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Compound Detail

CHEMBL524

METHOXAMINE
💊 Approved Drug
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💊 Approved Drug
COc1ccc(OC)c(C(O)C(C)N)c1

Basic Information

ChEMBL ID CHEMBL524
Name METHOXAMINE
Phase Approved
Structure Type MOL
InChI Key WJAJPNHVVFWKKL-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Methoxamine Metoxamina NRL-001 Nrl001
3
Targets
4
Activities
2
Assay Types
0
PK Parameters
20
Publications
4
Known Names
3
Indications

Molecular Properties

211.3
MW (Da)
1.08
ALogP
4
HBA
2
HBD
64.7
PSA (Ų)
0.78
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1982
Availability Discontinued
Chirality Racemic

Routes of Administration

Parenteral

Flags

Natural Product

Extended Properties

Molecular Formula C11H17NO3
MW 211.26
Aromatic Rings 1
Heavy Atoms 15
NP-Likeness 0.24

Indications

Cardiovascular Diseases Fecal Incontinence Urinary Incontinence

ATC Classification

C01CA10
methoxamine
Level 1: CARDIOVASCULAR SYSTEM
Level 2: CARDIAC THERAPY

Activity Summary

EC50 2 meas. best 6.14
IC50 2 meas. best 5.44

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Alpha-1A adrenergic receptor
CHEMBL229
EC50 6.14 6.14 720.0 1
Unchecked
CHEMBL612545
EC50 6.14 6.14 720.0 1
Adrenergic receptor alpha-2
CHEMBL2093864
IC50 5.44 5.44 3600.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
37468498 10.1038/s41467-023-40064-9 Thromboxane A2 receptor 2
37468498 10.1038/s41467-023-40064-9 Prostaglandin G/H synthase 1 2
2884315 10.1021/jm00389a023 Adrenergic receptor alpha-2 2
6827543 10.1021/jm00356a026 Adrenergic receptor alpha-1 2
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M1 2
191614 10.1021/jm00214a028 Unchecked 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
22961681 10.1124/dmd.112.047068 Bile salt export pump 1
37468498 10.1038/s41467-023-40064-9 Sodium-dependent noradrenaline transporter 1
37468498 10.1038/s41467-023-40064-9 Acetylcholinesterase 1
37468498 10.1038/s41467-023-40064-9 Sodium-dependent dopamine transporter 1
37468498 10.1038/s41467-023-40064-9 Voltage-gated inwardly rectifying potassium channel KCNH2 1
37468498 10.1038/s41467-023-40064-9 D(1A) dopamine receptor 1
- 10.1101/2020.04.21.054387 SARS-CoV-2 1
6142954 10.1021/jm00370a011 Oryctolagus cuniculus 1
38318365 10.1016/j.isci.2024.108907 Deoxynucleoside triphosphate triphosphohydrolase SAMHD1 1
6120238 10.1021/jm00344a009 Unchecked 1
6118438 10.1021/jm00144a012 Oryctolagus cuniculus 1
6118438 10.1021/jm00144a012 Alpha-1A adrenergic receptor 1
6142954 10.1021/jm00370a011 Adrenergic receptor alpha-2 1

Data from ChEMBL 36 via Core Engine