Compound Detail

CHEMBL59

DOPAMINE

💊 Approved Drug

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💊 Approved Drug

NCCc1ccc(O)c(O)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL59
Name	DOPAMINE
Phase	Approved
Structure Type	MOL
InChI Key	VYFYYTLLBUKUHU-UHFFFAOYSA-N
Therapeutic	✓ Yes

Known Names

A-dopamine Dobutamine a Dopamina Dopamine Medopa NSC-173182 Oxytyramine

Targets

327

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Molecular Properties

153.2

MW (Da)

0.60

ALogP

HBA

HBD

66.5

PSA (Å²)

0.54

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
First Approval	1974
Availability	Prescription
Chirality	Achiral

Routes of Administration

Parenteral

Flags

Natural Product

USAN Stem	-pamine
USAN Year	1969

Extended Properties

Molecular Formula	C8H11NO2
MW	153.18
Aromatic Rings	1
Heavy Atoms	11
NP-Likeness	1.15

Indications

Cardiovascular Diseases Hernias, Diaphragmatic, Congenital Parkinson Disease Shock Shock, Septic Cognitive Dysfunction Heart Failure Premature Birth Depressive Disorder Diabetes Mellitus

ATC Classification

C01CA04

dopamine

Level 1: CARDIOVASCULAR SYSTEM

Level 2: CARDIAC THERAPY

Activity Summary

Ki 139 meas. best 8.92

EC50 129 meas. best 9.96

IC50 51 meas. best 8.7

Kd 8 meas. best 8.88

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
D(3) dopamine receptor CHEMBL234	EC50	9.96	8.328	0.1	35
D(2) dopamine receptor CHEMBL217	EC50	9.17	7.3394	0.7	48
D(2) dopamine receptor CHEMBL339	EC50	8.96	8.034	1.1	5
D(4) dopamine receptor CHEMBL219	Ki	8.92	7.6767	1.2	9
Unchecked CHEMBL612545	Kd	8.88	8.88	1.3	1
D(4) dopamine receptor CHEMBL219	EC50	8.74	7.951	1.8	10
D(2) dopamine receptor CHEMBL3998	Ki	8.74	6.822	1.8	10
D(2) dopamine receptor CHEMBL217	Ki	8.72	6.7016	1.9	31
D(1B) dopamine receptor CHEMBL1850	EC50	8.7	8.7	2.0	1
Dopamine receptor CHEMBL2093868	IC50	8.7	7.55	2.0	3
D(4) dopamine receptor CHEMBL3361	EC50	8.62	8.6033	2.4	3
D(1A) dopamine receptor CHEMBL2056	EC50	8.59	7.2133	2.6	9
Unchecked CHEMBL612545	EC50	8.57	6.7275	2.7	4
D(3) dopamine receptor CHEMBL234	Ki	8.53	7.3275	3.0	16
Dopamine receptor CHEMBL2096970	IC50	8.43	7.206	3.7	5
Sodium-dependent noradrenaline transporter CHEMBL222	IC50	8.18	8.18	6.6	1
D(1A) dopamine receptor CHEMBL2967	Ki	8.15	6.3829	7.0	7
D(3) dopamine receptor CHEMBL3138	Ki	7.96	7.3175	11.0	4
Dopamine receptor CHEMBL2096905	IC50	7.82	7.82	15.0	1
D(2) dopamine receptor CHEMBL339	Ki	7.82	6.5313	15.0	8
Unchecked CHEMBL612545	Ki	7.82	6.3662	15.0	21
Rattus norvegicus CHEMBL376	IC50	7.54	7.54	29.0	1
Oryctolagus cuniculus CHEMBL374	EC50	7.42	7.2267	38.0	3
Adrenergic receptor alpha-2 CHEMBL2093864	Ki	7.24	7.24	58.0	1
Unchecked CHEMBL612545	IC50	7.21	5.1275	61.0	4
D(3) dopamine receptor CHEMBL3138	IC50	6.96	6.935	111.0	2
D(4) dopamine receptor CHEMBL219	IC50	6.94	6.94	114.0	1
D(1A) dopamine receptor CHEMBL2056	Ki	6.91	5.8544	124.0	9
D(1A) dopamine receptor CHEMBL265	Ki	6.82	6.2675	150.0	4
Sodium-dependent dopamine transporter CHEMBL338	IC50	6.7	6.7	200.0	1
D(1A) dopamine receptor CHEMBL2967	IC50	6.7	6.7	200.0	1
D(1B) dopamine receptor CHEMBL1850	Ki	6.64	6.125	228.0	2
Sodium-dependent dopamine transporter CHEMBL238	IC50	6.34	6.34	460.0	1
Dopamine receptor D2 and D3 CHEMBL2111342	IC50	6.32	6.28	483.0	2
Alpha-synuclein CHEMBL6152	IC50	6.28	5.715	530.0	2
D(1A) dopamine receptor CHEMBL265	IC50	6.1	5.6833	800.0	3
Adenosine receptor A2b CHEMBL2592	Ki	6.01	6.01	977.2	1
D(2) dopamine receptor CHEMBL339	IC50	5.92	5.614	1200.0	10
Rattus norvegicus CHEMBL376	Ki	5.84	5.56	1437.0	2
Cavia porcellus CHEMBL369	EC50	5.82	5.795	1500.0	2
Trace amine-associated receptor 1 CHEMBL5857	EC50	5.77	5.77	1710.0	1
Sodium-dependent dopamine transporter CHEMBL238	Ki	5.72	5.455	1920.0	2
D(1A) dopamine receptor CHEMBL2056	Kd	5.6	5.6	2500.0	1
Adrenergic receptor alpha-1 CHEMBL2094251	Ki	5.6	5.6	2511.9	1
Lysine-specific demethylase 4E CHEMBL1293226	IC50	5.52	5.52	3000.0	1
Opioid receptor CHEMBL2094129	IC50	5.52	5.52	3045.0	1
D(1A) dopamine receptor CHEMBL265	EC50	5.46	5.38	3500.0	2
Adenylate cyclase CHEMBL2095179	EC50	5.46	5.46	3500.0	1
Rattus norvegicus CHEMBL376	EC50	5.46	5.46	3500.0	3
cyclic AMP phosphoprotein CHEMBL2170	EC50	5.46	5.46	3500.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
F	20.0	%	Homo sapiens
KA	27.0	uM	Mus musculus
KA	9.2	uM	Homo sapiens
KA	13.5	uM	Homo sapiens
KA	13.5	uM	Homo sapiens
KA	9.2	uM	Homo sapiens
KA	0.89	uM	Homo sapiens
KA	14.6	uM	Homo sapiens
KA	0.13	uM	Homo sapiens
KA	7.85	uM	Homo sapiens
Ka	13.5	uM	Homo sapiens
Ka	9.2	uM	Homo sapiens
Ka	21.0	uM	Homo sapiens
KA	13.5	uM	Homo sapiens
KA	9.2	uM	Homo sapiens
KA	0.92	uM	Homo sapiens
KA	0.67	uM	Homo sapiens
Ka	9.2	uM	Homo sapiens
Ka	51.0	uM	Methanothermobacter thermautotrophicus
Ka	13.1	uM	Saccharomyces cerevisiae
Ka	13.5	uM	Homo sapiens
Ka	9.2	uM	Homo sapiens
Ka	33.2	uM	Homo sapiens
Ka	30.9	uM	Homo sapiens
KA	33.2	uM	Homo sapiens
KA	13.5	uM	Homo sapiens
KA	9.2	uM	Homo sapiens
KA	51.0	uM	Methanothermobacter thermautotrophicus
KA	54.0	uM	Methanosarcina thermophila
KA	18.4	uM	Methanosarcina thermophila

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
D(3) dopamine receptor	EC50	=	0.11	nM	9.96	Agonist activity at human Gi/o-coupled D3 receptor expressed in HEK293T cells as...	32282200
D(2) dopamine receptor	EC50	=	0.67	nM	9.17	Agonist activity at N-terminal flag-tagged D2S receptor (unknown origin) express...	28248104
D(3) dopamine receptor	EC50	=	0.6761	nM	9.17	Agonist activity at SNAP-tagged human D3R receptor transfected in HEK293T cells ...	37467430
D(3) dopamine receptor	EC50	=	0.68	nM	9.17	Agonist activity at SNAP-tagged human D3R receptor transfected in HEK293T cells ...	37467430
D(2) dopamine receptor	EC50	=	0.69	nM	9.16	Agonist activity at D2 receptor (unknown origin) expressed in CHOK1 cells co-exp...	27487565
D(2) dopamine receptor	EC50	=	0.78	nM	9.11	Agonist activity at N-terminal flag-tagged D2S receptor (unknown origin) express...	28248104
D(2) dopamine receptor	EC50	=	0.8	nM	9.1	Agonist activity at D2R (unknown origin) expressed in HEK293 cells assessed as e...	31098001
D(3) dopamine receptor	EC50	=	0.8913	nM	9.05	Agonist activity at human dopamine D3 receptor expressed in HEK293T cells assess...	34011153
D(2) dopamine receptor	EC50	=	0.99	nM	9.0	Agonist activity at D2 receptor (unknown origin) expressed in CHOK1 cells assess...	30981605
D(2) dopamine receptor	EC50	=	1.1	nM	8.96	In vitro effective concentration tested on HEK293 cells co-transfected with rat ...	15239663
D(2) dopamine receptor	EC50	=	1.1	nM	8.96	Agonist activity at rat D2 receptor in HEK293 cells coexpressing G-alpha-qo5 by ...	17149874
D(3) dopamine receptor	EC50	=	1.1	nM	8.96	Agonist activity at RLuc8-fused Go-coupled human D3R expressed in HEK293 cells u...	32342685
D(4) dopamine receptor	Ki	=	1.2	nM	8.92	Binding Affinity was tested on the high affinity site of Dopamine receptor D4.4	10691700
Unchecked	Kd	=	1.33	nM	8.88	Displacement of [3H]SCH23390 from dopamine D1-like receptor pig striatal membran...	20801048
D(3) dopamine receptor	EC50	=	1.6	nM	8.8	Agonist activity at human dopamine D3 receptor expressed in HEK-T cells assessed...	37421373
D(4) dopamine receptor	EC50	=	1.8	nM	8.74	Agonist activity at D4R (unknown origin) expressed in HEK293 cells assessed as e...	31098001
D(3) dopamine receptor	EC50	=	1.8	nM	8.74	Agonist activity at dopamine D3 receptor (unknown origin) expressed in CHOK1 cel...	23675993
D(3) dopamine receptor	EC50	=	1.8	nM	8.74	Agonist activity at human D3 receptor transfected in HEK293T cells by BRET based...	27035329
D(2) dopamine receptor	Ki	=	1.8	nM	8.74	Binding Affinity on high Affinity Site of Bovine dopamine receptor D2. Tested fo...	10691700
D(2) dopamine receptor	Ki	=	1.89	nM	8.72	Displacement of [3H]quinpirole from human dopamine D2A receptors expressed in Lt...	10465538

Literature References

PubMed	DOI	Target Context	# Activities
28248104	10.1021/acs.jmedchem.6b01857	D(2) dopamine receptor	20
22194678	10.1371/journal.pcbi.1002310	Hepatotoxicity	14
10691700	10.1021/jm991098z	D(2) dopamine receptor	13
29051383	10.1126/science.aan5468	Unchecked	12
571020	10.1021/jm00190a002	Rattus norvegicus	8
32342685	10.1021/acs.jmedchem.0c00424	D(3) dopamine receptor	8
28489379	10.1021/acs.jmedchem.7b00363	D(2) dopamine receptor	7
3528490	10.1021/jm00159a005	Canis familiaris	7
556776	10.1021/jm00212a002	Rattus norvegicus	7
27035329	10.1021/acs.jmedchem.5b01612	D(2) dopamine receptor	6
27035329	10.1021/acs.jmedchem.5b01612	D(3) dopamine receptor	6
1360027	10.1021/jm00101a018	D(1A) dopamine receptor	6
29051383	10.1126/science.aan5468	D(4) dopamine receptor	6
15801855	10.1021/jm040889k	Rattus norvegicus	6
36098685	10.1021/acs.jmedchem.2c00840	D(4) dopamine receptor	6
15239663	10.1021/jm030505a	D(2) dopamine receptor	6
3806598	10.1021/jm00384a038	Rattus norvegicus	6
15239663	10.1021/jm030505a	D(4) dopamine receptor	6
7252978	10.1021/jm00138a008	Rattus norvegicus	6
7277389	10.1021/jm00139a013	Canis familiaris	6

Data from ChEMBL 36 via Core Engine