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Literature summary for 2.7.1.91 extracted from

  • Tangadanchu, V.K.R.; Jiang, H.; Yu, Y.; Graham, T.J.A.; Liu, H.; Rogers, B.E.; Gropler, R.; Perlmutter, J.; Tu, Z.
    Structure-activity relationship studies and bioactivity evaluation of 1,2,3-triazole containing analogues as a selective sphingosine kinase-2 inhibitors (2020), Eur. J. Med. Chem., 206, 112713 .
    View publication on PubMed
Search for more literature for 2.7.1.91

Inhibitors

Inhibitors Comment Organism Structure
(2S)-2-([3-[4-([4-[3-(trifluoromethyl)phenyl]-1,3-thiazol-2-yl]amino)phenyl]-1,2,4-oxadiazol-5-yl]methyl)pyrrolidine-1-carboximidamide potent and selective isoform SphK2 inhibitor Homo sapiens
(2S)-2-[3-[3-(trifluoromethyl)-4-[[4-(trifluoromethyl)phenyl]methoxy]phenyl]-1,2,4-oxadiazol-5-yl]pyrrolidine-1-carboximidamide potent and selective isoform SphK2 inhibitor Homo sapiens
(5Z)-3-(2-aminoethyl)-5-[3-(4-butoxyphenyl)propylidene]-1,3-thiazolidine-2,4-dione potent and selective isoform SphK2 inhibitor Homo sapiens
(R)-FTY720-OMe potent and selective isoform SphK2 inhibitor Homo sapiens
(S)-2-((3-(4-((4-(1-methyl-1H-pyrazol-4-yl)-1H-1,2,3-triazol-1-yl)methyl)phenyl)-1,2,4-oxadiazol-5-yl)methyl)pyrrolidine-1-carboximidamide
-
 Homo sapiens
(S)-2-((3-(4-((4-(4-(trifluoromethyl)phenyl)-1H-1,2,3-triazol-1-yl)methyl)phenyl)-1,2,4-oxadiazol-5-yl)methyl)-pyrrolidine-1-carboximidamide
-
 Homo sapiens
(S)-2-((3-(4-((4-(4-(trifluoromethyl)phenyl)-1H-1,2,3-triazol-1-yl)methyl)phenyl)-1,2,4-oxadiazol-5-yl)pyrrolidine-1-carboximidamide
-
 Homo sapiens
(S)-2-((3-(4-((4-(4-fluorophenyl)-1H-1,2,3-triazol-1-yl)methyl)phenyl)-1,2,4-oxadiazol-5-yl)-pyrrolidine-1-carboximidamide
-
 Homo sapiens
(S)-2-((3-(4-((4-(4-methoxyphenyl)-1H-1,2,3-triazol-1-yl)methyl)phenyl)-1,2,4-oxadiazol-5-yl)-pyrrolidine-1-carboximidamide
-
 Homo sapiens
(S)-2-((3-(4-((4-(4-methoxyphenyl)-1H-1,2,3-triazol-1-yl)methyl)phenyl)-1,2,4-oxadiazol-5-yl)methyl)pyrrolidine-1-carboximidamide
-
 Homo sapiens
(S)-2-((3-(4-((4-(pyridin-2-yl)-1H-1,2,3-triazol-1-yl)methyl)phenyl)-1,2,4-oxadiazol-5-yl)methyl)pyrrolidine-1-carboximidamide
-
 Homo sapiens
(S)-2-((3-(4-((4-(thiophen-2-yl)-1H-1,2,3-triazol-1-yl)methyl)phenyl)-1,2,4-oxadiazol-5-yl)-pyrrolidine-1-carboximidamide
-
 Homo sapiens
(S)-2-((3-(4-((4-butyl-1H-1,2,3-triazol-1-yl)methyl)phenyl)-1,2,4-oxadiazol-5-yl)methyl)pyrrolidine-1-carboximidamide
-
 Homo sapiens
(S)-2-((3-(4-((4-butyl-1H-1,2,3-triazol-1-yl)methyl)phenyl)-1,2,4-oxadiazol-5-yl)pyrrolidine-1-carboximidamide
-
 Homo sapiens
(S)-2-((3-(4-((4-cyclopropyl-1H-1,2,3-triazol-1-yl)methyl)phenyl)-1,2,4-oxadiazol-5-yl)methyl)pyrrolidine-1-carboximidamide
-
 Homo sapiens
(S)-2-((3-(4-((4-cyclopropyl-1H-1,2,3-triazol-1-yl)methyl)phenyl)-1,2,4-oxadiazol-5-yl)pyrrolidine-1-carboximidamide
-
 Homo sapiens
(S)-2-((3-(4-((4-phenyl-1H-1,2,3-triazol-1-yl)methyl)phenyl)-1,2,4-oxadiazol-5-yl)pyrrolidine-1-carboximidamide
-
 Homo sapiens
(S)-2-((3-(4-((4-phenyl-1H-1,2,3-triazol-1-yl)methyl)phenyl)-1,2,4-oxadiazol-5yl)methyl)pyrrolidine-1-carboximidamide
-
 Homo sapiens
(S)-2-(3-(4-((4-(pyridin-2-yl)-1H-1,2,3-triazol-1-yl)methyl)phenyl)-1,2,4-oxadiazol-5-yl)pyrrolidine-1-carboximidamide
-
 Homo sapiens
1-(3-(4-((4-(1-methyl-1H-pyrazol-5-yl)-1H-1,2,3-triazol-1-yl)methyl)phenyl)-1,2,4-oxadiazol-5-yl)cyclopropanecarboximidamide
-
 Homo sapiens
1-(3-(4-((4-cyclopropyl-1H-1,2,3-triazol-1-yl)methyl)phenyl)-1,2,4-oxadiazol-5-yl)cyclopropanecarboximidamide
-
 Homo sapiens
1-(3-(4-((4-phenyl-1H-1,2,3-triazol-1-yl)methyl)phenyl)-1,2,4-oxadiazol-5-yl)cyclopropanecarboximidamide
-
 Homo sapiens
ABC294640 potent and selective isoform SphK2 inhibitor Homo sapiens
Amgen 23 potent and selective isoform SphK1 inhibitor Homo sapiens
CB5468139 potent and selective isoform SphK1 inhibitor Homo sapiens
K145 i.e. (5E)-3-(2-aminoethyl)-5-[3-(4-butoxyphenyl)propylidene]-1,3-thiazolidine-2,4-dione, potent and selective isoform SphK2 inhibitor Homo sapiens
MP-A08
-
 Homo sapiens
N,N-dimethyl-4-(3-octylphenyl)-N-propylcyclohexan-1-aminium potent and selective isoform SphK2 inhibitor Homo sapiens
PF-543 potent and selective isoform SphK1 inhibitor Homo sapiens
SG-12 i.e. (2S,3R)-2-amino-4-(4-octylphenyl)butane-1,3-diol, potent and selective isoform SphK2 inhibitor Homo sapiens
SLP-120701 potent and selective isoform SphK2 inhibitor Homo sapiens
SLP7111228 potent and selective isoform SphK1 inhibitor Homo sapiens
[(2R)-1-([4-[(3-cyclohexylphenoxy)methyl]phenyl]methyl)pyrrolidin-2-yl]methanol
-
 Homo sapiens

Metals/Ions

Metals/Ions Comment Organism Structure
Mg2+ 20 mM used in assay conditions Homo sapiens

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
ATP + sphingosine Homo sapiens
-
 ADP + sphingosine 1-phosphate
-
 ?

Organism

Organism UniProt Comment Textmining
Homo sapiens Q9NRA0
-
-
Homo sapiens Q9NYA1
-
-

Source Tissue

Source Tissue Comment Organism Textmining
U-251MG cell
-
 Homo sapiens
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
ATP + sphingosine
-
 Homo sapiens ADP + sphingosine 1-phosphate
-
 ?

Synonyms

Synonyms Comment Organism
sphingosine kinase-1
-
 Homo sapiens
sphingosine kinase-2
-
 Homo sapiens
SPHK1 isoform Homo sapiens
SPHK2 isoform Homo sapiens

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.000089
-
 (2S)-2-[3-[3-(trifluoromethyl)-4-[[4-(trifluoromethyl)phenyl]methoxy]phenyl]-1,2,4-oxadiazol-5-yl]pyrrolidine-1-carboximidamide isoform SphK2, at pH 8.0 and 25°C Homo sapiens
0.00009
-
 (2S)-2-([3-[4-([4-[3-(trifluoromethyl)phenyl]-1,3-thiazol-2-yl]amino)phenyl]-1,2,4-oxadiazol-5-yl]methyl)pyrrolidine-1-carboximidamide isoform SphK2, at pH 8.0 and 25°C Homo sapiens
0.00012
-
 (2S)-2-([3-[4-([4-[3-(trifluoromethyl)phenyl]-1,3-thiazol-2-yl]amino)phenyl]-1,2,4-oxadiazol-5-yl]methyl)pyrrolidine-1-carboximidamide isoform SphK1, at pH 8.0 and 25°C Homo sapiens
0.0064
-
 (5Z)-3-(2-aminoethyl)-5-[3-(4-butoxyphenyl)propylidene]-1,3-thiazolidine-2,4-dione isoform SphK2, at pH 8.0 and 25°C Homo sapiens
0.0065
-
 (2S)-2-[3-[3-(trifluoromethyl)-4-[[4-(trifluoromethyl)phenyl]methoxy]phenyl]-1,2,4-oxadiazol-5-yl]pyrrolidine-1-carboximidamide isoform SphK1, at pH 8.0 and 25°C Homo sapiens
0.008
-
 N,N-dimethyl-4-(3-octylphenyl)-N-propylcyclohexan-1-aminium isoform SphK2, at pH 8.0 and 25°C Homo sapiens
0.016
-
 SLP-120701 IC50 above 100 mM, isoform SphK2, at pH 8.0 and 25°C Homo sapiens
0.06
-
 N,N-dimethyl-4-(3-octylphenyl)-N-propylcyclohexan-1-aminium isoform SphK1, at pH 8.0 and 25°C Homo sapiens

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.0000017
-
 IC50 below 0.0000017 mM, isoform SphK1, at pH 8.0 and 25°C Homo sapiens [(2R)-1-([4-[(3-cyclohexylphenoxy)methyl]phenyl]methyl)pyrrolidin-2-yl]methanol
0.0000017
-
 IC50 below 0.0000017 mM, isoform SphK2, at pH 8.0 and 25°C Homo sapiens [(2R)-1-([4-[(3-cyclohexylphenoxy)methyl]phenyl]methyl)pyrrolidin-2-yl]methanol
0.0000036
-
 isoform SphK1, at pH 8.0 and 25°C Homo sapiens PF-543
0.00002
-
 isoform SphK1, at pH 8.0 and 25°C Homo sapiens Amgen 23
0.000048
-
 isoform SphK1, at pH 8.0 and 25°C Homo sapiens SLP7111228
0.00016
-
 isoform SphK2, at pH 8.0 and 25°C Homo sapiens Amgen 23
0.000234
-
 isoform SphK2, at pH 8.0 and 25°C Homo sapiens (S)-2-((3-(4-((4-(1-methyl-1H-pyrazol-4-yl)-1H-1,2,3-triazol-1-yl)methyl)phenyl)-1,2,4-oxadiazol-5-yl)methyl)pyrrolidine-1-carboximidamide
0.000248
-
 isoform SphK2, at pH 8.0 and 25°C Homo sapiens (S)-2-((3-(4-((4-cyclopropyl-1H-1,2,3-triazol-1-yl)methyl)phenyl)-1,2,4-oxadiazol-5-yl)pyrrolidine-1-carboximidamide
0.000254
-
 isoform SphK2, at pH 8.0 and 25°C Homo sapiens (S)-2-((3-(4-((4-butyl-1H-1,2,3-triazol-1-yl)methyl)phenyl)-1,2,4-oxadiazol-5-yl)pyrrolidine-1-carboximidamide
0.000261
-
 isoform SphK2, at pH 8.0 and 25°C Homo sapiens 1-(3-(4-((4-phenyl-1H-1,2,3-triazol-1-yl)methyl)phenyl)-1,2,4-oxadiazol-5-yl)cyclopropanecarboximidamide
0.000266
-
 isoform SphK2, at pH 8.0 and 25°C Homo sapiens (S)-2-((3-(4-((4-(4-methoxyphenyl)-1H-1,2,3-triazol-1-yl)methyl)phenyl)-1,2,4-oxadiazol-5-yl)-pyrrolidine-1-carboximidamide
0.000269
-
 isoform SphK2, at pH 8.0 and 25°C Homo sapiens 1-(3-(4-((4-(1-methyl-1H-pyrazol-5-yl)-1H-1,2,3-triazol-1-yl)methyl)phenyl)-1,2,4-oxadiazol-5-yl)cyclopropanecarboximidamide
0.00028
-
 isoform SphK2, at pH 8.0 and 25°C Homo sapiens (2S)-2-([3-[4-([4-[3-(trifluoromethyl)phenyl]-1,3-thiazol-2-yl]amino)phenyl]-1,2,4-oxadiazol-5-yl]methyl)pyrrolidine-1-carboximidamide
0.000359
-
 isoform SphK2, at pH 8.0 and 25°C Homo sapiens (S)-2-((3-(4-((4-(4-(trifluoromethyl)phenyl)-1H-1,2,3-triazol-1-yl)methyl)phenyl)-1,2,4-oxadiazol-5-yl)pyrrolidine-1-carboximidamide
0.000391
-
 isoform SphK2, at pH 8.0 and 25°C Homo sapiens (S)-2-((3-(4-((4-(4-fluorophenyl)-1H-1,2,3-triazol-1-yl)methyl)phenyl)-1,2,4-oxadiazol-5-yl)-pyrrolidine-1-carboximidamide
0.000396
-
 isoform SphK2, at pH 8.0 and 25°C Homo sapiens (S)-2-((3-(4-((4-phenyl-1H-1,2,3-triazol-1-yl)methyl)phenyl)-1,2,4-oxadiazol-5yl)methyl)pyrrolidine-1-carboximidamide
0.000452
-
 isoform SphK2, at pH 8.0 and 25°C Homo sapiens (S)-2-((3-(4-((4-(pyridin-2-yl)-1H-1,2,3-triazol-1-yl)methyl)phenyl)-1,2,4-oxadiazol-5-yl)methyl)pyrrolidine-1-carboximidamide
0.00064
-
 isoform SphK2, at pH 8.0 and 25°C Homo sapiens (S)-2-((3-(4-((4-(4-methoxyphenyl)-1H-1,2,3-triazol-1-yl)methyl)phenyl)-1,2,4-oxadiazol-5-yl)methyl)pyrrolidine-1-carboximidamide
0.000687
-
 isoform SphK2, at pH 8.0 and 25°C Homo sapiens (S)-2-((3-(4-((4-(thiophen-2-yl)-1H-1,2,3-triazol-1-yl)methyl)phenyl)-1,2,4-oxadiazol-5-yl)-pyrrolidine-1-carboximidamide
0.000717
-
 isoform SphK2, at pH 8.0 and 25°C Homo sapiens 1-(3-(4-((4-cyclopropyl-1H-1,2,3-triazol-1-yl)methyl)phenyl)-1,2,4-oxadiazol-5-yl)cyclopropanecarboximidamide
0.000909
-
 isoform SphK2, at pH 8.0 and 25°C Homo sapiens (S)-2-(3-(4-((4-(pyridin-2-yl)-1H-1,2,3-triazol-1-yl)methyl)phenyl)-1,2,4-oxadiazol-5-yl)pyrrolidine-1-carboximidamide
0.002
-
 IC50 above 0.01 mM, isoform SphK1, at pH 8.0 and 25°C Homo sapiens CB5468139
0.0064
-
 isoform SphK2, at pH 8.0 and 25°C Homo sapiens K145
0.0069
-
 isoform SphK2, at pH 8.0 and 25°C Homo sapiens MP-A08
0.0098
-
 isoform SphK2, at pH 8.0 and 25°C Homo sapiens ABC294640
0.01
-
 IC50 above 0.01 mM, isoform SphK2, at pH 8.0 and 25°C Homo sapiens SLP7111228
0.0165
-
 isoform SphK2, at pH 8.0 and 25°C Homo sapiens (R)-FTY720-OMe
0.022
-
 isoform SphK2, at pH 8.0 and 25°C Homo sapiens SG-12
0.027
-
 isoform SphK1, at pH 8.0 and 25°C Homo sapiens MP-A08
100
-
 IC50 above 100 mM, isoform SphK2, at pH 8.0 and 25°C Homo sapiens CB5468139