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Compound Detail

CHEMBL119709

IB-MECA
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CNC(=O)[C@H]1O[C@@H](n2cnc3c(NCc4cccc(I)c4)ncnc32)[C@H](O)[C@@H]1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL119709
Name IB-MECA
Phase Preclinical
Structure Type MOL
InChI Key HUJXGQILHAUCCV-MOROJQBDSA-N
16
Targets
148
Activities
4
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

510.3
MW (Da)
0.41
ALogP
9
HBA
4
HBD
134.4
PSA (Ų)
0.36
QED
1
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C18H19IN6O4
MW 510.29
Aromatic Rings 3
Heavy Atoms 29
NP-Likeness -0.23

Activity Summary

Ki 116 meas. best 10.1
IC50 21 meas. best 10.84
EC50 10 meas. best 9.6
Kd 1 meas. best 5.41

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Adenosine receptor A3
CHEMBL256
 IC50 10.84 9.5919 0.0 16
Adenosine receptor A3
CHEMBL256
 Ki 10.1 8.8895 0.1 37
Adenosine receptor A3
CHEMBL1075269
 Ki 10.06 10.06 0.1 1
Adenosine receptor A3
CHEMBL256
 EC50 9.6 9.1567 0.3 6
Adenosine receptor A3
CHEMBL3360
 Ki 8.96 8.8492 1.1 13
Adenosine receptor A1
CHEMBL226
 Ki 8.43 7.2907 3.7 15
Adenosine receptor A1
CHEMBL3688
 Ki 8.23 8.23 5.9 1
Adenosine receptor A1
CHEMBL4975
 Ki 7.92 7.7 12.0 2
Adenosine receptor A1
CHEMBL226
 EC50 7.5 7.5 31.6 1
Adenosine receptor A2a
CHEMBL251
 Ki 7.5 6.2511 32.0 18
Adenosine receptor A2b
CHEMBL255
 EC50 7.5 6.23 31.6 2
Adenosine receptor A1
CHEMBL318
 Ki 7.27 7.27 54.0 10
Adenosine A2 receptor
CHEMBL2094117
 Ki 7.25 7.25 56.0 1
Adenosine receptor A2a
CHEMBL302
 Ki 7.25 7.25 56.0 9
Adenosine receptor A2a
CHEMBL251
 EC50 7.1 7.1 79.4 1
Adenosine receptor A2a
CHEMBL2115
 Ki 6.0 6.0 1000.0 1
5-hydroxytryptamine receptor 2B
CHEMBL1833
 Ki 5.97 5.97 1080.0 2
Adenosine receptor A2b
CHEMBL255
 Ki 5.69 5.325 2040.0 2
Unchecked
CHEMBL612545
 Kd 5.41 5.41 3900.0 1
5-hydroxytryptamine receptor 2C
CHEMBL225
 Ki 5.27 5.27 5420.0 2
Unchecked
CHEMBL612545
 IC50 5.1 5.1 8000.0 1
Equilibrative nucleoside transporter 1
CHEMBL4604
 Ki 4.55 4.55 28200.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Adenosine receptor A3 IC50 = 0.01445 nM 10.84 Agonist activity at wild type human A3 receptor I253'6.58E mutant stably express... 31502843
Adenosine receptor A3 IC50 = 0.02138 nM 10.67 Agonist activity at wild type human A3 receptor I249'6.54A mutant stably express... 31502843
Adenosine receptor A3 IC50 = 0.02291 nM 10.64 Agonist activity at wild type human A3 receptor stably expressed in Flp-In CHO c... 31502843
Adenosine receptor A3 IC50 = 0.02291 nM 10.64 Agonist activity at wild type human A3 receptor W185'5.46A mutant stably express... 31502843
Adenosine receptor A3 IC50 = 0.04898 nM 10.31 Agonist activity at wild type human A3 receptor I253'6.58A mutant stably express... 31502843
Adenosine receptor A3 IC50 = 0.05129 nM 10.29 Agonist activity at wild type human A3 receptor L264'7.35A mutant stably express... 31502843
Adenosine receptor A3 Ki = 0.08 nM 10.1 Binding affinity to human adenosine A3 receptor by radioligand displacement assa... 23466604
Adenosine receptor A3 Ki = 0.087 nM 10.06 Displacement of [125I]N6-(-amino-3-iodobenzyl)adenosine-5'-N-methyl-uronamide fr... 18424135
Adenosine receptor A3 Ki = 0.13 nM 9.89 Binding affinity to A3 receptor (unknown origin) assessed as inhibition constant 28849908
Adenosine receptor A3 IC50 = 0.13 nM 9.89 Inhibition of A3 receptor (unknown origin) 28849908
Adenosine receptor A3 IC50 = 0.13 nM 9.89 Binding affinity to human adenosine A3 receptor by radioligand displacement assa... 23466604
Adenosine receptor A3 Ki = 0.215 nM 9.67 Displacement of [125I]ABA from human adenosine A3 receptor expressed in HEK cell... 16487705
Adenosine receptor A3 EC50 = 0.2512 nM 9.6 Agonist activity at human adenosine A3 receptor expressed in FlpIn-CHO cells ass... 29939744
Adenosine receptor A3 Ki = 0.37 nM 9.43 Displacement of [125I]I-AB-MECA from human adenosine A3 receptor expressed in HE... 35450351
Adenosine receptor A3 EC50 = 0.3981 nM 9.4 Agonist activity at human adenosine A3 receptor expressed in FlpIn-CHO cells ass... 29939744
Adenosine receptor A3 EC50 = 0.5012 nM 9.3 Agonist activity at human adenosine A3 receptor expressed in FlpIn-CHO cells ass... -
Adenosine receptor A3 IC50 = 0.6 nM 9.22 Displacement of [125I]AB-MECA from human recombinant adenosine receptor A3 expre... 27876250
Adenosine receptor A3 IC50 = 0.6 nM 9.22 Displacement of [125I]ABMECA from human recombinant adenosine A3 receptor expres... 26988801
Adenosine receptor A3 EC50 = 0.631 nM 9.2 Agonist activity at adenosine A3 receptor (unknown origin) expressed in serum st... 29939744
Adenosine receptor A3 Ki = 0.7 nM 9.15 Displacement of radiolabeled IB-MECA from human adenosine A3 receptor 18983139

Literature References

PubMed DOI Target Context # Activities
31502843 10.1021/acs.jmedchem.9b01164 Adenosine receptor A3 18
- 10.6019/CHEMBL5058564 U2OS 9
- 10.6019/CHEMBL5058564 Fibroblast 9
29939744 10.1021/acs.jmedchem.8b00435 Adenosine receptor A3 8
- 10.6019/CHEMBL5058564 HEK-293T 7
7752196 10.1021/jm00010a017 Adenosine receptor A3 7
12238926 10.1021/jm020211+ Adenosine receptor A3 6
36581322 10.1021/acs.jmedchem.2c01789 Unchecked 5
28799755 10.1021/acs.jmedchem.7b00805 Unchecked 5
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
20385496 10.1016/j.bmc.2010.03.047 H9c2 4
28799755 10.1021/acs.jmedchem.7b00805 Peroxisome proliferator-activated receptor delta 4
19879151 10.1016/j.bmc.2009.10.011 Adenosine receptor A3 3
18424135 10.1016/j.bmcl.2008.04.001 Adenosine receptor A3 3
15771421 10.1021/jm049580r Adenosine receptor A3 3
23403082 10.1016/j.bmcl.2013.01.025 Adenosine receptor A3 3
18424135 10.1016/j.bmcl.2008.04.001 Adenosine receptor A2a 3
28799755 10.1021/acs.jmedchem.7b00805 Mus musculus 3
9258366 10.1021/jm970084v Adenosine receptor A2a 3
28799755 10.1021/acs.jmedchem.7b00805 Peroxisome proliferator-activated receptor alpha 3

Data from ChEMBL 36 via Core Engine