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Compound Detail

CHEMBL2103827

DROXIDOPA
💊 Approved Drug
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💊 Approved Drug
N[C@H](C(=O)O)[C@H](O)c1ccc(O)c(O)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2103827
Name DROXIDOPA
Phase Approved
Structure Type MOL
InChI Key QXWYKJLNLSIPIN-JGVFFNPUSA-N
Therapeutic ✓ Yes
Active Moiety CHEMBL1437

Known Names

DOPS Droxidopa L-DOPS L-threo-dops Northera
2
Targets
3
Activities
1
Assay Types
0
PK Parameters
20
Publications
5
Known Names
8
Indications
1
Mechanisms

Molecular Properties

213.2
MW (Da)
-0.46
ALogP
5
HBA
5
HBD
124.0
PSA (Ų)
0.43
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2014
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Oral

Flags

Black Box Warning Natural Product First in Class Prodrug
USAN Stem -dopa
USAN Year 2008

Extended Properties

Molecular Formula C9H11NO5
MW 213.19
Aromatic Rings 1
Heavy Atoms 15
NP-Likeness 1.15

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Adrenergic receptor agonist AGONIST Adrenergic receptor ✓ ✓

Indications

Cardiovascular Diseases Hypotension, Orthostatic Multiple System Atrophy Attention Deficit Disorder with Hyperactivity Fibromyalgia Hypotension Parkinson Disease Orthostatic Intolerance

ATC Classification

C01CA27
droxidopa
Level 1: CARDIOVASCULAR SYSTEM
Level 2: CARDIAC THERAPY

Drug Warnings

Black Box Warning
vascular toxicity
Country: United States

Activity Summary

EC50 3 meas. best 8.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Nuclear receptor subfamily 1 group I member 2
CHEMBL3401
 EC50 8.4 6.95 4.0 2
Nuclear receptor subfamily 1 group I member 2
CHEMBL2146315
 EC50 4.2 4.2 63100.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Nuclear receptor subfamily 1 group I member 2 EC50 = 4.0 nM 8.4 Activation of human PXR expressed in human HepG2 (DPX-2) cells assessed as induc... 20966043
Nuclear receptor subfamily 1 group I member 2 EC50 = 3200.0 nM 5.5 Competitive binding affinity to human PXR LBD (111 to 434) by TR-FRET assay 20966043
Nuclear receptor subfamily 1 group I member 2 EC50 = 63100.0 nM 4.2 Activation of rat PXR expressed in human HepG2 cells after 24 hrs by luciferase ... 20966043

Literature References

PubMed DOI Target Context # Activities
20966043 10.1124/dmd.110.035105 Nuclear receptor subfamily 1 group I member 2 7
37468498 10.1038/s41467-023-40064-9 Thromboxane A2 receptor 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/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1
37468498 10.1038/s41467-023-40064-9 D(1A) dopamine receptor 1
37468498 10.1038/s41467-023-40064-9 Voltage-gated inwardly rectifying potassium channel KCNH2 1
37468498 10.1038/s41467-023-40064-9 Sodium-dependent dopamine transporter 1
37468498 10.1038/s41467-023-40064-9 Estrogen receptor 1
37468498 10.1038/s41467-023-40064-9 Acetylcholinesterase 1
37468498 10.1038/s41467-023-40064-9 Sodium-dependent noradrenaline transporter 1
37468498 10.1038/s41467-023-40064-9 Sodium-dependent serotonin transporter 1
37468498 10.1038/s41467-023-40064-9 Alpha-2A adrenergic receptor 1
37468498 10.1038/s41467-023-40064-9 Mu-type opioid receptor 1
- 10.1101/2020.04.21.054387 SARS-CoV-2 1
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 1A 1
37468498 10.1038/s41467-023-40064-9 Vascular endothelial growth factor receptor 2 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1

Data from ChEMBL 36 via Core Engine