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Compound Detail

CHEMBL223344

RB 2
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Nc1c(S(=O)(=O)[O-])cc(Nc2ccc(Nc3nc(Cl)nc(Nc4cccc(S(=O)(=O)[O-])c4)n3)c(S(=O)(=O)[O-])c2)c2c1C(=O)c1ccccc1C2=O.[Na+].[Na+].[Na+]

Basic Information

ChEMBL ID CHEMBL223344
Name RB 2
Phase Preclinical
Structure Type MOL
InChI Key VZPXDCIISFTYOM-UHFFFAOYSA-K
Parent Compound CHEMBL1160031
Active Moiety CHEMBL1160031
17
Targets
39
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

774.2
MW (Da)
3.85
ALogP
15
HBA
7
HBD
298.0
PSA (Ų)
0.08
QED
3
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C29H17ClN7Na3O11S3
MW 840.12
Aromatic Rings 5
Heavy Atoms 51
NP-Likeness -0.68

Activity Summary

IC50 23 meas. best 6.0
Ki 11 meas. best 6.17
EC50 5 meas. best 7.6

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
P2Y purinoceptor 12
CHEMBL2188
EC50 7.6 7.6 25.0 1
P2X purinoceptor 2
CHEMBL2135
EC50 6.44 6.44 360.0 1
P2Y purinoceptor 12
CHEMBL2001
Ki 6.17 6.17 680.0 1
P2Y purinoceptor 2
CHEMBL4398
IC50 6.0 5.5609 1000.0 11
Nucleoside triphosphate diphosphohydrolase 3
CHEMBL1075237
Ki 5.96 5.96 1100.0 2
Unchecked
CHEMBL612545
Ki 5.96 5.96 1100.0 1
P2Y purinoceptor 4
CHEMBL2123
IC50 5.94 5.3 1140.0 4
P2Y purinoceptor 13
CHEMBL3321651
IC50 5.72 5.72 1900.0 1
5'-nucleotidase
CHEMBL1075214
Ki 5.51 5.51 3070.0 1
P2X purinoceptor 2
CHEMBL2135
IC50 5.4 4.9 4000.0 2
P2Y purinoceptor 6
CHEMBL3543
IC50 5.36 5.36 4340.0 2
P2Y purinoceptor 6
CHEMBL4714
IC50 5.36 5.36 4340.0 1
P2Y purinoceptor 2
CHEMBL1075298
IC50 5.3 5.3 5000.0 1
P2Y purinoceptor 4
CHEMBL2124
EC50 5.19 5.19 6430.0 1
Phospholipase A2, membrane associated
CHEMBL3686
EC50 5.19 5.19 6430.0 1
Plasmodium falciparum
CHEMBL364
IC50 5.0 5.0 10000.0 1
Ectonucleoside triphosphate diphosphohydrolase 1
CHEMBL2767
Ki 4.7 4.7 20000.0 3
Ectonucleoside triphosphate diphosphohydrolase 2
CHEMBL3300
Ki 4.62 4.62 24200.0 3

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
P2Y purinoceptor 12 EC50 = 25.0 nM 7.6 Antagonist activity against phospholipase C coupled rat P2Y purinoceptor 12 (P2Y... 12213051
P2X purinoceptor 2 EC50 = 360.0 nM 6.44 Antagonist activity against recombinant rat receptor P2X purinoceptor 2 (P2X2) a... 12213051
P2Y purinoceptor 12 Ki = 680.0 nM 6.17 Displacement of [3H]PSB0413 from human platelet P2Y12 receptor 21207957
P2Y purinoceptor 2 IC50 = 1000.0 nM 6.0 Antagonist activity at N-terminal HA epitope-tagged human P2Y2 receptor R194A mu... 19419204
P2Y purinoceptor 2 IC50 = 1050.0 nM 5.98 Antagonist activity at N-terminal HA epitope-tagged human P2Y2 receptor C278S mu... 19419204
Nucleoside triphosphate diphosphohydrolase 3 Ki = 1100.0 nM 5.96 Inhibition of rat NTPdase3 by capillary electrophoresis method 20146483
Nucleoside triphosphate diphosphohydrolase 3 Ki = 1100.0 nM 5.96 Inhibition of rat recombinant NTPDase3 expressed in CHO cells 16997558
Unchecked Ki = 1100.0 nM 5.96 Inhibition of rat NTPDase 3 18630897
P2Y purinoceptor 4 IC50 = 1140.0 nM 5.94 Antagonist activity at human P2Y4 receptor transfected in human 1321N1 cells ass... 28306255
P2Y purinoceptor 2 IC50 = 1570.0 nM 5.8 Antagonist activity at N-terminal HA epitope-tagged human P2Y2 receptor Y118A mu... 19419204
P2Y purinoceptor 2 IC50 = 1620.0 nM 5.79 Antagonist activity at N-terminal HA epitope-tagged wild type 3 human P2Y2 recep... 19419204
P2Y purinoceptor 2 IC50 = 1850.0 nM 5.73 Antagonist activity at human recombinant P2Y2 receptor in 1321N1 cells assessed ... 18006312
P2Y purinoceptor 2 IC50 = 1850.0 nM 5.73 Antagonist activity at N-terminal HA epitope-tagged wild type 4 human P2Y2 recep... 19419204
P2Y purinoceptor 2 IC50 = 1850.0 nM 5.73 Antagonist activity at human P2Y2 receptor expressed in astrocytoma cells assess... 20146483
P2Y purinoceptor 2 IC50 = 1850.0 nM 5.73 Antagonist activity against human P2Y2 receptor expressed in 1321N1 astrocytoma ... 21207957
P2Y purinoceptor 13 IC50 = 1900.0 nM 5.72 Antagonist activity at P2Y13 (unknown origin) 27413802
5'-nucleotidase Ki = 3070.0 nM 5.51 Inhibition of rat ecto-5'-nucleotidase expressed in Sf9 cells by capillary elect... 20146483
P2X purinoceptor 2 IC50 = 4000.0 nM 5.4 Antagonist activity against rat P2X2 receptor expressed in Xenopus laevis oocyte... 21207957
P2Y purinoceptor 6 IC50 = 4340.0 nM 5.36 Antagonist activity at rat P2Y6 receptor expressed in astrocytoma cells assessed... 20146483
P2Y purinoceptor 6 IC50 = 4340.0 nM 5.36 Antagonist activity against human P2Y6 receptor expressed in 1321N1 astrocytoma ... 21207957

Literature References

PubMed DOI Target Context # Activities
19419204 10.1021/jm801442p P2Y purinoceptor 2 14
20146483 10.1021/jm901851t Unchecked 3
21207957 10.1021/jm1012193 P2X purinoceptor 2 2
18006312 10.1016/j.bmcl.2007.10.082 P2Y purinoceptor 2 2
16997558 10.1016/j.bmcl.2006.09.003 Ectonucleoside triphosphate diphosphohydrolase 1 1
18630897 10.1021/jm800175e P2Y purinoceptor 2 1
18630897 10.1021/jm800175e Ectonucleoside triphosphate diphosphohydrolase 8 1
27413802 10.1021/acs.jmedchem.5b01972 P2Y purinoceptor 13 1
18630897 10.1021/jm800175e Ectonucleoside triphosphate diphosphohydrolase 2 1
18630897 10.1021/jm800175e Ectonucleoside triphosphate diphosphohydrolase 1 1
16997558 10.1016/j.bmcl.2006.09.003 Ectonucleoside triphosphate diphosphohydrolase 2 1
12213051 10.1021/jm020046y P2Y purinoceptor 1 1
16997558 10.1016/j.bmcl.2006.09.003 Nucleoside triphosphate diphosphohydrolase 3 1
16997558 10.1016/j.bmcl.2006.09.003 No relevant target 1
12213051 10.1021/jm020046y P2X purinoceptor 4 1
12213051 10.1021/jm020046y P2X purinoceptor 2 1
12213051 10.1021/jm020046y P2Y purinoceptor 12 1
12213051 10.1021/jm020046y P2Y purinoceptor 11 1
12213051 10.1021/jm020046y P2Y purinoceptor 6 1
12213051 10.1021/jm020046y P2Y purinoceptor 4 1

Data from ChEMBL 36 via Core Engine