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Compound Detail

CHEMBL926

DOBUTAMINE
💊 Approved Drug
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💊 Approved Drug
CC(CCc1ccc(O)cc1)NCCc1ccc(O)c(O)c1

Basic Information

ChEMBL ID CHEMBL926
Name DOBUTAMINE
Phase Approved
Structure Type MOL
InChI Key JRWZLRBJNMZMFE-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

COMPOUND 81929 COMPOUND-81929 Dl-dobutamine Dobutamina Dobutamine Racemic dobutamine
33
Targets
47
Activities
3
Assay Types
3
PK Parameters
20
Publications
6
Known Names
7
Indications

Molecular Properties

301.4
MW (Da)
2.96
ALogP
4
HBA
4
HBD
72.7
PSA (Ų)
0.59
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1978
Availability Prescription
Chirality Racemic

Routes of Administration

Parenteral

Flags

Natural Product
USAN Year 1972

Extended Properties

Molecular Formula C18H23NO3
MW 301.39
Aromatic Rings 2
Heavy Atoms 22
NP-Likeness 0.39

Indications

Cardiovascular Diseases Heart Failure Acute Lung Injury Brain Injuries Shock Shock, Septic Burns

ATC Classification

C01CA07
dobutamine
Level 1: CARDIOVASCULAR SYSTEM
Level 2: CARDIAC THERAPY

Activity Summary

Ki 25 meas. best 7.35
IC50 19 meas. best 8.43
EC50 3 meas. best 6.82

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Plasmodium yoelii yoelii
CHEMBL612328
IC50 8.43 8.43 3.7 2
Alpha-1A adrenergic receptor
CHEMBL319
Ki 7.35 7.35 45.0 1
Alpha-1D adrenergic receptor
CHEMBL223
Ki 7.25 7.25 56.0 1
Alpha-1A adrenergic receptor
CHEMBL319
IC50 6.96 6.96 110.0 1
Alpha-1D adrenergic receptor
CHEMBL223
IC50 6.94 6.94 114.0 1
Sodium-dependent dopamine transporter
CHEMBL238
Ki 6.91 6.91 123.0 1
Cavia porcellus
CHEMBL369
EC50 6.82 6.575 150.0 2
Sodium-dependent dopamine transporter
CHEMBL238
IC50 6.81 6.81 155.0 1
Alpha-1B adrenergic receptor
CHEMBL315
Ki 6.73 6.73 186.0 1
Alpha-1B adrenergic receptor
CHEMBL315
IC50 6.47 6.47 336.0 1
Sodium-dependent noradrenaline transporter
CHEMBL222
Ki 6.42 6.42 380.0 1
Sodium-dependent noradrenaline transporter
CHEMBL222
IC50 6.42 6.42 383.0 1
Carbonic anhydrase 15
CHEMBL5973
Ki 6.41 6.41 390.0 1
Carbonic anhydrase 2
CHEMBL205
Ki 6.32 6.32 480.0 1
Polyunsaturated fatty acid lipoxygenase ALOX15
CHEMBL4358
IC50 6.22 6.22 599.0 1
Carbonic anhydrase 5A, mitochondrial
CHEMBL4789
Ki 6.14 6.14 730.0 1
Carbonic anhydrase 5B, mitochondrial
CHEMBL3969
Ki 6.05 6.05 890.0 1
Sodium-dependent serotonin transporter
CHEMBL228
Ki 6.0 6.0 1006.0 1
Sigma non-opioid intracellular receptor 1
CHEMBL287
Ki 5.98 5.98 1058.0 1
Beta-2 adrenergic receptor
CHEMBL210
Ki 5.98 5.98 1043.0 1
Beta-1 adrenergic receptor
CHEMBL213
Ki 5.95 5.95 1123.0 1
Alpha-2B adrenergic receptor
CHEMBL1942
Ki 5.87 5.87 1354.0 1
Beta-2 adrenergic receptor
CHEMBL210
IC50 5.82 5.82 1517.0 1
Unchecked
CHEMBL612545
Ki 5.8 5.8 1600.0 1
D(3) dopamine receptor
CHEMBL234
Ki 5.77 5.77 1693.0 1
Carbonic anhydrase 1
CHEMBL261
Ki 5.72 5.72 1920.0 1
Sodium-dependent serotonin transporter
CHEMBL228
IC50 5.72 5.72 1895.0 1
Beta-1 adrenergic receptor
CHEMBL213
IC50 5.71 5.71 1944.0 1
Aorta
CHEMBL613606
EC50 5.6 5.6 2500.0 1
Sigma non-opioid intracellular receptor 1
CHEMBL287
IC50 5.6 5.6 2518.0 1
Unchecked
CHEMBL612545
IC50 5.58 5.58 2600.0 1
Alpha-2B adrenergic receptor
CHEMBL1942
IC50 5.53 5.53 2966.0 1
Tyrosine-protein kinase Fyn
CHEMBL1841
IC50 5.4 5.4 3975.0 1
Solute carrier family 22 member 1
CHEMBL5685
IC50 5.38 5.38 4170.0 1
Carbonic anhydrase 7
CHEMBL2326
Ki 5.37 5.37 4300.0 1
Carbonic anhydrase 12
CHEMBL3242
Ki 5.36 5.36 4350.0 1
D(3) dopamine receptor
CHEMBL234
IC50 5.3 5.3 4985.0 1
Tyrosine-protein kinase Lck
CHEMBL258
IC50 5.26 5.26 5519.0 1
Epidermal growth factor receptor
CHEMBL203
IC50 5.26 5.26 5551.0 1
Carbonic anhydrase 3
CHEMBL2885
Ki 5.13 5.13 7400.0 1
Carbonic anhydrase 4
CHEMBL3729
Ki 5.05 5.05 8980.0 1
Carbonic anhydrase 6
CHEMBL3025
Ki 5.02 5.02 9470.0 1
Carbonic anhydrase 13
CHEMBL3912
Ki 5.02 5.02 9530.0 1
Carbonic anhydrase 9
CHEMBL3594
Ki 5.01 5.01 9820.0 1
Carbonic anhydrase 14
CHEMBL3510
Ki 4.92 4.92 12020.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 5.2 mL.min-1.g-1 Homo sapiens
Cmax 1337.0 nM Homo sapiens
F 20.0 % Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Plasmodium yoelii yoelii IC50 = 3.7 nM 8.43 Antimicrobial activity against Plasmodium yoelii 265 liver infected in mammalian... 18212104
Plasmodium yoelii yoelii IC50 = 3.7 nM 8.43 Antimalarial activity against liver stages of Plasmodium yoelii yoelii 22122518
Alpha-1A adrenergic receptor Ki = 45.0 nM 7.35 DRUGMATRIX: Alpha-1A adrenergic receptor radioligand binding (ligand: prazosin) -
Alpha-1D adrenergic receptor Ki = 56.0 nM 7.25 DRUGMATRIX: Alpha-1D adrenergic receptor radioligand binding (ligand: prazosin) -
Alpha-1A adrenergic receptor IC50 = 110.0 nM 6.96 DRUGMATRIX: Alpha-1A adrenergic receptor radioligand binding (ligand: prazosin) -
Alpha-1D adrenergic receptor IC50 = 114.0 nM 6.94 DRUGMATRIX: Alpha-1D adrenergic receptor radioligand binding (ligand: prazosin) -
Sodium-dependent dopamine transporter Ki = 123.0 nM 6.91 DRUGMATRIX: Dopamine Transporter radioligand binding (ligand: [125I] RTI-55) -
Cavia porcellus EC50 = 150.0 nM 6.82 Effective concentration for increasing potency force in guinea pig isolated left... 7277389
Sodium-dependent dopamine transporter IC50 = 155.0 nM 6.81 DRUGMATRIX: Dopamine Transporter radioligand binding (ligand: [125I] RTI-55) -
Alpha-1B adrenergic receptor Ki = 186.0 nM 6.73 DRUGMATRIX: Alpha-1B adrenergic receptor radioligand binding (ligand: prazosin) -
Alpha-1B adrenergic receptor IC50 = 336.0 nM 6.47 DRUGMATRIX: Alpha-1B adrenergic receptor radioligand binding (ligand: prazosin) -
Sodium-dependent noradrenaline transporter Ki = 380.0 nM 6.42 DRUGMATRIX: Norepinephrine Transporter radioligand binding (ligand: [125I] RTI-5... -
Sodium-dependent noradrenaline transporter IC50 = 383.0 nM 6.42 DRUGMATRIX: Norepinephrine Transporter radioligand binding (ligand: [125I] RTI-5... -
Carbonic anhydrase 15 Ki = 390.0 nM 6.41 Inhibition of mouse carbonic anhydrase 15 after 15 mins by stopped flow CO2 hydr... 20674354
Cavia porcellus EC50 = 470.0 nM 6.33 Effective concentration for increasing potency rate in guinea pig isolated right... 7277389
Carbonic anhydrase 2 Ki = 480.0 nM 6.32 Inhibition of human carbonic anhydrase 2 after 15 mins by stopped flow CO2 hydra... 20674354
Polyunsaturated fatty acid lipoxygenase ALOX15 IC50 = 599.0 nM 6.22 DRUGMATRIX: Lipoxygenase 15-LO enzyme inhibition (substrate: Linoleic acid) -
Carbonic anhydrase 5A, mitochondrial Ki = 730.0 nM 6.14 Inhibition of human carbonic anhydrase 5a after 15 mins by stopped flow CO2 hydr... 20674354
Carbonic anhydrase 5B, mitochondrial Ki = 890.0 nM 6.05 Inhibition of human carbonic anhydrase 5b after 15 mins by stopped flow CO2 hydr... 20674354
Sodium-dependent serotonin transporter Ki = 1006.0 nM 6.0 DRUGMATRIX: Transporter, Serotonin (5-Hydroxytryptamine) (SERT) radioligand bind... -

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 784
28432943 10.1016/j.ejmech.2017.04.005 Rattus norvegicus 31
16472241 10.2174/1570163043334794 Hepatotoxicity 18
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
7277389 10.1021/jm00139a013 Canis familiaris 6
34547896 10.1021/acs.jmedchem.1c00823 Transthyretin 4
7277389 10.1021/jm00139a013 Cavia porcellus 4
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M2 3
37468498 10.1038/s41467-023-40064-9 Alpha-2A adrenergic receptor 3
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2B 3
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 3
33606526 10.1021/acs.jmedchem.0c02047 POU domain, class 2, transcription factor 1 3
37468498 10.1038/s41467-023-40064-9 Cannabinoid receptor 1 3
37468498 10.1038/s41467-023-40064-9 Nuclear receptor subfamily 1 group I member 2 3
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 1A 3
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2A 3
37468498 10.1038/s41467-023-40064-9 Androgen receptor 3
37468498 10.1038/s41467-023-40064-9 Progesterone receptor 3
20014752 10.1021/tx900326k Hepatotoxicity 3
37468498 10.1038/s41467-023-40064-9 Histamine H2 receptor 2

Data from ChEMBL 36 via Core Engine