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Compound Detail

CHEMBL440115

FK453
Phase I
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Phase I
O=C(/C=C/c1c(-c2ccccc2)nn2ccccc12)N1CCCC[C@@H]1CCO
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL440115
Name FK453
Phase Phase I
Structure Type MOL
InChI Key OPLOPFHUHFGKMJ-JXOMPUQVSA-N

Known Names

FK-453 Fk453
11
Targets
21
Activities
2
Assay Types
1
PK Parameters
18
Publications
2
Known Names
1
Mechanisms

Molecular Properties

375.5
MW (Da)
3.78
ALogP
4
HBA
1
HBD
57.8
PSA (Ų)
0.69
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Extended Properties

Molecular Formula C23H25N3O2
MW 375.47
Aromatic Rings 3
Heavy Atoms 28
NP-Likeness -0.82

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Adenosine A1 receptor antagonist ANTAGONIST Adenosine receptor A1 ✓ ✓

Activity Summary

IC50 13 meas. best 9.25
Ki 8 meas. best 9.31

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Adenosine receptor A1
CHEMBL226
 Ki 9.31 8.79 0.5 3
Adenosine receptor A1
CHEMBL318
 Ki 9.31 9.31 0.5 1
Adenosine receptor A1
CHEMBL3688
 Ki 9.26 9.26 0.6 1
Adenosine receptor A1
CHEMBL2304404
 IC50 9.25 7.59 0.6 2
Adenosine receptor A1
CHEMBL318
 IC50 7.77 7.0725 17.0 4
Adenosine receptor A2b
CHEMBL255
 IC50 6.01 6.01 980.0 1
Adenosine receptor A2a
CHEMBL2605
 IC50 5.93 5.93 1180.0 1
Adenosine A2 receptor
CHEMBL2094117
 Ki 5.9 5.9 1258.9 1
Adenosine receptor A2a
CHEMBL251
 Ki 5.89 5.89 1300.0 1
Adenosine receptor A3
CHEMBL256
 Ki 5.55 5.55 2800.0 1
Adenosine receptor A2b
CHEMBL2592
 IC50 5.09 5.09 8100.0 1
Adenosine receptor A2a
CHEMBL302
 IC50 4.96 4.955 11000.0 2
Adenosine receptor A2a
CHEMBL251
 IC50 4.95 4.95 11300.0 1

Pharmacokinetic Data

Parameter Value Units Species
F 8.8 % Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Adenosine receptor A1 Ki = 0.4898 nM 9.31 Adenosine A1 receptor binding using [3H]DPCOX in rat cortical membranes 10072675
Adenosine receptor A1 Ki = 0.4898 nM 9.31 Adenosine A1 receptor binding using [3H]DPCPX in human cortical membranes 10072675
Adenosine receptor A1 Ki = 0.49 nM 9.31 Binding affinity to human adenosine A1 receptor 20188574
Adenosine receptor A1 Ki = 0.55 nM 9.26 Binding affinity to mouse adenosine A1 receptor 20188574
Adenosine receptor A1 IC50 = 0.56 nM 9.25 Binding affinity to guinea pig adenosine A1 receptor 20188574
Adenosine receptor A1 IC50 = 17.0 nM 7.77 Inhibitory activity against Adenosine A1 Receptor using [3H]CHA in rat cortical ... 10450966
Adenosine receptor A1 IC50 = 17.2 nM 7.76 Inhibitory activity against cyclic AMP production in rat Adenosine A1 receptor a... 11170626
Adenosine receptor A1 IC50 = 17.2 nM 7.76 Binding affinity to rat adenosine A1 receptor 20188574
Adenosine receptor A1 Ki = 18.0 nM 7.75 Binding Affinity towards Adenosine A1 receptor expressed in CHO-K1 cells versus ... 11170626
Adenosine receptor A2b IC50 = 980.0 nM 6.01 Inhibitory activity on NECA-induced cyclic-AMP accumulation in CHO-K1 cells expr... 11170626
Adenosine receptor A1 IC50 = 1180.0 nM 5.93 Inhibition of adenosine induced negative inotropic activity against guinea-pig a... -
Adenosine receptor A2a IC50 = 1180.0 nM 5.93 Binding affinity to guinea pig adenosine A2A receptor 20188574
Adenosine A2 receptor Ki = 1258.93 nM 5.9 Adenosine A2 receptor binding using [3H]CGS-21680 in rat striatal membranes 10072675
Adenosine receptor A2a Ki = 1300.0 nM 5.89 Binding Affinity for adenosine A2A receptor expressed in HEK293 cells compared t... 11170626
Adenosine receptor A3 Ki = 2800.0 nM 5.55 Binding affinity towards adenosine A3 receptor expressed in HEK293 cells versus ... 11170626
Adenosine receptor A2b IC50 = 8100.0 nM 5.09 Inhibitory activity on N-ethylcarboxamidoadenosine (NECA)-induced glucose produc... 11170626
Adenosine receptor A1 IC50 = 10100.0 nM 5.0 Inhibition of [3H]CHA binding against Adenosine A1 receptors of rat cortical mem... -
Adenosine receptor A2a IC50 = 11000.0 nM 4.96 Inhibitory activity against Adenosine A2a receptor using [3H]NECA in rat striata... 10450966
Adenosine receptor A2a IC50 = 11300.0 nM 4.95 Binding affinity to rat adenosine A2A receptor 20188574
Adenosine receptor A2a IC50 = 11300.0 nM 4.95 Inhibitory activity against cyclic AMP production in rat Adenosine A2A receptor ... 11170626

Literature References

PubMed DOI Target Context # Activities
10072675 10.1021/jm980671w Rattus norvegicus 11
20188574 10.1016/j.bmc.2010.01.072 Adenosine receptor A1 4
10072675 10.1021/jm980671w Adenosine receptor A1 3
- 10.1016/0960-894X(96)00368-X Rattus norvegicus 2
- 10.1016/0960-894X(96)00368-X Adenosine receptor A1 2
- 10.1016/0960-894X(96)00368-X Adenosine A2 receptor 2
- 10.1016/0960-894X(96)00368-X Adenosine receptors; A1 & A2 2
11170626 10.1021/jm990499b Adenosine receptor A2b 2
11170626 10.1021/jm990499b Adenosine receptor A1 2
11170626 10.1021/jm990499b Adenosine receptor A2a 2
20188574 10.1016/j.bmc.2010.01.072 Adenosine receptor A2a 2
10072675 10.1021/jm980671w No relevant target 2
10072675 10.1021/jm980671w Adenosine A2 receptor 1
10072675 10.1021/jm980671w ADMET 1
10450966 10.1016/s0960-894x(99)00304-2 Adenosine receptor A1 1
10450966 10.1016/s0960-894x(99)00304-2 Adenosine receptor A2a 1
10450966 10.1016/s0960-894x(99)00304-2 Adenosine receptors; A1 & A2a 1
11170626 10.1021/jm990499b Adenosine receptor A3 1

Data from ChEMBL 36 via Core Engine