piclidenoson   Click here for help

GtoPdb Ligand ID: 422

Abbreviated name: IB-MECA
Synonyms: CF 101 | CF101 | N(6)-ibamu
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Piclidenoson is a selective agonist of the adenosine A3 receptor. It has anti-inflammatory action which is being investigated for translation to the clinic [2].
Early investigations revealed anti-cancer effects [1,5,12].
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 9
Hydrogen bond donors 4
Rotatable bonds 6
Topological polar surface area 134.42
Molecular weight 510.05
XLogP 2.2
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES CNC(=O)C1OC(C(C1O)O)n1cnc2c1ncnc2NCc1cccc(c1)I
Isomeric SMILES CNC(=O)[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1ncnc2NCc1cccc(c1)I
InChI InChI=1S/C18H19IN6O4/c1-20-17(28)14-12(26)13(27)18(29-14)25-8-24-11-15(22-7-23-16(11)25)21-6-9-3-2-4-10(19)5-9/h2-5,7-8,12-14,18,26-27H,6H2,1H3,(H,20,28)(H,21,22,23)/t12-,13+,14-,18+/m0/s1
InChI Key HUJXGQILHAUCCV-MOROJQBDSA-N

For advanced searching click here to open chemical structure editor

Similar Ligands Click here for help
Ip5I
Click here for ligand page
Targets
P2X1
L-βγ-meATP
Click here for ligand page
Targets
P2X1
αβ-meATP
Click here for ligand page
Targets
P2X1; P2X3; P2X4
[35S]dATPαS
Click here for ligand page
[35S]ATPαS
Click here for ligand page
[35S]ADPβS
Click here for ligand page
Targets
P2Y1 receptor
ARL66096
Click here for ligand page
Targets
P2Y12 receptor
MRS2365
Click here for ligand page
Targets
P2Y1 receptor
apadenoson
Click here for ligand page
Targets
A1 receptor; A2A receptor; A3 receptor
(S)-3-hydroxy-3-methylglutaryl-CoA
Click here for ligand page
Targets
hydroxymethylglutaryl-CoA reductase; hydroxymethylglutaryl-CoA synthase 1
NADPH
Click here for ligand page
Targets
hydroxymethylglutaryl-CoA reductase; squalene synthase
coenzyme A
Click here for ligand page
Targets
acetyl-CoA acetyltransferase 1
NADP+
Click here for ligand page
acetyl CoA
Click here for ligand page
Targets
Acetyl-CoA carboxylase 1; Acetyl-CoA carboxylase 2; AcetylCoA transporter; acetyl-CoA acetyltransferase 1; hydroxymethylglutaryl-CoA synthase 1
acetoacetyl CoA
Click here for ligand page
Targets
acetyl-CoA acetyltransferase 1; hydroxymethylglutaryl-CoA synthase 1
NAD
Click here for ligand page
Targets
P2Y11 receptor; TRPM2
AMP-PNP
Click here for ligand page
Targets
TRPM4
ADP ribose
Click here for ligand page
Targets
TRPM2
NAADP
Click here for ligand page
Targets
P2Y11 receptor; TRPM2
oleoyl-CoA
Click here for ligand page
Targets
Kir2.1
cyclic AMP
Click here for ligand page
Targets
CNGA1; CNGA2; CNGA3; HCN1; HCN2; HCN4; OATP4C1; phosphodiesterase 11A; phosphodiesterase 1C; phosphodiesterase 4A; phosphodiesterase 4D; phosphodiesterase 5A; phosphodiesterase 7A; phosphodiesterase 7B; phosphodiesterase 8B... click on ligand to see complete list
INS49266
Click here for ligand page
Targets
P2Y12 receptor
[33P]2MeSADP
Click here for ligand page
Targets
P2Y13 receptor
cangrelor
Click here for ligand page
Targets
GPR17; P2Y12 receptor; P2Y13 receptor
ADPβS
Click here for ligand page
Targets
P2Y11 receptor; P2Y12 receptor; P2Y13 receptor; P2Y1 receptor
AR-C67085
Click here for ligand page
Targets
P2Y11 receptor; P2Y12 receptor
BzATP
Click here for ligand page
Targets
P2X1; P2X3; P2X7; P2Y11 receptor
dATP
Click here for ligand page
Targets
P2Y11 receptor
[3H]2MeSADP
Click here for ligand page
Targets
P2Y12 receptor; P2Y1 receptor
Ap4A
Click here for ligand page
Targets
P2Y12 receptor; P2Y13 receptor; P2Y2 receptor; P2Y4 receptor
ADP
Click here for ligand page
Targets
P2Y11 receptor; P2Y12 receptor; P2Y13 receptor; P2Y1 receptor; P2Y6 receptor; Peroxisomal membrane protein; SLC25A42; TRPM4; phosphomevalonate kinase
ATP
Click here for ligand page
Targets
GPR17; IP3R1; Kir6.1; P2X1; P2X2; P2X3; P2X4; P2X5; P2X6; P2X7; P2Y11 receptor; P2Y13 receptor; P2Y1 receptor; P2Y2 receptor; P2Y4 receptor... click on ligand to see complete list
ATPγS
Click here for ligand page
Targets
P2Y11 receptor; P2Y13 receptor; P2Y1 receptor
dATPαS
Click here for ligand page
Targets
P2Y1 receptor
2MeSATP
Click here for ligand page
Targets
P2Y11 receptor; P2Y13 receptor; P2Y1 receptor; P2Y6 receptor
2-chloroadenosine-5-triphosphate
Click here for ligand page
Targets
P2Y1 receptor
A3P5PS
Click here for ligand page
Targets
PAPS transporter 1; PAPS transporter 2
2',3'-ddATP
Click here for ligand page
Targets
P2Y1 receptor
2MeSADP
Click here for ligand page
Targets
P2Y12 receptor; P2Y13 receptor; P2Y1 receptor
mipomersen
Click here for ligand page
Cl-IB-MECA
Click here for ligand page
Targets
A1 receptor; A2A receptor; A2B receptor; A3 receptor
MPC-MECA
Click here for ligand page
Targets
A3 receptor
[125I]AB-MECA
Click here for ligand page
Targets
A3 receptor
[3H]CGS 21680
Click here for ligand page
Targets
A2A receptor
[3H]NECA
Click here for ligand page
Targets
A2A receptor; A3 receptor
AB-MECA
Click here for ligand page
Targets
A2A receptor; A3 receptor
(R,S)-PHPNECA
Click here for ligand page
Targets
A1 receptor; A2A receptor; A3 receptor
2-hexynyl-NECA
Click here for ligand page
Targets
A1 receptor; A2A receptor; A2B receptor; A3 receptor
CGS 21680
Click here for ligand page
Targets
A1 receptor; A2A receptor; A2B receptor; A3 receptor
NECA
Click here for ligand page
Targets
A1 receptor; A2A receptor; A2B receptor; A3 receptor
PENECA
Click here for ligand page
Targets
A1 receptor; A2A receptor; A3 receptor
NADH
Click here for ligand page
Targets
squalene synthase
[14C]acetylCoA
Click here for ligand page
Targets
AcetylCoA transporter
propionyl-CoA
Click here for ligand page
Targets
Propionyl-CoA carboxylase
8-pCPT-2'-O-Me-cAMP
Click here for ligand page
αβ-methyleneADP
Click here for ligand page
Targets
Ecto-5'-Nucleotidase
[3H]cAMP
Click here for ligand page
Targets
protein kinase A
N6 benzyl-cAMP
Click here for ligand page
Targets
protein kinase A
Rp-cAMPS
Click here for ligand page
Targets
protein kinase A
methylmalonyl-CoA
Click here for ligand page
malonyl-CoA
Click here for ligand page
Targets
Malonyl-CoA decarboxylase
bucladesine
Click here for ligand page
[3H]αβ-meATP
Click here for ligand page
Ap3a
Click here for ligand page
Targets
P2Y1 receptor
Ap5a
Click here for ligand page
Targets
P2Y1 receptor
[35S]ATPγS
Click here for ligand page
evodenoson
Click here for ligand page
CP608,039
Click here for ligand page
Targets
A1 receptor; A3 receptor
2-phenylethylyl-adenosine derivative
Click here for ligand page
Targets
A3 receptor
compound 3a [PMID: 22873688]
Click here for ligand page
Targets
P2Y1 receptor
[3H]PSB-0413
Click here for ligand page
Targets
P2Y12 receptor
compound 4 [PMID: 23083103]
Click here for ligand page
Targets
P2Y12 receptor
OAADPR
Click here for ligand page
Targets
TRPM2
palmitoyl-CoA
Click here for ligand page
UK-432,097
Click here for ligand page
Targets
A2A receptor
2-Cl-ADP(α-BH3)
Click here for ligand page
Targets
P2Y1 receptor
compound 48 [PMID: 25815140]
Click here for ligand page
Targets
Sodium/nucleoside cotransporter 2
ARL 67156
Click here for ligand page
Targets
ectonucleoside triphosphate diphosphohydrolase 1
2'3'-cGAMP
Click here for ligand page
Targets
stimulator of interferon response cGAMP interactor 1
nusinersen
Click here for ligand page
ADU-S100
Click here for ligand page
Targets
stimulator of interferon response cGAMP interactor 1
volanesorsen
Click here for ligand page
Sp-cAMPS
Click here for ligand page
Targets
protein kinase A
compound 15 [PMID: 32045236]
Click here for ligand page
Targets
Ecto-5'-Nucleotidase
AB680
Click here for ligand page
Targets
Ecto-5'-Nucleotidase