Compound Detail
CHEMBL477
ADENOSINE 💊 Approved Drug
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💊 Approved Drug
Basic Information
| ChEMBL ID | CHEMBL477 |
| Name | ADENOSINE |
| Phase | Approved |
| Structure Type | MOL |
| InChI Key | OIRDTQYFTABQOQ-KQYNXXCUSA-N |
| Therapeutic | ✓ Yes |
27
Targets
132
Activities
4
Assay Types
5
PK Parameters
20
Publications
8
Known Names
20
Indications
1
Mechanisms
Molecular Properties
267.2
MW (Da)
-1.98
ALogP
9
HBA
4
HBD
139.5
PSA (Ų)
0.49
QED
0
Ro5 Violations
2
Rot. Bonds
Drug Information
| Molecule Type | Small molecule |
| First Approval | 1989 |
| Availability | Prescription |
| Chirality | Single Enantiomer |
Mechanism of Action
| Mechanism | Action Type | Target | Direct | Efficacy |
|---|---|---|---|---|
| Adenosine receptor agonist | AGONIST | Adenosine receptor | ✓ | ✓ |
Indications
Cardiovascular Diseases Tachycardia, Paroxysmal Wolff-Parkinson-White Syndrome Angina, Stable Atrial Fibrillation Coronary Stenosis Myocardial Infarction Myocardial Infarction Myocardial Ischemia Neoplasms Neoplasms Tachycardia, Ventricular Cardiomyopathies Coronary Disease Pain Respiratory Distress Syndrome ST Elevation Myocardial Infarction Takotsubo Cardiomyopathy Inflammation Ischemia
ATC Classification
C01EB10
adenosine
Level 1: CARDIOVASCULAR SYSTEM
Level 2: CARDIAC THERAPY
Activity Summary
IC50 44 meas. best 8.94
EC50 40 meas. best 9.92
Ki 35 meas. best 8.3
Kd 13 meas. best 7.76
Target Activity Profile
| Target | Type | Best pChEMBL | Mean pChEMBL | Best (nM) | # Data |
|---|---|---|---|---|---|
| Canis familiaris CHEMBL373 | EC50 | 9.92 | 9.92 | 0.1 | 1 |
| Adenosine receptor A3 CHEMBL256 | IC50 | 8.94 | 8.94 | 1.1 | 1 |
| Adenosine receptor A1 CHEMBL226 | IC50 | 8.63 | 8.63 | 2.3 | 1 |
| Adenosine A2 receptor CHEMBL2094117 | Ki | 8.3 | 7.72 | 5.0 | 3 |
| Adenosine receptor A1 CHEMBL318 | Ki | 8.29 | 7.2386 | 5.1 | 7 |
| Adenosine receptor A3 CHEMBL256 | EC50 | 7.87 | 6.6683 | 13.5 | 6 |
| Adenosine receptor A2a CHEMBL251 | Kd | 7.76 | 7.76 | 17.3 | 1 |
| Adenosine receptor A2a CHEMBL251 | Ki | 7.7 | 6.8933 | 20.0 | 3 |
| Adenosine receptor A2a CHEMBL251 | EC50 | 7.6 | 5.98 | 25.1 | 7 |
| Adenosine receptor A2a CHEMBL302 | Ki | 7.52 | 7.52 | 30.0 | 1 |
| Adenosine receptor A1 CHEMBL226 | EC50 | 7.41 | 6.5075 | 39.0 | 8 |
| Adenosine A2 receptor CHEMBL2094257 | EC50 | 7.29 | 7.29 | 51.3 | 2 |
| Adenosine receptor A2b CHEMBL255 | EC50 | 7.28 | 4.9543 | 52.5 | 7 |
| Adenosine receptor A3 CHEMBL3360 | Ki | 7.0 | 7.0 | 100.0 | 1 |
| Unchecked CHEMBL612545 | IC50 | 6.82 | 5.294 | 150.0 | 5 |
| Adenosine receptor A3 CHEMBL256 | Ki | 6.54 | 6.54 | 290.0 | 1 |
| Adenosine receptor A1 CHEMBL226 | Kd | 6.53 | 6.53 | 295.1 | 1 |
| HEp-2 CHEMBL614735 | IC50 | 6.16 | 5.43 | 700.0 | 2 |
| Adenosine receptor A3 CHEMBL256 | Kd | 6.13 | 6.13 | 740.0 | 1 |
| Unchecked CHEMBL612545 | EC50 | 6.12 | 6.12 | 759.0 | 1 |
| Adenosine receptor A1 CHEMBL226 | Ki | 6.09 | 6.09 | 812.8 | 1 |
| Unchecked CHEMBL612545 | Ki | 6.03 | 6.03 | 930.0 | 1 |
| Sodium/nucleoside cotransporter 1 CHEMBL5551 | Ki | 5.75 | 5.75 | 1800.0 | 1 |
| Adenosine receptor A1 CHEMBL318 | Kd | 5.71 | 5.71 | 1949.8 | 1 |
| Solute carrier family 28 member 3 CHEMBL5707 | Ki | 5.68 | 5.68 | 2100.0 | 1 |
| Solute carrier family 28 member 3 CHEMBL5707 | IC50 | 5.48 | 5.48 | 3300.0 | 1 |
| Adenosine receptor A1 CHEMBL2304404 | EC50 | 5.47 | 5.47 | 3388.4 | 2 |
| Mitogen-activated protein kinase kinase kinase 7 CHEMBL5776 | Kd | 5.36 | 4.915 | 4400.0 | 2 |
| Sodium/nucleoside cotransporter 2 CHEMBL5780 | Ki | 5.28 | 5.28 | 5300.0 | 1 |
| Sodium/nucleoside cotransporter 1 CHEMBL5551 | IC50 | 5.26 | 5.26 | 5500.0 | 1 |
| Sodium/nucleoside cotransporter 2 CHEMBL5780 | IC50 | 5.26 | 5.26 | 5500.0 | 1 |
| Homo sapiens CHEMBL372 | IC50 | 5.23 | 5.225 | 5940.0 | 2 |
| Adenosine kinase CHEMBL2982 | Ki | 5.05 | 5.05 | 8900.0 | 1 |
| HeLa CHEMBL399 | IC50 | 4.97 | 4.485 | 10800.0 | 2 |
| Equilibrative nucleoside transporter 1 CHEMBL1997 | Ki | 4.92 | 4.92 | 12000.0 | 1 |
| cAMP-dependent protein kinase A CHEMBL2111446 | Ki | 4.82 | 4.82 | 15000.0 | 1 |
| Equilibrative nucleoside transporter 1 CHEMBL1997 | IC50 | 4.77 | 4.77 | 17000.0 | 1 |
| HepG2 CHEMBL395 | IC50 | 4.73 | 4.73 | 18460.0 | 1 |
| Phosphatidylinositol 4-kinase, PI4K CHEMBL2096619 | Ki | 4.72 | 4.72 | 19200.0 | 1 |
| Rattus norvegicus CHEMBL376 | IC50 | 4.58 | 4.58 | 26000.0 | 1 |
| Phosphatidylinositol 4-kinase, PI4K CHEMBL2096619 | IC50 | 4.52 | 4.52 | 30300.0 | 1 |
| Glyceraldehyde-3-phosphate dehydrogenase CHEMBL2284 | IC50 | 4.46 | 4.46 | 35000.0 | 1 |
| Unchecked CHEMBL612545 | Kd | 4.46 | 4.46 | 35000.0 | 1 |
| Equilibrative nucleoside transporter 1 CHEMBL1997 | EC50 | 4.2 | 4.2 | 63000.0 | 1 |
| Histone-lysine N-methyltransferase, H3 lysine-79 specific CHEMBL1795117 | IC50 | 4.0 | 4.0 | 100000.0 | 1 |
Pharmacokinetic Data
| Parameter | Value | Units | Species |
|---|---|---|---|
| CL | 3.0 | uL.min-1.(10^6cells)-1 | Rattus norvegicus |
| Ka | 100000000.0 | M-1 | - |
| T1/2 | 0.006944 | hr | - |
| T1/2 | 0.008333 | hr | Bos taurus |
| T1/2 | 0.008333 | hr | - |
Activity Data Samples
Top measurements by pChEMBL value
Literature References
Data from ChEMBL 36 via Core Engine