - |
Homo sapiens | |
SLR080811 | - |
Homo sapiens | |
VPC96091 | - |
Homo sapiens |
Localization | Comment | Organism | GeneOntology No. | Textmining |
---|---|---|---|---|
cytoplasm | isozyme SphK1 is mostly in the cytoplasm and migrates to the plasma membrane upon phosphorylation | Homo sapiens | 5737 | - |
nucleus | isozyme SphK2 localizes in the nucleus | Homo sapiens | 5634 | - |
plasma membrane | isozyme SphK1 is mostly in the cytoplasm and migrates to the plasma membrane upon phosphorylation | Homo sapiens | 5886 | - |
Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
---|---|---|---|---|---|---|
ATP + sphingosine | Homo sapiens | - |
ADP + sphingosine 1-phosphate | - |
? |
Organism | UniProt | Comment | Textmining |
---|---|---|---|
Homo sapiens | Q9NRA0 | sphingosine kinase isoform 2 | - |
Homo sapiens | Q9NYA1 | sphingosine kinase isoform 1 | - |
Posttranslational Modification | Comment | Organism |
---|---|---|
phosphoprotein | isozyme SphK1 migrates to the plasma membrane upon phosphorylation | Homo sapiens |
Source Tissue | Comment | Organism | Textmining |
---|---|---|---|
U-937 cell | - |
Homo sapiens | - |
Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|
ATP + sphingosine | - |
Homo sapiens | ADP + sphingosine 1-phosphate | - |
? |
Synonyms | Comment | Organism |
---|---|---|
sphingosine kinase 1 | - |
Homo sapiens |
sphingosine kinase 2 | - |
Homo sapiens |
SPHK1 | - |
Homo sapiens |
SPHK2 | - |
Homo sapiens |
Cofactor | Comment | Organism | Structure |
---|---|---|---|
ATP | - |
Homo sapiens |
Ki Value [mM] | Ki Value maximum [mM] | Inhibitor | Comment | Organism | Structure |
---|---|---|---|---|---|
0.012 | - |
(S)-amino(2-((3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl)-methyl)pyrrolidin-1-yl)methaniminium chloride | pH and temperature not specified in the publication | Homo sapiens | |
0.042 | - |
(S)-2-(5-(4-octylphenyl)-1,3,4-oxadiazol-2-yl)pyrrolidin-1-ium 2,2,2-trifluoroacetate | pH and temperature not specified in the publication | Homo sapiens | |
0.044 | - |
(R)-2-(3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl)pyrrolidine-1-carboximidamide | pH and temperature not specified in the publication | Homo sapiens | |
0.056 | - |
(S)-amino(2-(3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl)-piperidin-1-yl)methaniminium | pH and temperature not specified in the publication | Homo sapiens | |
0.065 | - |
amino((2S,4R)-4-hydroxy-2-(3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl)pyrrolidin-1-yl)methaniminium | pH and temperature not specified in the publication | Homo sapiens | |
0.069 | - |
amino((1S,3S)-3-hydroxy-2-(3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl)pyrrolidin-1-yl)methaniminium | pH and temperature not specified in the publication | Homo sapiens | |
0.07 | - |
(S)-1-(2-methyl-1-(3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl)-propyl)guanidine | pH and temperature not specified in the publication | Homo sapiens | |
0.07 | - |
amino((1S,4S)-4-hydroxy-2-(3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl)pyrrolidin-1-yl)methaniminium | pH and temperature not specified in the publication | Homo sapiens | |
0.075 | - |
1-((3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl)methyl)guanidine | pH and temperature not specified in the publication | Homo sapiens | |
0.075 | - |
(S)-amino(2-((3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl)-methyl)pyrrolidin-1-yl)methaniminium chloride | pH and temperature not specified in the publication | Homo sapiens | |
0.077 | - |
(S)-amino(2-(2-(3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl)-ethyl)pyrrolidin-1-yl)methaniminium | pH and temperature not specified in the publication | Homo sapiens | |
0.078 | - |
(S)-1-(1-(3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl)ethyl)-guanidine | pH and temperature not specified in the publication | Homo sapiens | |
0.08 | - |
(S)-amino(2-(2-(3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl)-ethyl)pyrrolidin-1-yl)methaniminium | pH and temperature not specified in the publication | Homo sapiens | |
0.083 | - |
(R)-amino(2-((4-decylphenyl)carbamoyl)pyrrolidin-1-yl)-methaniminium 2,2,2-trifluoroacetate | pH and temperature not specified in the publication | Homo sapiens | |
0.084 | - |
amino(3-(3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl)azetidin-1-yl)methaniminium | pH and temperature not specified in the publication | Homo sapiens | |
0.085 | - |
(S)-amino((2-hydroxy-1-(3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl)ethyl)amino)methaniminium | pH and temperature not specified in the publication | Homo sapiens | |
0.088 | - |
1-(1-(3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl)cyclopropyl)-guanidine | pH and temperature not specified in the publication | Homo sapiens | |
0.088 | - |
(S)-2-(3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl)pyrrolidine-1-carboximidamide | pH and temperature not specified in the publication | Homo sapiens | |
0.088 | - |
(R)-amino(3-(3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl)-pyrrolidin-1-yl)methaniminium | pH and temperature not specified in the publication | Homo sapiens | |
0.09 | - |
1-methyl-1-((3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl)methyl)-guanidine | pH and temperature not specified in the publication | Homo sapiens | |
0.09 | - |
(S)-1-(1-(3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl)ethyl)-guanidine | pH and temperature not specified in the publication | Homo sapiens | |
0.09 | - |
(S)-amino(2-(3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl)-2,5-di-hydro-1H-pyrrol-1-yl)methaniminium 2,2,2-trifluoroacetate | pH and temperature not specified in the publication | Homo sapiens | |
0.09 | - |
amino(3-(3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl)azetidin-1-yl)methaniminium | pH and temperature not specified in the publication | Homo sapiens | |
0.09 | - |
(S)-amino(2-((4-octylbenzamido)methyl)pyrrolidin-1-yl)-methaniminium 2,2,2-trifluoroacetate | pH and temperature not specified in the publication | Homo sapiens | |
0.091 | - |
(S)-amino(2-(5-(4-octylphenyl)-1,2,4-oxadiazol-3-yl)-pyrrolidin-1-yl)methaniminium | pH and temperature not specified in the publication | Homo sapiens | |
0.091 | - |
(S)-amino(2-((4-decylphenyl)carbamoyl)pyrrolidin-1-yl)-methaniminium 2,2,2-trifluoroacetate | pH and temperature not specified in the publication | Homo sapiens | |
0.092 | - |
(S)-2-(3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl)azetidine-1-carboximidamide | pH and temperature not specified in the publication | Homo sapiens | |
0.092 | - |
amino((1S,3S)-3-hydroxy-2-(3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl)pyrrolidin-1-yl)methaniminium | pH and temperature not specified in the publication | Homo sapiens | |
0.093 | - |
(R)-2-(3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl)pyrrolidine-1-carboximidamide | pH and temperature not specified in the publication | Homo sapiens | |
0.094 | - |
(S)-1-(2-methyl-1-(3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl)-propyl)guanidine | pH and temperature not specified in the publication | Homo sapiens | |
0.094 | - |
(S)-amino((2-hydroxy-1-(3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl)ethyl)amino)methaniminium | pH and temperature not specified in the publication | Homo sapiens | |
0.094 | - |
(S)-amino(2-(3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl)-2,5-di-hydro-1H-pyrrol-1-yl)methaniminium 2,2,2-trifluoroacetate | pH and temperature not specified in the publication | Homo sapiens | |
0.095 | - |
(S)-amino(2-(5-(4-octylphenyl)-1,2,4-oxadiazol-3-yl)-pyrrolidin-1-yl)methaniminium | pH and temperature not specified in the publication | Homo sapiens | |
0.095 | - |
(S)-amino(2-((4-octylbenzyl)carbamoyl)pyrrolidin-1-yl)-methaniminium 2,2,2-trifluoroacetate | pH and temperature not specified in the publication | Homo sapiens | |
0.095 | - |
(S)-amino(2-((4-octylbenzamido)methyl)pyrrolidin-1-yl)-methaniminium 2,2,2-trifluoroacetate | pH and temperature not specified in the publication | Homo sapiens | |
0.096 | - |
(S)-2-(3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl)azetidine-1-carboximidamide | pH and temperature not specified in the publication | Homo sapiens | |
0.096 | - |
amino((1S,4S)-4-hydroxy-2-(3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl)pyrrolidin-1-yl)methaniminium | pH and temperature not specified in the publication | Homo sapiens | |
0.096 | - |
(R)-amino(3-(3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl)-pyrrolidin-1-yl)methaniminium | pH and temperature not specified in the publication | Homo sapiens | |
0.096 | - |
(S)-2-(5-(4-octylphenyl)-1,3,4-oxadiazol-2-yl)pyrrolidin-1-ium 2,2,2-trifluoroacetate | pH and temperature not specified in the publication | Homo sapiens | |
0.098 | - |
1-methyl-1-((3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl)methyl)-guanidine | pH and temperature not specified in the publication | Homo sapiens | |
0.098 | - |
(S)-2-(3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl)pyrrolidine-1-carboximidamide | pH and temperature not specified in the publication | Homo sapiens | |
0.098 | - |
(S)-amino(2-(3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl)-piperidin-1-yl)methaniminium | pH and temperature not specified in the publication | Homo sapiens | |
0.098 | - |
amino((2S,4R)-4-hydroxy-2-(3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl)pyrrolidin-1-yl)methaniminium | pH and temperature not specified in the publication | Homo sapiens | |
0.099 | - |
1-(1-(3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl)cyclopropyl)-guanidine | pH and temperature not specified in the publication | Homo sapiens | |
0.1 | - |
(S)-amino(2-(2-(3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl)-ethyl)pyrrolidin-1-yl)methaniminium chloride | pH and temperature not specified in the publication | Homo sapiens | |
0.1 | - |
(S)-amino(2-((4-decylphenyl)carbamoyl)pyrrolidin-1-yl)-methaniminium 2,2,2-trifluoroacetate | pH and temperature not specified in the publication | Homo sapiens | |
0.1 | - |
(R)-amino(2-((4-decylphenyl)carbamoyl)pyrrolidin-1-yl)-methaniminium 2,2,2-trifluoroacetate | pH and temperature not specified in the publication | Homo sapiens | |
0.1 | - |
(S)-amino(2-((4-octylbenzyl)carbamoyl)pyrrolidin-1-yl)-methaniminium 2,2,2-trifluoroacetate | pH and temperature not specified in the publication | Homo sapiens |
General Information | Comment | Organism |
---|---|---|
physiological function | sphingosine 1-phosphate is a pleiotropic signaling molecule that acts as a ligand for five G-protein coupled receptors (S1P1-5) whose downstream effects are implicated in a variety of important pathologies including sickle cell disease, cancer, inflammation, and fibrosis. The synthesis of S1P is catalyzed by sphingosine kinase (SphK) isoforms 1 and 2 | Homo sapiens |
physiological function | sphingosine 1-phosphate is a pleiotropic signaling molecule that acts as a ligand for five G-protein coupled receptors (S1P1-5) whose downstream effects are implicated in a variety of important pathologies including sickle cell disease, cancer, inflammation, and fibrosis. The synthesis of S1P is catalyzed by sphingosine kinase (SphK) isoforms 1 and 2. Isozyme SphK2 can localize in the nucleus to inhibit DNA synthesis and regulate HDAC1/2 activity | Homo sapiens |