Detailed information for compound 35006
Basic information
Technical information
- TDR Targets ID: 35006
- Name: N-(2-aminoethyl)-2-[4-(2,6-dioxo-1,3-dipropyl -7H-purin-8-yl)phenoxy]acetamide
- MW: 428.485 | Formula: C21H28N6O4
-
H donors: 3
H acceptors: 4
LogP: 1.44
Rotable bonds: 11
Rule of 5 violations (Lipinski): 1 - SMILES: CCCn1c2nc([nH]c2c(=O)n(c1=O)CCC)c1ccc(cc1)OCC(=O)NCCN
- InChi: 1S/C21H28N6O4/c1-3-11-26-19-17(20(29)27(12-4-2)21(26)30)24-18(25-19)14-5-7-15(8-6-14)31-13-16(28)23-10-9-22/h5-8H,3-4,9-13,22H2,1-2H3,(H,23,28)(H,24,25)
- InChiKey: FIQGIOAELHTLHM-UHFFFAOYSA-N
Network
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Synonyms
- N-(2-azanylethyl)-2-[4-(2,6-dioxo-1,3-dipropyl-7H-purin-8-yl)phenoxy]ethanamide
- N-(2-aminoethyl)-2-[4-(2,6-diketo-1,3-dipropyl-7H-purin-8-yl)phenoxy]acetamide
- 8-(4-((2-aminoethyl)aminocarbonylmethyloxy)phenyl)-1,3-dipropylxanthine
- N-(2-aminoethyl)-2-[4-(2,6-dioxo-1,3-dipropyl-7H-purin-8-yl)phenoxy]ethanamide
- 96865-92-8
- 8-(4-(((2-(4-Aminophenylacetylamino)ethyl)carbonyl)methyl)oxy)phenyl-1,3-dipropylxanthine
- Acetamide, N-(2-aminoethyl)-2-(4-(2,3,6,7-tetrahydro-2,6-dioxo-1,3-dipropyl-1H-purin-8-yl)phenoxy)-
- Papaxac
- Xanthine amine congener xac
- XAC
- EU-0101279
- PDSP1_000445
- Lopac-X-103
- NCGC00016097-01
- PDSP2_000443
- Xanthine amine congener
- Lopac0_001279
- X103_SIGMA
- PDSP1_000319
- PDSP2_000317
- 3,7-diethyl-9-(4-(N-2-aminoethylcarboxamidomethoxy))phenylxanthine
- Xanthine, 8-[4-[(2-aminoethyl)aminocarbonyl]methoxyphenyl]-1,3-dipropyl
Targets
Known targets for this compound
| Species | Target name | Source | Bibliographic reference |
|---|---|---|---|
| Trypanosoma brucei gambiense | ATP-dependent phosphofructokinase,6-phospho-1-fructokinase | No references | |
| Homo sapiens | adenosine A2a receptor | Starlite/ChEMBL | References |
| Homo sapiens | adenosine A2b receptor | Starlite/ChEMBL | References |
| Homo sapiens | microtubule-associated protein tau | Starlite/ChEMBL | No references |
| Homo sapiens | ataxin 2 | Starlite/ChEMBL | No references |
| Homo sapiens | arylsulfatase A | Starlite/ChEMBL | No references |
| Rattus norvegicus | Thioredoxin reductase 1, cytoplasmic | Starlite/ChEMBL | No references |
| Rattus norvegicus | Muscarinic acetylcholine receptor M1 | Starlite/ChEMBL | No references |
| Rattus norvegicus | Adenosine A2a receptor | Starlite/ChEMBL | References |
| Homo sapiens | adenosine A3 receptor | Starlite/ChEMBL | References |
| Homo sapiens | euchromatic histone-lysine N-methyltransferase 2 | Starlite/ChEMBL | No references |
| Escherichia coli | endonuclease IV with intrinsic 3'-5' exonuclease activity | Starlite/ChEMBL | No references |
| Trypanosoma brucei | ATP-dependent 6-phosphofructokinase, glycosomal | Starlite/ChEMBL | No references |
| Rattus norvegicus | Adenosine A1 receptor | Starlite/ChEMBL | References |
| Rattus norvegicus | Adenosine A2 receptor | Starlite/ChEMBL | References |
| Homo sapiens | peripheral myelin protein 22 | Starlite/ChEMBL | No references |
| Homo sapiens | chromobox homolog 1 | Starlite/ChEMBL | No references |
| Homo sapiens | adenosine A1 receptor | Starlite/ChEMBL | References |
| Homo sapiens | M-phase phosphoprotein 8 | Starlite/ChEMBL | No references |
| Homo sapiens | cytochrome P450, family 3, subfamily A, polypeptide 4 | Starlite/ChEMBL | No references |
| Cavia porcellus | Adenosine A1 receptor | Starlite/ChEMBL | References |
| Bos taurus | Adenosine A1 receptor | Starlite/ChEMBL | References |
| Rattus norvegicus | Adenosine A3 receptor | Starlite/ChEMBL | References |
| Homo sapiens | hydroxysteroid (17-beta) dehydrogenase 10 | Starlite/ChEMBL | No references |
| Homo sapiens | survival of motor neuron 2, centromeric | Starlite/ChEMBL | No references |
Predicted pathogen targets for this compound
By orthology
By sequence similarity to non orthologous known druggable targets
Obtained from network model
Ranking Plot
Putative Targets List
| Species | Potential target | Raw | Global | Species |
|---|---|---|---|---|
| Loa Loa (eye worm) | hypothetical protein | 0.0949384 | 0.5 | 0.5 |
| Loa Loa (eye worm) | serotonin transporter b | 0.0949384 | 0.5 | 0.5 |
| Loa Loa (eye worm) | hypothetical protein | 0.0949384 | 0.5 | 0.5 |
| Echinococcus multilocularis | serotonin transporter | 0.0949384 | 0.5 | 0.5 |
| Echinococcus granulosus | serotonin transporter | 0.0949384 | 0.5 | 0.5 |
| Loa Loa (eye worm) | norepinephrine transporter | 0.0949384 | 0.5 | 0.5 |
| Schistosoma mansoni | sodium/chloride dependent transporter | 0.0949384 | 0.5 | 0.5 |
| Loa Loa (eye worm) | hypothetical protein | 0.0949384 | 0.5 | 0.5 |
| Treponema pallidum | sodium- and chloride- dependent transporter | 0.0949384 | 0.5 | 0.5 |
| Schistosoma mansoni | norepinephrine/norepinephrine transporter | 0.0949384 | 0.5 | 0.5 |
| Onchocerca volvulus | 0.0949384 | 0.5 | 0.5 | |
| Loa Loa (eye worm) | solute carrier family 6 member 4 | 0.0949384 | 0.5 | 0.5 |
| Brugia malayi | Sodium:neurotransmitter symporter family protein | 0.0949384 | 0.5 | 0.5 |
Activities
| Activity type | Activity value | Assay description | Source | Reference |
|---|---|---|---|---|
| AC50 (functional) | PUBCHEM_BIOASSAY: Cytochrome panel assay with activity outcomes. (Class of assay: other) Panel member name: p450-cyp2c19 Compounds with AC50 equal or less than 10 uM are considered active | ChEMBL. | No reference | |
| AC50 (functional) | PUBCHEM_BIOASSAY: Cytochrome panel assay with activity outcomes. (Class of assay: other) Panel member name: p450-cyp2d6 Compounds with AC50 equal or less than 10 uM are considered active | ChEMBL. | No reference | |
| AC50 (functional) | PUBCHEM_BIOASSAY: Cytochrome panel assay with activity outcomes. (Class of assay: other) Panel member name: p450-cyp1a2 Compounds with AC50 equal or less than 10 uM are considered active | ChEMBL. | No reference | |
| AC50 (functional) | PUBCHEM_BIOASSAY: Cytochrome panel assay with activity outcomes. (Class of assay: other) Panel member name: p450-cyp2c9 Compounds with AC50 equal or less than 10 uM are considered active | ChEMBL. | No reference | |
| AC50 (functional) | = 2.511886432 uM | PUBCHEM_BIOASSAY: Cytochrome panel assay with activity outcomes. (Class of assay: other) Panel member name: p450-cyp3a4 Compounds with AC50 equal or less than 10 uM are considered active | ChEMBL. | No reference |
| Cr (functional) | = 2.07 mg dl-1 | Serum cretinine concentration measured after intraperitoneal administration of 10 mg/kg of compound to rats(vehicle 2.74+/-0.27) | ChEMBL. | 1501234 |
| IC50 (functional) | = -5 | Antiplasmodial activity against Plasmodium falciparum Dd2 after 72 hrs by SYBR green assay | ChEMBL. | 19734910 |
| IC50 (functional) | = -4.9 | Antiplasmodial activity against Plasmodium falciparum 3D7 after 72 hrs by SYBR green assay | ChEMBL. | 19734910 |
| IC50 (functional) | = -4.9 | Antiplasmodial activity against Plasmodium falciparum W2 after 72 hrs by SYBR green assay | ChEMBL. | 19734910 |
| Inhibition (binding) | % | Inhibition of [125I]-APNEA binding to adenosine A1 receptor of rat brain | ChEMBL. | 2709373 |
| Inhibition (binding) | 0 % | Inhibition of [125I]-APNEA binding to adenosine A1 receptor of rat brain | ChEMBL. | 2709373 |
| Inhibition (functional) | = 24 % | Percent inhibition of serum creatinine by the compound given as ratio of Cr value in treated to vehicle treated ones after intraperitoneal administration of 10 mg/kg of compound to rats(vehicle 2.74+/-0.27) | ChEMBL. | 1501234 |
| Inhibition (functional) | = 28 % | Percent inhibition of Urea nitrogen by the compound given as ratio of UN value in treated to vehicle treated ones after intraperitoneal administration of 10 mg/kg of compound to rats(vehicle 97.7+/-8.7) | ChEMBL. | 1501234 |
| KB (functional) | = 25 nM | Antagonism of NECA-induced stimulation of adenylate cyclase activity in human platelet membranes at A2-adenosine receptor ; value ranges from 21-30 | ChEMBL. | 3806597 |
| Kb (functional) | = 25 nM | Antagonism of NECA-induced stimulation of adenylate cyclase activity in human platelet membranes at A2-adenosine receptor ; value ranges from 21-30 | ChEMBL. | 3806597 |
| Kd (binding) | = 7.7 | Displacement of [3H]ZM241385 from stabilized human adenosine receptor A2a expressed in HEK293 cells followed by receptor capturing on Biocore chips by SPR method | ChEMBL. | 21661720 |
| Kd (binding) | = 0.0000000146825 M | The A1-StaR receptor has been purified from membranes in n-decyl-beta-D-maltoside as detergent | K4DD. | No reference |
| Kd (binding) | = 0.00000001846 M | The A2A-StaR2 receptor has been purified from membranes in n-decyl-beta-D-maltoside as detergent | K4DD. | No reference |
| Kd (binding) | = 0.00000007629 M | The A2A-StaR2 receptor has been purified from membranes in n-decyl-beta-D-maltoside as detergent | K4DD. | No reference |
| Ki (binding) | Displacement of [3H]NECA from human recombinant adenosine A3 receptor expressed in HEK293T cells | ChEMBL. | 18262425 | |
| Ki (binding) | Displacement of [3H]NECA from human recombinant adenosine A3 receptor expressed in HEK293T cells | ChEMBL. | 17350268 | |
| Ki (binding) | Displacement of [3H]CGS21680 from human recombinant adenosine A2A receptor expressed in HEK293T cells by scintillation counting | ChEMBL. | 19481943 | |
| Ki (binding) | Displacement of [3H]CGS21680 from human recombinant adenosine A2A receptor expressed in HEK293T cells | ChEMBL. | 17350268 | |
| Ki (binding) | Displacement of [3H]CGS21680 from human recombinant adenosine A2A receptor expressed in HEK293T cells | ChEMBL. | 18262425 | |
| Ki (binding) | Displacement of [3H]NECA from human recombinant adenosine A3 receptor expressed in HEK293T cells by scintillation counting | ChEMBL. | 19481943 | |
| Ki (binding) | = 7.6 | Displacement of [3H]ZM241385 from stabilized human adenosine receptor A2a expressed in HEK293 cells followed by receptor capturing on Biocore chips by SPR method | ChEMBL. | 21661720 |
| Ki (binding) | 0 | Displacement of [3H]CGS21680 from human recombinant adenosine A2A receptor expressed in HEK293T cells | ChEMBL. | 17350268 |
| Ki (binding) | 0 | Displacement of [3H]NECA from human recombinant adenosine A3 receptor expressed in HEK293T cells | ChEMBL. | 17350268 |
| Ki (binding) | = 0.3 nM | Affinity for Adenosine A1 receptor using [N6-[(3-[125I]-iodo-4-aminophenyl)ethyl]adenosine in calf brain | ChEMBL. | 2709373 |
| Ki (binding) | = 0.3 nM | Affinity for Adenosine A1 receptor using [N6-[(3-[125I]-iodo-4-aminophenyl)ethyl]adenosine in calf brain | ChEMBL. | 2709373 |
| Ki (binding) | = 1 nM | Displacement of [3H]CGS21680 from human adenosine A2A receptor expressed in HEK293 cells after 60 mins by liquid scintillation counting analysis | ChEMBL. | 23200243 |
| Ki (binding) | = 1.1 nM | Affinity for adenosine A1 receptor using [3H]-N6-(phenylisopropyl)adenosine (R)-[3H]-PIA as a radioligand in rat brain. | ChEMBL. | 2709373 |
| Ki (binding) | = 1.1 nM | Affinity for adenosine A1 receptor using [3H]-N6-(phenylisopropyl)adenosine (R)-[3H]-PIA as a radioligand in rat brain. | ChEMBL. | 2709373 |
| Ki (functional) | = 1.2 nM | Antagonist activity against adenosine A1 receptor in rat brain membrane in presence of [3H]-R-PIA radioligand. | ChEMBL. | 10737749 |
| Ki (binding) | = 1.2 nM | Binding affinity towards adenosine A1 receptor in rat cortical membranes using N6-[3H]-cyclohexyladenosine as radioligand | ChEMBL. | 1501234 |
| Ki (binding) | = 1.2 nM | Inhibition of [3H]- PIA binding at adenosine A1 receptor on rat cerebral cortex membranes. | ChEMBL. | 3806597 |
| Ki (binding) | = 1.2 nM | Binding affinity for adenosine A1 receptor using [3H]- CHA or [3H]- PIA | ChEMBL. | 1738138 |
| Ki (binding) | = 1.2 nM | Inhibition of binding of 1 nM [3H]-N-6-(phenylisopropyl)adenosine to adenosine A1 receptor in rat cortical membranes | ChEMBL. | 2754711 |
| Ki (binding) | = 1.2 nM | Inhibition of (R)-N6-([3H]-phenylisopropyl) adenosine binding to adenosine A1 receptor from rat cortical membranes | ChEMBL. | 1613758 |
| Ki (binding) | = 1.2 nM | Binding affinity towards adenosine A1 receptor in rat cerebral cortical membranes by [3H]-cyclohexyladenosine displacement. | ChEMBL. | 2993622 |
| Ki (functional) | = 1.2 nM | Antagonist activity against adenosine A1 receptor in rat brain membrane in presence of [3H]-R-PIA radioligand. | ChEMBL. | 10737749 |
| Ki (binding) | = 1.2 nM | Binding affinity towards adenosine A1 receptor in rat cortical membranes using N6-[3H]-cyclohexyladenosine as radioligand | ChEMBL. | 1501234 |
| Ki (binding) | = 1.2 nM | Inhibition of [3H]- PIA binding at adenosine A1 receptor on rat cerebral cortex membranes. | ChEMBL. | 3806597 |
| Ki (binding) | = 1.2 nM | Binding affinity for adenosine A1 receptor using [3H]- CHA or [3H]- PIA | ChEMBL. | 1738138 |
| Ki (binding) | = 1.2 nM | Inhibition of binding of 1 nM [3H]-N-6-(phenylisopropyl)adenosine to adenosine A1 receptor in rat cortical membranes | ChEMBL. | 2754711 |
| Ki (binding) | = 1.2 nM | Inhibition of (R)-N6-([3H]-phenylisopropyl) adenosine binding to adenosine A1 receptor from rat cortical membranes | ChEMBL. | 1613758 |
| Ki (binding) | = 1.2 nM | Binding affinity towards adenosine A1 receptor in rat cerebral cortical membranes by [3H]-cyclohexyladenosine displacement. | ChEMBL. | 2993622 |
| Ki (binding) | = 1.3 nM | Binding affinity at bovine Adenosine A1 receptor. | ChEMBL. | 12383013 |
| Ki (binding) | = 1.3 nM | Binding affinity towards rat Adenosine A1 receptor | ChEMBL. | 11906291 |
| Ki (binding) | = 1.3 nM | Ability to displace the specific binding of [3H]-CHA to adenosine A1 receptor from bovine brain cortical membranes | ChEMBL. | 10956189 |
| Ki (binding) | = 1.3 nM | Binding affinity at bovine Adenosine A1 receptor. | ChEMBL. | 12383013 |
| Ki (binding) | = 1.3 nM | Binding affinity towards rat Adenosine A1 receptor | ChEMBL. | 11906291 |
| Ki (binding) | = 1.3 nM | Ability to displace the specific binding of [3H]-CHA to adenosine A1 receptor from bovine brain cortical membranes | ChEMBL. | 10956189 |
| Ki (binding) | = 3.7 nM | Competitive binding affinity to human adenosine A2A receptor expressed in HEK293 cells after 60 mins by fluorescence polarization assay in presence of MRS5346 | ChEMBL. | 23200243 |
| Ki (binding) | = 5.8 nM | Antagonist activity at human adenosine A2A receptor assessed as cAMP level by cell based assay | ChEMBL. | 23602401 |
| Ki (functional) | = 6.82 nM | Antagonist activity against recombinant human adenosine A1 receptor expressed in HEK-293 cells in presence of [125I]-IABA radioligand. | ChEMBL. | 10737749 |
| Ki (functional) | = 6.82 nM | Antagonist activity against recombinant human adenosine A1 receptor expressed in HEK-293 cells in presence of [125I]-IABA radioligand. | ChEMBL. | 10737749 |
| Ki (functional) | = 7.75 nM | Antagonist activity against human A2B adenosine receptor expressed in HEK-293 cells uisng [3H]-ZM-241,385 or [125I]-IABOPX | ChEMBL. | 10737749 |
| Ki (functional) | = 7.75 nM | Antagonist activity against human A2B adenosine receptor expressed in HEK-293 cells uisng [3H]-ZM-241,385 or [125I]-IABOPX | ChEMBL. | 10737749 |
| Ki (binding) | = 7.89 nM | Binding affinity for HA-tagged wild type human Adenosine A2A receptor (WT) using [3H]-CGS-21,680 as radioligand expressed in COS-7 cells | ChEMBL. | 9258366 |
| Ki (binding) | = 7.89 nM | Binding affinity for HA-tagged wild type human Adenosine A2A receptor (WT) using [3H]-CGS-21,680 as radioligand expressed in COS-7 cells | ChEMBL. | 9258366 |
| Ki (binding) | = 8.3 nM | Antagonist activity at human adenosine A1 receptor assessed as cAMP level by cell based assay | ChEMBL. | 23602401 |
| Ki (binding) | = 11 nM | Binding affinity against adenosine A1 receptor in guinea pig forebrain membranes using N6-[3H]-cyclohexyladenosine as radioligand | ChEMBL. | 1501234 |
| Ki (binding) | = 11 nM | Binding affinity against adenosine A1 receptor from guinea pig forebrain membranes, using N6-[3H]-cyclohexyladenosine as radioligand. | ChEMBL. | 1613758 |
| Ki (binding) | = 11 nM | Binding affinity against adenosine A1 receptor in guinea pig forebrain membranes using N6-[3H]-cyclohexyladenosine as radioligand | ChEMBL. | 1501234 |
| Ki (binding) | = 11 nM | Binding affinity against adenosine A1 receptor from guinea pig forebrain membranes, using N6-[3H]-cyclohexyladenosine as radioligand. | ChEMBL. | 1613758 |
| Ki (binding) | = 13.8 nM | Displacement of [125I]I-AB-MECA from human adenosine A3 receptor expressed in CHO cells after 90 mins by gamma counting analysis | ChEMBL. | 23200243 |
| Ki (binding) | = 15.6 nM | Binding affinity for HA-tagged mutant human Adenosine A2A receptor (H250N) using [3H]-CGS-21,680 as radioligand expressed in COS-7 cells | ChEMBL. | 9258366 |
| Ki (binding) | = 15.6 nM | Binding affinity for HA-tagged mutant human Adenosine A2A receptor (H250N) using [3H]-CGS-21,680 as radioligand expressed in COS-7 cells | ChEMBL. | 9258366 |
| Ki (functional) | = 18.4 nM | Antagonist activity against recombinant human adenosine A2A receptor expressed in HEK-293 cells in presence of [125I]-iodo-ZM241385 radioligand. | ChEMBL. | 10737749 |
| Ki (functional) | = 18.4 nM | Antagonist activity against recombinant human adenosine A2A receptor expressed in HEK-293 cells in presence of [125I]-iodo-ZM241385 radioligand. | ChEMBL. | 10737749 |
| Ki (binding) | = 19.9 nM | Competitive binding affinity to human adenosine A3 receptor expressed in CHO cells after 90 mins by flow cytometric analysis in presence of MRS5449 | ChEMBL. | 23200243 |
| Ki (binding) | = 21 nM | Binding affinity against adenosine A2 receptor in rat striatal membranes using N-[3H]-ethyladenosin-5''-uronamide as radioligand in the presence of 50 nM cyclopentyladenosine | ChEMBL. | 1501234 |
| Ki (binding) | = 21 nM | Binding affinity against adenosine A2 receptor from rat striatal membranes, using N-[3H]-ethyladenosin-5''-uronamide as radioligand (in the presence of 50 nM cyclopentyl adenosine). | ChEMBL. | 1613758 |
| Ki (binding) | = 21 nM | Binding affinity against adenosine A2 receptor in rat striatal membranes using N-[3H]-ethyladenosin-5''-uronamide as radioligand in the presence of 50 nM cyclopentyladenosine | ChEMBL. | 1501234 |
| Ki (binding) | = 21 nM | Binding affinity against adenosine A2 receptor from rat striatal membranes, using N-[3H]-ethyladenosin-5''-uronamide as radioligand (in the presence of 50 nM cyclopentyl adenosine). | ChEMBL. | 1613758 |
| Ki (functional) | = 25.6 nM | Antagonist activity against human adenosine A3 receptor expressed in HEK cells in presence of [125]IAB-MECA or [125I]-IABA radioligand. | ChEMBL. | 10737749 |
| Ki (functional) | = 25.6 nM | Antagonist activity against human adenosine A3 receptor expressed in HEK cells in presence of [125]IAB-MECA or [125I]-IABA radioligand. | ChEMBL. | 10737749 |
| Ki (binding) | = 45.6 nM | Binding affinity for HA-tagged mutant human Adenosine A2A receptor (V84L), using [3H]-CGS-21,680 as radioligand expressed in COS-7 cells | ChEMBL. | 9258366 |
| Ki (binding) | = 45.6 nM | Binding affinity for HA-tagged mutant human Adenosine A2A receptor (V84L), using [3H]-CGS-21,680 as radioligand expressed in COS-7 cells | ChEMBL. | 9258366 |
| Ki (binding) | = 48 nM | Binding affinity towards human Adenosine A2B receptor | ChEMBL. | 11906291 |
| Ki (binding) | = 48 nM | Binding affinity towards human Adenosine A2B receptor | ChEMBL. | 11906291 |
| Ki (binding) | = 49 nM | Binding affinity against A2 adenosine receptor in guinea pig cerebral cortical slices by [3H]-adenine displacement. | ChEMBL. | 2993622 |
| Ki (binding) | = 49 nM | Binding affinity against A2 adenosine receptor in guinea pig cerebral cortical slices by [3H]-adenine displacement. | ChEMBL. | 2993622 |
| Ki (functional) | = 63 nM | Antagonist activity against adenosine A2A receptor in rat striatal membrane in presence of [3H]-CGS-21,680 radioligand. | ChEMBL. | 10737749 |
| Ki (binding) | = 63 nM | Binding affinity towards adenosine A2 receptor in rat striatal membranes using N-[3H]-ethyladenosin-5''-uronamide as radioligand | ChEMBL. | 1501234 |
| Ki (binding) | = 63 nM | Binding affinity towards rat Adenosine A2A receptor | ChEMBL. | 11906291 |
| Ki (binding) | = 63 nM | Inhibition of binding of [3H]-5''-(N-ethylcarbamoyl)-adenosine to adenosine A2 receptor in rat striatal membranes | ChEMBL. | 2754711 |
| Ki (binding) | = 63 nM | Inhibition of N-[3H]-ethyladenosin-5''-uronamide binding to adenosine A2 receptor from rat striatal membranes | ChEMBL. | 1613758 |
| Ki (binding) | = 63 nM | Ability to displace the specific binding of [3H]-CGS- to adenosine A2A receptor form bovine brain striatal membranes | ChEMBL. | 10956189 |
| Ki (functional) | = 63 nM | Antagonist activity against adenosine A2A receptor in rat striatal membrane in presence of [3H]-CGS-21,680 radioligand. | ChEMBL. | 10737749 |
| Ki (binding) | = 63 nM | Binding affinity towards adenosine A2 receptor in rat striatal membranes using N-[3H]-ethyladenosin-5''-uronamide as radioligand | ChEMBL. | 1501234 |
| Ki (binding) | = 63 nM | Binding affinity towards rat Adenosine A2A receptor | ChEMBL. | 11906291 |
| Ki (binding) | = 63 nM | Inhibition of binding of [3H]-5''-(N-ethylcarbamoyl)-adenosine to adenosine A2 receptor in rat striatal membranes | ChEMBL. | 2754711 |
| Ki (binding) | = 63 nM | Inhibition of N-[3H]-ethyladenosin-5''-uronamide binding to adenosine A2 receptor from rat striatal membranes | ChEMBL. | 1613758 |
| Ki (binding) | = 63 nM | Ability to displace the specific binding of [3H]-CGS- to adenosine A2A receptor form bovine brain striatal membranes | ChEMBL. | 10956189 |
| Ki (binding) | = 70 nM | Binding affinity for human Adenosine A3 receptor | ChEMBL. | 11906291 |
| Ki (binding) | = 70 nM | Binding affinity for human Adenosine A3 receptor | ChEMBL. | 11906291 |
| Ki (binding) | = 110 nM | Binding affinity at wild-type Adenosine A3 receptor expressed in COS-7 cells | ChEMBL. | 11708915 |
| Ki (binding) | = 110 nM | Binding affinity at wild-type Adenosine A3 receptor expressed in COS-7 cells | ChEMBL. | 11708915 |
| Ki (binding) | = 418 nM | Ability to displace the specific binding of [3H]-(R)-PIA to adenosine A3 receptor from rat testis membranes | ChEMBL. | 10956189 |
| Ki (binding) | = 418 nM | Ability to displace the specific binding of [3H]-(R)-PIA to adenosine A3 receptor from rat testis membranes | ChEMBL. | 10956189 |
| Ki (binding) | = 20100 nM | Binding affinity at Mutant (H272E) human adenosine A3 receptor expressed in COS-7 cells | ChEMBL. | 11708915 |
| Ki (binding) | = 20100 nM | Binding affinity at Mutant (H272E) human adenosine A3 receptor expressed in COS-7 cells | ChEMBL. | 11708915 |
| Ki (binding) | = 0.0012 uM | Displacement of [3H]-DPCPX binding to adenosine A1 receptor of rat brain cortical membrane | ChEMBL. | 11262085 |
| Ki (binding) | = 0.0012 uM | Displacement of [3H]-PIA from adenosine A1 receptors of rat brain membrane | ChEMBL. | 7932565 |
| Ki (binding) | = 0.0012 uM | Displacement of [3H]-DPCPX binding to adenosine A1 receptor of rat brain cortical membrane | ChEMBL. | 11262085 |
| Ki (binding) | = 0.0012 uM | Displacement of [3H]-PIA from adenosine A1 receptors of rat brain membrane | ChEMBL. | 7932565 |
| Ki (binding) | = 0.009 uM | Displacement of [3H]DPCPX from human recombinant adenosine A1 receptor expressed in HEK293T cells | ChEMBL. | 17350268 |
| Ki (binding) | = 0.009 uM | Displacement of [3H]DPCPX from human recombinant adenosine A1 receptor expressed in HEK293T cells | ChEMBL. | 17350268 |
| Ki (binding) | = 0.009 uM | Displacement of [3H]DPCPX from human recombinant adenosine A1 receptor expressed in HEK293T cells | ChEMBL. | 18262425 |
| Ki (binding) | = 0.009 uM | Displacement of [3H]DPCPX from human recombinant adenosine A1 receptor expressed in HEK293T cells by scintillation counting | ChEMBL. | 19481943 |
| Ki (binding) | = 0.063 uM | Displacement of [3H]-ZM-241,385 binding in adenosine A2A receptor of rat striatal membrane | ChEMBL. | 11262085 |
| Ki (binding) | = 0.063 uM | Displacement of [3H]-CGS- 21680 from adenosine A2a receptors of rat striatal membrane | ChEMBL. | 7932565 |
| Ki (binding) | = 0.063 uM | Displacement of [3H]-ZM-241,385 binding in adenosine A2A receptor of rat striatal membrane | ChEMBL. | 11262085 |
| Ki (binding) | = 0.063 uM | Displacement of [3H]-CGS- 21680 from adenosine A2a receptors of rat striatal membrane | ChEMBL. | 7932565 |
| Ki (binding) | = 0.11 uM | Displacement of [125I]-AB-MECA from human adenosine A3 receptor expressed in HEK 293 cells | ChEMBL. | 11262085 |
| Ki (binding) | = 0.11 uM | Displacement of [125I]-AB-MECA from human adenosine A3 receptor expressed in HEK 293 cells | ChEMBL. | 11262085 |
| Ki (binding) | = 29 uM | Displacement of [125I]-AB-MECA from membranes of CHO cells stably transfected with the rat adenosine A3 receptor cDNA | ChEMBL. | 7932565 |
| Ki (binding) | = 29 uM | Displacement of [125I]-AB-MECA from membranes of CHO cells stably transfected with the rat adenosine A3 receptor cDNA | ChEMBL. | 7932565 |
| Ki ratio (binding) | = 0.52 | Ratio of the compound against A1 adenosine receptor to the A2 adenosine receptor (guinea pig forebrain membranes, using N6-[3H]-cyclohexyladenosine as radioligand. | ChEMBL. | 1613758 |
| Ki ratio (binding) | = 1.9 | Ratio of Ki at A2 receptor to that of A1 receptor | ChEMBL. | 1501234 |
| koff (binding) | 0.1578 min^-1 | Competition binding was performed by incubating membranes (10 ug/well) with 1 | K4DD. | No reference |
| kon (binding) | = 482900 Ms-1 | The A2A-StaR2 receptor has been purified from membranes in n-decyl-beta-D-maltoside as detergent | K4DD. | No reference |
| kon (binding) | = 708750 Ms-1 | The A1-StaR receptor has been purified from membranes in n-decyl-beta-D-maltoside as detergent | K4DD. | No reference |
| kon (binding) | = 915966.666666666 Ms-1 | The A2A-StaR2 receptor has been purified from membranes in n-decyl-beta-D-maltoside as detergent | K4DD. | No reference |
| kon (binding) | 0.01558 nM^-1 min^-1 | Competition binding was performed by incubating membranes (10 ug/well) with 1 | K4DD. | No reference |
| k_off (binding) | = 0.0136905 s-1 | The A1-StaR receptor has been purified from membranes in n-decyl-beta-D-maltoside as detergent | K4DD. | No reference |
| k_off (binding) | = 0.0165 s-1 | The A2A-StaR2 receptor has been purified from membranes in n-decyl-beta-D-maltoside as detergent | K4DD. | No reference |
| k_off (binding) | = 0.03484 s-1 | The A2A-StaR2 receptor has been purified from membranes in n-decyl-beta-D-maltoside as detergent | K4DD. | No reference |
| logP (ADMET) | = 0.81 | Partition coefficient (logP) | ChEMBL. | 3806597 |
| Na (functional) | = 0.113 m equiv 6hr-1 100g-1 | Effect of the compound on urinary excretion potassium and sodium after oral administration of 25 mg/kg to rats(potassium and sodium excretion in control rat is 0.095+/-0.009) | ChEMBL. | 1501234 |
| Na+/K+ (functional) | = 1.24 | Ratio of sodium ion/potassium ion concentration in treated rats to that in control rats, at a peroral dose of 25 mg/Kg | ChEMBL. | 1501234 |
| Potency (functional) | = 0.0028 um | PUBCHEM_BIOASSAY: Counterscreen for APE1 Inhibitors: qHTS Validation Assay for Inhibitors of Endonuclease IV. (Class of assay: confirmatory) [Related pubchem assays: 1705, 1707 ] | ChEMBL. | No reference |
| Potency (functional) | 0.006 uM | PUBCHEM_BIOASSAY: qHTS Validation Assay for Inhibitors of HP1-beta Chromodomain Interactions with Methylated Histone Tails. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488962] | ChEMBL. | No reference |
| Potency (functional) | = 0.0316 um | PUBCHEM_BIOASSAY: qHTS Assay for Enhancers of SMN2 Splice Variant Expression. (Class of assay: confirmatory) | ChEMBL. | No reference |
| Potency (functional) | 0.5012 uM | PUBCHEM_BIOASSAY: qHTS for Inhibitors of ATXN expression: Validation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID588349, AID588380] | ChEMBL. | No reference |
| Potency (functional) | 0.7943 uM | PUBCHEM_BIOASSAY: qHTS Validation Assay for Inhibitors for MPP8 Chromodomain Interactions with Methylated Histone Tails. (Class of assay: confirmatory) | ChEMBL. | No reference |
| Potency (functional) | 1 uM | PUBCHEM_BIOASSAY: qHTS for Inhibitors of binding or entry into cells for Lassa Virus. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID463114, AID540249] | ChEMBL. | No reference |
| Potency (functional) | 1.5849 uM | PubChem BioAssay. qHTS for Inhibitors of ATXN expression. (Class of assay: confirmatory) | ChEMBL. | No reference |
| Potency (functional) | 1.5849 uM | PUBCHEM_BIOASSAY: qHTS for Inhibitors of ATXN expression: Validation of Cytotoxic Assay. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID588378, AID588380] | ChEMBL. | No reference |
| Potency (ADMET) | = 2.5119 um | PUBCHEM_BIOASSAY: qHTS Assay for Activators of Cytochrome P450 3A4. (Class of assay: confirmatory) [Related pubchem assays: 410 ] | ChEMBL. | No reference |
| Potency (ADMET) | = 2.5119 um | PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors and Substrates of Cytochrome P450 3A4. (Class of assay: confirmatory) [Related pubchem assays: 410 ] | ChEMBL. | No reference |
| Potency (functional) | 6.012 uM | PubChem BioAssay. qHTS screen for enhancers of Arylsulfatase A (ASA1): LOPAC Validation Assay. (Class of assay: confirmatory) | ChEMBL. | No reference |
| Potency (functional) | 9.5283 uM | PUBCHEM_BIOASSAY: qHTS Validation Assay to Find Inhibitors of T. brucei phosphofructokinase. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488768, AID492961] | ChEMBL. | No reference |
| Potency (functional) | = 10 um | PUBCHEM_BIOASSAY: qHTS Assay for Antagonists of Acetylcholine Muscarinic M1 Receptor: Measurement of IP-One Response. (Class of assay: confirmatory) | ChEMBL. | No reference |
| Potency (binding) | = 11.2202 um | PUBCHEM_BIOASSAY: qHTS for Inhibitors of Tau Fibril Formation, Thioflavin T Binding. (Class of assay: confirmatory) [Related pubchem assays: 596 ] | ChEMBL. | No reference |
| Potency (functional) | 13.1154 uM | PUBCHEM_BIOASSAY: Quantitative high throughput screen for delayed death inhibitors of the malarial parasite plastid, 96 hour incubation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488752, AID488774] | ChEMBL. | No reference |
| Potency (functional) | 14.1254 uM | PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Histone Lysine Methyltransferase G9a. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504404] | ChEMBL. | No reference |
| Potency (functional) | = 15.8489 um | PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of HADH2 (Hydroxyacyl-Coenzyme A Dehydrogenase, Type II). (Class of assay: confirmatory) | ChEMBL. | No reference |
| Potency (functional) | 15.8489 uM | PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Mammalian Selenoprotein Thioredoxin Reductase 1 (TrxR1): qHTS. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488771] | ChEMBL. | No reference |
| Potency (functional) | = 16.9441 um | PUBCHEM_BIOASSAY: qHTS Assay for Modulators of Human Peripheral Myelin Protein 22 (PMP22) Expression/Activity. (Class of assay: confirmatory) | ChEMBL. | No reference |
| Potency (functional) | 18.526 uM | PUBCHEM_BIOASSAY: Quantitative high throughput screen for delayed death inhibitors of the malarial parasite plastid, 48 hour incubation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488745, AID488774] | ChEMBL. | No reference |
| Potency (functional) | 21.1923 uM | PUBCHEM_BIOASSAY: qHTS Assay for Substrates of Mammalian Selenoprotein Thioredoxin Reductase 1 (TrxR1). (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488771, AID488773, AID587] | ChEMBL. | No reference |
| Potency (functional) | = 22.3872 um | PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of HPGD (15-Hydroxyprostaglandin Dehydrogenase). (Class of assay: confirmatory) [Related pubchem assays: 2429 (Confirmation qHTS Assay for Inhibitors of HPGD (15-Hydroxyprostaglandin Dehydrogenase)), 2407 (Probe Development Summary for Inhibitors of HPGD (15-Hydroxyprostaglandin Dehydrogenase)), 2427 (Thermal Shift Assay for Inhibitors of HPGD (15-Hydroxyprostaglandin Dehydrogenase))] | ChEMBL. | No reference |
| Potency (functional) | = 25.1189 um | PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of 15-hLO (15-human lipoxygenase). (Class of assay: confirmatory) | ChEMBL. | No reference |
| Potency (functional) | = 25.929 um | PUBCHEM_BIOASSAY: qHTS Assay for Small Molecule Inhibitors of Mitochondrial Division or Activators of Mitochondrial Fusion. (Class of assay: confirmatory) | ChEMBL. | No reference |
| Potency (functional) | = 28.1838 um | PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Human Jumonji Domain Containing 2E (JMJD2E). (Class of assay: confirmatory) | ChEMBL. | No reference |
| Potency (functional) | = 28.1838 um | PUBCHEM_BIOASSAY: qHTS Validation Assay for Identification of Novel General Anesthetics. (Class of assay: confirmatory) | ChEMBL. | No reference |
| Potency (functional) | = 28.1838 um | PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Aldehyde Dehydrogenase 1 (ALDH1A1). (Class of assay: confirmatory) [Related pubchem assays: 1030 (qHTS Validation Assay for Inhibitors of aldehyde dehydrogenase 1 (ALDH1A1))] | ChEMBL. | No reference |
| Potency (functional) | = 28.1838 um | PUBCHEM_BIOASSAY: qHTS Assay for Antagonists of Acetylcholine Muscarinic M1 Receptor: Kinetic Measurement of Intracellular Calcium Response. (Class of assay: confirmatory) | ChEMBL. | No reference |
| Potency (functional) | 28.1838 uM | PUBCHEM_BIOASSAY: qHTS Assay for Substrates of Mammalian Selenoprotein Thioredoxin Reductase 1 (TrxR1): qHTS. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488771] | ChEMBL. | No reference |
| Potency (functional) | = 31.6228 um | PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of HSD17B4, hydroxysteroid (17-beta) dehydrogenase 4. (Class of assay: confirmatory) | ChEMBL. | No reference |
| Potency (functional) | = 56.2341 um | PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Influenza NS1 Protein Function. (Class of assay: confirmatory) | ChEMBL. | No reference |
| Ratio (binding) | = 2.4 | Selectivity ratio of hA2A to hA2B | ChEMBL. | 10737749 |
| Ratio (binding) | = 0.9 | Selectivity ratio of hA1 to hA2B | ChEMBL. | 10737749 |
| Ratio (binding) | = 2.4 | Selectivity ratio of hA2A to hA2B | ChEMBL. | 10737749 |
| Ratio (binding) | = 3.3 | Selectivity ratio of hA3 to hA2B | ChEMBL. | 10737749 |
| Ratio (binding) | = 41 | Ratio of Ki for A1 and A2 receptors | ChEMBL. | 2993622 |
| Ratio (binding) | = 50 | Ratio of A2 to A1. | ChEMBL. | 1738138 |
| Ratio (binding) | = 52.5 | Inhibitory selectivity for A2 receptor in rat striatal membranes and A1 receptor in rat cortical membranes | ChEMBL. | 2754711 |
| Ratio (binding) | = 460 | Ratio of selectivity for A3 and A2a receptors at rat brain | ChEMBL. | 7932565 |
| Ratio (binding) | = 24000 | Ratio of selectivity for A3 and A1 receptors at rat brain | ChEMBL. | 7932565 |
| Ratio (binding) | = 60 nM | Binding affinity against adenosine A2 receptor using [3H]- NECA as radioligand | ChEMBL. | 1738138 |
| Ratio (binding) | = 60 nM | Binding affinity against adenosine A2 receptor using [3H]- NECA as radioligand | ChEMBL. | 1738138 |
| Selectivity (binding) | = 6.7 | Selectivity, ratio of affinity towards adenosine A3 to A2A | ChEMBL. | 10956189 |
| Selectivity (binding) | = 48 | Selectivity, ratio of affinity towards adenosine A2A to A1 | ChEMBL. | 10956189 |
| Selectivity (binding) | = 323 | Selectivity, ratio of affinity towards adenosine A3 to A1 | ChEMBL. | 10956189 |
| Solubility | = 90 uM | Solubility of the compound was determined in 0.1 M sodium phosphate, and at pH 7.2 | ChEMBL. | 2993622 |
| T/C (functional) | = 1.05 | Ratio of urinary excretion value (urinary volume) in treated rats to that in control rats, at a peroral dose of 25 mg/Kg | ChEMBL. | 1501234 |
| T/C (functional) | = 1.19 | Ratio of urinary excretion value (Na+ concentration) in treated rats to that in control rats, at a peroral dose of 25 mg/Kg | ChEMBL. | 1501234 |
| UN (functional) | = 70.1 mg dl-1 | Urea nitrogen concentration measured after intraperitoneal administration of 10 mg/kg of compound to rats(vehicle 97.7+/-8.7) | ChEMBL. | 1501234 |
| Urine volume (functional) | = 1.05 ml 6hr-1 100g-1 | Oral diuretic activity of the compound was measured after oral administration of 25 mg/kg to rats(control volume is 1.04+/-0.11) | ChEMBL. | 1501234 |
Phenotypes
Whole-cell/tissue/organism interactions
| Species name | Source | Reference | Is orphan |
|---|---|---|---|
| Plasmodium falciparum | ChEMBL23 | 19734910 | |
| Homo sapiens | ChEMBL23 |
Many chemical entities in TDR Targets come from high-throughput screenings with whole cells or tissue samples, and not all assayed compounds have been tested against a single a single target protein, probably because they get ruled out during screening process. Even if these compounds may have not been of interest in the original screening, they may come as interesting leads for other screening assays. Furthermore, we may be able to propose drug-target associations using chemical similarities and network patterns.
Annotated phenotypes:
We have no manually annotated phenotypes for this drug.
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In TDR Targets, information about phenotypes that are caused by
drugs, or by genetic manipulation of cells (e.g. gene knockouts or
knockdowns) is manually curated from the literature. These
descriptions help to describe the potential of the target for drug
development. If no information is available for this gene or if the
information is incomplete, this may mean that i) the papers
containing this information either appeared after the curation
effort for this organism was carried out or they were inadvertently
missed by curators; or that ii) the curation effort for this
organism has not yet started.
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External resources for this compound
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- ChEMBL: CHEMBL273094
- PubChem: 5697
Bibliographic References
21 literature references were collected for this gene.
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