Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL588

FENOLDOPAM
💊 Approved Drug
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
💊 Approved Drug
Oc1ccc(C2CNCCc3c2cc(O)c(O)c3Cl)cc1

Basic Information

ChEMBL ID CHEMBL588
Name FENOLDOPAM
Phase Approved
Structure Type MOL
InChI Key TVURRHSHRRELCG-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Carlacor Fenoldopam SK&F-82526 SK-82526
11
Targets
23
Activities
4
Assay Types
0
PK Parameters
20
Publications
4
Known Names
5
Indications

Molecular Properties

305.8
MW (Da)
2.73
ALogP
4
HBA
4
HBD
72.7
PSA (Ų)
0.61
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1997
Availability Discontinued
Chirality Racemic

Routes of Administration

Parenteral

Flags

Natural Product
USAN Year 1984

Extended Properties

Molecular Formula C16H16ClNO3
MW 305.76
Aromatic Rings 2
Heavy Atoms 21
NP-Likeness 0.95

Indications

Cardiovascular Diseases Acute Kidney Injury Renal Insufficiency Kidney Failure, Chronic Hypertension

ATC Classification

C01CA19
fenoldopam
Level 1: CARDIOVASCULAR SYSTEM
Level 2: CARDIAC THERAPY

Activity Summary

Ki 9 meas. best 8.91
Kd 6 meas. best 7.55
EC50 5 meas. best 8.55
IC50 3 meas. best 6.05

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
D(1A) dopamine receptor
CHEMBL265
Ki 8.91 8.715 1.2 2
D(1A) dopamine receptor
CHEMBL2056
EC50 8.55 8.025 2.8 2
D(2) dopamine receptor
CHEMBL339
Ki 7.88 7.88 13.2 1
Rattus norvegicus
CHEMBL376
EC50 7.75 7.75 18.0 1
D(1A) dopamine receptor
CHEMBL2056
Kd 7.55 7.55 28.0 1
Adenosine receptor A2b
CHEMBL2592
Ki 7.45 7.45 35.5 1
D(1A) dopamine receptor
CHEMBL2056
Ki 7.4 7.4 40.0 1
D(1A) dopamine receptor
CHEMBL265
EC50 7.24 7.24 57.0 1
Adrenergic receptor alpha-1
CHEMBL2094251
Ki 6.82 6.82 151.4 1
D(2) dopamine receptor
CHEMBL3998
Ki 6.1 6.1 790.0 1
D(2) dopamine receptor
CHEMBL217
Ki 6.09 6.09 810.0 1
Lysine-specific histone demethylase 1A
CHEMBL6136
IC50 6.05 6.05 890.0 1
Oryctolagus cuniculus
CHEMBL374
EC50 5.92 5.92 1200.0 1
D(2) dopamine receptor
CHEMBL339
Kd 5.89 5.5175 1300.0 4
D(2) dopamine receptor
CHEMBL3998
IC50 5.8 5.8 1580.0 1
Lysine-specific demethylase 4E
CHEMBL1293226
Ki 5.72 5.72 1920.0 1
Lysine-specific demethylase 4E
CHEMBL1293226
IC50 5.52 5.52 3000.0 1
Adrenergic receptor alpha-1
CHEMBL2094251
Kd 5.3 5.3 5011.9 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
D(1A) dopamine receptor Ki = 1.23 nM 8.91 Binding affinity against Dopamine receptor D1 in rat striatal membranes using [3... -
D(1A) dopamine receptor EC50 = 2.8 nM 8.55 Agonist activity at human dopamine D1 receptor expressed in CHOK1 cells assessed... 29939744
D(1A) dopamine receptor Ki = 3.0 nM 8.52 Displacement of [3H]fenoldopam from Dopamine receptor D1 of rat striatum membran... 3761310
D(2) dopamine receptor Ki = 13.18 nM 7.88 Binding affinity against Dopamine receptor D2 in rat striatal membranes using [3... -
Rattus norvegicus EC50 = 18.0 nM 7.75 Central dopaminergic activity was determined by testing compound for dopamine ag... 7411552
D(1A) dopamine receptor Kd = 28.0 nM 7.55 Equilibrium dissociation constant against recombinant Dopamine receptor D1A expr... 8632409
D(1A) dopamine receptor EC50 = 31.7 nM 7.5 Agonist activity at human dopamine D1 receptor expressed in CHOK1 cells assessed... 29939744
Adenosine receptor A2b Ki = 35.48 nM 7.45 Compound was tested for its binding affinity against Alpha-2 adrenergic receptor -
D(1A) dopamine receptor Ki = 40.0 nM 7.4 Affinity towards Dopamine receptor D1 9784114
D(1A) dopamine receptor EC50 = 57.0 nM 7.24 Dopamine receptor D1 agonist efficacy was measured with stimulation of dopamine-... 2955118
Adrenergic receptor alpha-1 Ki = 151.36 nM 6.82 Compound was tested for its binding affinity against Alpha-1 adrenergic receptor -
D(2) dopamine receptor Ki = 790.0 nM 6.1 Compound was tested for inhibition of [3H]spiroperidol binding against Dopamine ... 3761310
D(2) dopamine receptor Ki = 810.0 nM 6.09 Affinity towards Dopamine receptor D2 9784114
Lysine-specific histone demethylase 1A IC50 = 890.0 nM 6.05 Inhibition of LSD1 (unknown origin) 34915312
Oryctolagus cuniculus EC50 = 1200.0 nM 5.92 Ability to relax the electrically stimulated rabbit ear artery was determined 2955118
D(2) dopamine receptor Kd = 1300.0 nM 5.89 In vitro affinity at wild type Dopamine receptor D2 on C6 (glioma) cell membrane... 10956209
D(2) dopamine receptor IC50 = 1580.0 nM 5.8 Displacement of [3H]spiroperidol from homogenized bovine pituitary Dopamine rece... 2955118
Lysine-specific demethylase 4E Ki = 1920.0 nM 5.72 Non-competitive inhibition of JMJD2E relative to alpha-ketoglutarate 21596573
D(2) dopamine receptor Kd = 1900.0 nM 5.72 In vitro affinity at mutant D2 receptor (S197A) in C6 (glioma) cell membranes. 10956209
D(2) dopamine receptor Kd = 2700.0 nM 5.57 In vitro affinity at mutant D2 receptor (S194A) in C6 (glioma) cell membranes. 10956209

Literature References

PubMed DOI Target Context # Activities
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
10956209 10.1021/jm990526y D(2) dopamine receptor 4
29939744 10.1021/acs.jmedchem.8b00435 D(1A) dopamine receptor 4
- 10.1016/0960-894X(95)00413-N Canis familiaris 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
37468498 10.1038/s41467-023-40064-9 D(1A) dopamine receptor 4
2956423 10.1021/jm00391a029 Rattus norvegicus 4
8632409 10.1021/jm950447w D(1A) dopamine receptor 3
7411552 10.1021/jm00183a001 Unchecked 3
7411552 10.1021/jm00183a001 Rattus norvegicus 3
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
37468498 10.1038/s41467-023-40064-9 Prostaglandin G/H synthase 1 2
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M1 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 2
37468498 10.1038/s41467-023-40064-9 Thromboxane A2 receptor 2
37468498 10.1038/s41467-023-40064-9 D(3) dopamine receptor 2
2955118 10.1021/jm00390a009 D(1A) dopamine receptor 2
26948801 10.1016/j.drudis.2016.02.015 Homo sapiens 2
7411552 10.1021/jm00183a001 Canis familiaris 2

Data from ChEMBL 36 via Core Engine