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Compound Detail

CHEMBL284969

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OC[C@H]1O[C@@H](n2cnc3c(NC4CCCC4)nc(Cl)nc32)[C@H](O)[C@@H]1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL284969
Phase Preclinical
Structure Type MOL
InChI Key XSMYYYQVWPZWIZ-IDTAVKCVSA-N
15
Targets
83
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

369.8
MW (Da)
0.45
ALogP
9
HBA
4
HBD
125.5
PSA (Ų)
0.57
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C15H20ClN5O4
MW 369.81
Aromatic Rings 2
Heavy Atoms 25
NP-Likeness 0.46

Activity Summary

Ki 66 meas. best 9.68
EC50 11 meas. best 8.78
IC50 6 meas. best 9.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Adenosine receptor A1
CHEMBL3688
 Ki 9.68 9.68 0.2 1
A1 adenosine receptor
CHEMBL1075029
 Ki 9.52 7.855 0.3 2
Adenosine receptor A1
CHEMBL4975
 Ki 9.47 8.3567 0.3 3
Adenosine receptor A1
CHEMBL226
 IC50 9.3 9.095 0.5 2
Adenosine receptor A1
CHEMBL318
 Ki 9.22 8.818 0.6 10
Adenosine receptor A1
CHEMBL226
 Ki 9.1 8.6 0.8 10
Adenosine receptor A1
CHEMBL2304404
 Ki 9.0 9.0 1.0 1
Adenosine receptor A1
CHEMBL318
 EC50 8.78 8.12 1.6 4
Adenosine receptor A1
CHEMBL226
 EC50 8.34 7.63 4.6 3
Adenosine receptor A3
CHEMBL256
 IC50 7.95 7.95 11.2 1
Adenosine receptor A3
CHEMBL1075269
 Ki 7.77 7.77 17.0 1
Adenosine receptor A2a
CHEMBL251
 Ki 7.77 6.01 17.0 9
Adenosine receptor A1
CHEMBL3688
 EC50 7.75 7.75 17.7 1
Adenosine receptor A3
CHEMBL256
 Ki 7.58 6.9664 26.0 14
Adenosine receptor A3
CHEMBL3360
 Ki 7.52 6.845 30.0 4
Adenosine receptor A2b
CHEMBL255
 Ki 7.38 6.035 42.0 2
Adenosine receptor A2a
CHEMBL302
 Ki 6.22 6.162 605.0 5
Adenosine A2 receptor
CHEMBL2094117
 Ki 6.19 6.13 650.0 3
Unchecked
CHEMBL612545
 IC50 6.14 5.36 730.0 3
Adenosine receptor A2a
CHEMBL2115
 Ki 6.0 6.0 988.0 1
Adenosine receptor A2a
CHEMBL251
 EC50 5.0 5.0 10000.0 1
Adenosine receptor A2b
CHEMBL255
 EC50 4.14 4.14 72443.6 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Adenosine receptor A1 Ki = 0.21 nM 9.68 Displacement of [3H]N6-R-phenylisopropyladenosine from mouse A1A adenosine recep... 30605331
A1 adenosine receptor Ki = 0.3 nM 9.52 Displacement of [3H]CCPA from adenosine A1 receptor in pig cortical membrane 17933541
Adenosine receptor A1 Ki = 0.34 nM 9.47 Displacement of [3H]CCPA from adenosine A1 receptor in bovine cortical membrane 17933541
Adenosine receptor A1 Ki = 0.35 nM 9.46 Inhibitory activity at Adenosine A1 receptor by inhibition of [3H]CHA binding to... 9572897
Adenosine receptor A1 IC50 = 0.5012 nM 9.3 Agonist activity at human Adenosine A1 receptor transfected in CHO-K1 cells asse... 26756468
Adenosine receptor A1 Ki = 0.6 nM 9.22 Binding affinity against adenosine A1 receptor using [3H]-CHA or [3H]PIA as radi... 1738138
Adenosine receptor A1 Ki = 0.6 nM 9.22 Inhibition of [3H]- (R)-P1A binding to adenosine A1 receptor 1766003
Adenosine receptor A1 Ki = 0.6 nM 9.22 Tested for the binding affinity of A1 receptor by displacing the [3H]-PIA in rat... 7932588
Adenosine receptor A1 Ki = 0.8 nM 9.1 Displacement of [3H]CCPA from human recombinant adenosine A1 receptor expressed ... 17933541
Adenosine receptor A1 Ki = 0.83 nM 9.08 Displacement of [3H]N6-R-phenylisopropyladenosine from human A1A adenosine recep... 30605331
Adenosine receptor A1 Ki = 0.83 nM 9.08 Displacement of [3H]CCPA from human adenosine A1 receptor expressed in CHO cells 15006389
Adenosine receptor A1 Ki = 0.83 nM 9.08 Radioligand Binding Assay: Membranes for radioligand binding experiments are pre... -
Adenosine receptor A1 Ki = 0.83 nM 9.08 Displacement of [3H]R-PIA or [3H]CGS 21680 from human adenosine A1 receptor in C... 16366590
Adenosine receptor A1 Ki = 1.0 nM 9.0 Ex vivo inhibition of guinea pig ileum twitch via Adenosine A1 receptor. 10714510
Adenosine receptor A1 Ki = 1.2 nM 8.92 Displacement of [3H]-CCPA from human A1 receptor stably expressed in CHO cell me... 32659606
Adenosine receptor A1 Ki = 1.3 nM 8.89 Affinity for adenosine A1 receptor assayed in a competition assay in rat brain u... 8201607
Adenosine receptor A1 Ki = 1.3 nM 8.89 Displacement of [3H]CHA from Adenosine A1 receptor of rat brain 7658444
Adenosine receptor A1 Ki = 1.3 nM 8.89 Binding affinity against adenosine A1 receptor from rat brain using [3H]CHA as a... 7739005
Adenosine receptor A1 IC50 = 1.3 nM 8.89 Inhibition of cAMP formation in CHO cells expressing adenosine A1 receptor 12672250
Adenosine receptor A1 Ki = 1.33 nM 8.88 Displacement of [3H]R-PIA from rat brain membrane Adenosine A1 receptor 10841798

Literature References

PubMed DOI Target Context # Activities
12238926 10.1021/jm020211+ Adenosine receptor A3 7
22921089 10.1021/jm300965a Mus musculus 7
26756468 10.1021/acs.jmedchem.5b01402 Adenosine receptor A1 6
26756468 10.1021/acs.jmedchem.5b01402 Adenosine receptor A2a 4
26756468 10.1021/acs.jmedchem.5b01402 Adenosine receptor A2b 4
9873575 10.1016/s0960-894x(98)00452-1 ADMET 4
30605331 10.1021/acs.jmedchem.8b01662 Adenosine receptor A1 4
9572897 10.1021/jm9707737 Unchecked 3
26592812 10.1016/j.bmcl.2015.10.030 Unchecked 3
7739005 10.1021/jm00009a007 Adenosine receptor A2a 3
17933541 10.1016/j.bmc.2007.09.035 Adenosine receptor A1 3
12672250 10.1021/jm021074j Adenosine receptor A1 3
16366590 10.1021/jm050726b Adenosine receptor A3 3
10649980 10.1021/jm9911231 Adenosine receptor A1 3
12672250 10.1021/jm021074j Adenosine receptor A2a 2
17933541 10.1016/j.bmc.2007.09.035 A1 adenosine receptor 2
17933541 10.1016/j.bmc.2007.09.035 Unchecked 2
12672250 10.1021/jm021074j Adenosine receptor A3 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
22738238 10.1021/jm3004834 Unchecked 2

Data from ChEMBL 36 via Core Engine