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Compound Detail

CHEMBL723

CARVEDILOL
💊 Approved Drug
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💊 Approved Drug
COc1ccccc1OCCNCC(O)COc1cccc2[nH]c3ccccc3c12

Basic Information

ChEMBL ID CHEMBL723
Name CARVEDILOL
Phase Approved
Structure Type MOL
InChI Key OGHNVEJMJSYVRP-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Artist BM 14.190 BM-14-190 BM-14.190 BM-14190 C07AG02 Carvedilol Coreg Coronis Dilatrend Dimitone DQ-2466 +12 more
45
Targets
103
Activities
4
Assay Types
20
PK Parameters
20
Publications
24
Known Names
20
Indications
2
Mechanisms

Molecular Properties

406.5
MW (Da)
3.74
ALogP
5
HBA
3
HBD
75.7
PSA (Ų)
0.35
QED
0
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1995
Availability Prescription
Chirality Racemic

Routes of Administration

Oral

Flags

Natural Product
USAN Stem -dil-
USAN Year 1988

Extended Properties

Molecular Formula C24H26N2O4
MW 406.48
Aromatic Rings 4
Heavy Atoms 30
NP-Likeness -0.12

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Adrenergic receptor beta antagonist ANTAGONIST Adrenergic receptor beta
Adrenergic receptor alpha-1 antagonist ANTAGONIST Adrenergic receptor alpha-1

Indications

Cardiovascular Diseases Heart Failure Heart Failure Hypertension Myocardial Infarction Ventricular Dysfunction, Left Atherosclerosis Atrial Fibrillation Coronary Disease Diabetes Mellitus, Type 2 Essential Hypertension Hematologic Neoplasms Hypercholesterolemia Hypertension, Portal Hypertrophy, Left Ventricular Kidney Failure, Chronic Leukemia, Lymphoid Leukemia, Myeloid, Acute Lymphoma Multiple Myeloma

ATC Classification

C07AG02
carvedilol
Level 1: CARDIOVASCULAR SYSTEM
Level 2: BETA BLOCKING AGENTS

Activity Summary

IC50 58 meas. best 9.75
Ki 35 meas. best 9.99
EC50 5 meas. best 5.64
Kd 5 meas. best 9.71

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Beta-1 adrenergic receptor
CHEMBL213
Ki 9.99 9.99 0.1 1
Beta-2 adrenergic receptor
CHEMBL210
Ki 9.78 9.75 0.2 2
Beta-1 adrenergic receptor
CHEMBL213
IC50 9.75 9.75 0.2 1
Beta-2 adrenergic receptor
CHEMBL210
Kd 9.71 9.71 0.2 1
Beta-2 adrenergic receptor
CHEMBL210
IC50 9.62 9.62 0.2 1
Unchecked
CHEMBL612545
Ki 9.09 6.808 0.8 5
Beta-1 adrenergic receptor
CHEMBL3252
Ki 9.09 9.09 0.8 1
Alpha-1D adrenergic receptor
CHEMBL223
Ki 9.05 9.05 0.9 1
Alpha-1D adrenergic receptor
CHEMBL223
IC50 8.75 8.75 1.8 1
Alpha-1B adrenergic receptor
CHEMBL315
Ki 8.71 8.71 2.0 1
Adrenergic receptor alpha-1
CHEMBL1907610
Ki 8.66 8.66 2.2 2
Beta-3 adrenergic receptor
CHEMBL246
Ki 8.51 8.51 3.1 1
Alpha-1A adrenergic receptor
CHEMBL319
Ki 8.5 8.5 3.2 1
5-hydroxytryptamine receptor 1A
CHEMBL273
Ki 8.5 8.49 3.2 2
Adrenergic receptor alpha-2
CHEMBL2093864
Ki 8.47 8.47 3.4 2
Alpha-1B adrenergic receptor
CHEMBL315
IC50 8.45 8.45 3.6 1
Beta-3 adrenergic receptor
CHEMBL246
IC50 8.38 8.38 4.2 1
5-hydroxytryptamine receptor 1A
CHEMBL273
IC50 8.23 8.23 5.8 1
Alpha-1A adrenergic receptor
CHEMBL319
IC50 8.11 8.11 7.8 1
Alpha-2C adrenergic receptor
CHEMBL1916
Ki 7.89 7.89 13.0 1
5-hydroxytryptamine receptor 2B
CHEMBL1833
Ki 7.82 7.82 15.0 1
5-hydroxytryptamine receptor 2B
CHEMBL1833
IC50 7.64 7.64 23.0 1
Alpha-2A adrenergic receptor
CHEMBL1867
Ki 7.4 7.4 40.0 1
Alpha-2B adrenergic receptor
CHEMBL1942
Ki 7.37 7.37 43.0 1
D(2) dopamine receptor
CHEMBL217
Ki 7.31 7.31 49.0 1
5-hydroxytryptamine receptor 2C
CHEMBL225
Ki 7.22 7.22 60.0 1
Alpha-2C adrenergic receptor
CHEMBL1916
IC50 7.05 7.05 90.0 1
Alpha-2B adrenergic receptor
CHEMBL1942
IC50 7.03 7.03 94.0 1
Unchecked
CHEMBL612545
Kd 7.0 5.93 100.0 4
Alpha-2A adrenergic receptor
CHEMBL1867
IC50 6.97 6.97 106.0 1
5-hydroxytryptamine receptor 2C
CHEMBL225
IC50 6.94 6.94 115.0 1
5-hydroxytryptamine receptor 2A
CHEMBL224
Ki 6.93 6.93 117.0 1
Sodium-dependent serotonin transporter
CHEMBL228
Ki 6.93 6.93 118.0 1
D(2) dopamine receptor
CHEMBL217
IC50 6.84 6.84 146.0 1
5-hydroxytryptamine receptor 4
CHEMBL5017
Ki 6.74 6.74 181.0 1
D(3) dopamine receptor
CHEMBL234
Ki 6.71 6.71 196.0 1
Sodium-dependent serotonin transporter
CHEMBL228
IC50 6.66 6.66 221.0 1
Unchecked
CHEMBL612545
IC50 6.51 5.7111 306.0 9
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
IC50 6.46 5.28 350.0 6
5-hydroxytryptamine receptor 2A
CHEMBL224
IC50 6.39 6.39 410.0 1
Sodium-dependent noradrenaline transporter
CHEMBL222
IC50 6.27 6.27 538.0 1
Sodium-dependent noradrenaline transporter
CHEMBL222
Ki 6.27 6.27 533.0 1
D(3) dopamine receptor
CHEMBL234
IC50 6.24 6.24 577.0 1
5-hydroxytryptamine receptor 1B
CHEMBL3459
Ki 6.23 6.23 589.0 1
Sodium-dependent dopamine transporter
CHEMBL238
Ki 6.17 6.17 671.0 1
5-hydroxytryptamine receptor 6
CHEMBL3371
Ki 6.15 6.15 705.0 1
D(1A) dopamine receptor
CHEMBL2056
Ki 6.13 6.13 749.0 1
Sodium-dependent dopamine transporter
CHEMBL238
IC50 6.07 6.07 845.0 1
Cytochrome P450 1B1
CHEMBL4878
IC50 5.96 5.96 1100.0 1
5-hydroxytryptamine receptor 4
CHEMBL5017
IC50 5.96 5.96 1088.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 235.0 mL.min-1.g-1 Homo sapiens
CL 8.7 mL.min-1.kg-1 Homo sapiens
CL 7.8 mL.min-1.kg-1 Homo sapiens
CL 7.7 mL.min-1.kg-1 Homo sapiens
CL 7.8 mL.min-1.kg-1 Homo sapiens
CL 7.8 mL.min-1.kg-1 Homo sapiens
CL 26.3 uL.min-1.(10^6cells)-1 Homo sapiens
CL 41.69 mL.min-1.g-1 Homo sapiens
CL 500.0 mL/min Homo sapiens
F 49.0 % Homo sapiens
F 25.0 % Homo sapiens
Fu 0.02 - Homo sapiens
Fu 0.02 - Homo sapiens
MRT 2.8 hr Homo sapiens
T1/2 2.4 hr Homo sapiens
T1/2 5.0 hr Homo sapiens
T1/2 7.0 hr Homo sapiens
T1/2 7.0 hr Homo sapiens
T1/2 7.0 hr Rattus norvegicus
Vss 115.0 L Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Beta-1 adrenergic receptor Ki = 0.103 nM 9.99 DRUGMATRIX: Adrenergic beta1 radioligand binding (ligand: [125I] Cyanopindolol) -
Beta-2 adrenergic receptor Ki = 0.166 nM 9.78 DRUGMATRIX: Adrenergic beta2 radioligand binding (ligand: [3H] CGP-12177) -
Beta-1 adrenergic receptor IC50 = 0.178 nM 9.75 DRUGMATRIX: Adrenergic beta1 radioligand binding (ligand: [125I] Cyanopindolol) -
Beta-2 adrenergic receptor Ki = 0.19 nM 9.72 Binding affinity to human beta 2 adrenergic receptor assessed as inhibition cons... 38516587
Beta-2 adrenergic receptor Kd = 0.195 nM 9.71 Displacement of [3H]DHA from beta2 adrenergic receptor (unknown origin) stably e... 31298548
Beta-2 adrenergic receptor IC50 = 0.241 nM 9.62 DRUGMATRIX: Adrenergic beta2 radioligand binding (ligand: [3H] CGP-12177) -
Beta-1 adrenergic receptor Ki = 0.81 nM 9.09 Displacement of [3H]CGP12177 from beta-1 adrenergic receptor in rat cerebral cor... 18599160
Unchecked Ki = 0.81 nM 9.09 Displacement of [3H]CGP12177 from beta-1 adrenergic receptor in Wistar rat cereb... 19647907
Alpha-1D adrenergic receptor Ki = 0.883 nM 9.05 DRUGMATRIX: Alpha-1D adrenergic receptor radioligand binding (ligand: prazosin) -
Alpha-1D adrenergic receptor IC50 = 1.796 nM 8.75 DRUGMATRIX: Alpha-1D adrenergic receptor radioligand binding (ligand: prazosin) -
Alpha-1B adrenergic receptor Ki = 1.966 nM 8.71 DRUGMATRIX: Alpha-1B adrenergic receptor radioligand binding (ligand: prazosin) -
Adrenergic receptor alpha-1 Ki = 2.2 nM 8.66 Displacement of [3H]Prazosin from alpha1 adrenergic receptor in Wistar rat cereb... 19647907
Adrenergic receptor alpha-1 Ki = 2.2 nM 8.66 Displacement of [3H]prazosin from alpha1 adrenergic receptor in rat cerebral cor... 18599160
Beta-3 adrenergic receptor Ki = 3.116 nM 8.51 DRUGMATRIX: Adrenergic beta3 radioligand binding (ligand: [125I] Cyanopindolol) -
Alpha-1A adrenergic receptor Ki = 3.153 nM 8.5 DRUGMATRIX: Alpha-1A adrenergic receptor radioligand binding (ligand: prazosin) -
5-hydroxytryptamine receptor 1A Ki = 3.162 nM 8.5 Binding affinity of a compound to rat brain 5-hydroxytryptamine 1A (serotonin) r... 8568799
5-hydroxytryptamine receptor 1A Ki = 3.338 nM 8.48 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT1A radioligand binding (ligand: ... -
Adrenergic receptor alpha-2 Ki = 3.4 nM 8.47 Displacement of [3H]clonidine from alpha2 adrenergic receptor in rat cerebral co... 18599160
Adrenergic receptor alpha-2 Ki = 3.4 nM 8.47 Displacement of [3H]Clonidine from alpha2 adrenergic receptor in Wistar rat cere... 19647907
Alpha-1B adrenergic receptor IC50 = 3.551 nM 8.45 DRUGMATRIX: Alpha-1B adrenergic receptor radioligand binding (ligand: prazosin) -

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 725
31158845 10.1038/s41586-019-1291-3 ADMET 112
- 10.5281/zenodo.13943903 ADMET 89
16472241 10.2174/1570163043334794 Hepatotoxicity 18
31083995 10.1021/acs.jmedchem.8b01325 Unchecked 18
31083995 10.1021/acs.jmedchem.8b01325 ADMET 16
18599160 10.1016/j.ejmech.2008.05.019 Rattus norvegicus 14
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
19647907 10.1016/j.ejmech.2009.07.012 Rattus norvegicus 13
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
20070106 10.1021/jm901371v Homo sapiens 8
11755356 10.1016/s0960-894x(01)00716-8 Bos taurus 5
19397318 10.1021/jm9003945 No relevant target 5
27777006 10.1016/j.bmcl.2016.10.033 NON-PROTEIN TARGET 5
37468498 10.1038/s41467-023-40064-9 Cannabinoid receptor 1 4
- 10.6019/CHEMBL4651402 SARS-CoV-2 4
31298548 10.1021/acs.jmedchem.9b00595 Beta-2 adrenergic receptor 4
18426954 10.1124/dmd.108.020479 ADMET 4
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 4

Data from ChEMBL 36 via Core Engine