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Compound Detail

CHEMBL1200561

DOXAZOSIN MESYLATE
💊 Approved Drug
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💊 Approved Drug
COc1cc2nc(N3CCN(C(=O)C4COc5ccccc5O4)CC3)nc(N)c2cc1OC.CS(=O)(=O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1200561
Name DOXAZOSIN MESYLATE
Phase Approved
Structure Type MOL
InChI Key VJECBOKJABCYMF-UHFFFAOYSA-N
Therapeutic ✓ Yes
Parent Compound CHEMBL707
Active Moiety CHEMBL707

Known Names

Alfadil Cardozin xl Cardura Cardura xl Cascor Colixil xl Doxadura Doxazosin (as mesilate) Doxazosin mesilate Doxazosin mesylate Doxazosin methanesulfonate Doxzogen xl +7 more
5
Targets
12
Activities
2
Assay Types
1
PK Parameters
19
Publications
19
Known Names
3
Indications
1
Mechanisms

Molecular Properties

451.5
MW (Da)
1.72
ALogP
9
HBA
1
HBD
112.3
PSA (Ų)
0.63
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1990
Availability Prescription
Chirality Racemic

Routes of Administration

Oral
USAN Stem -azosin
USAN Year 1981

Extended Properties

Molecular Formula C24H29N5O8S
MW 547.59
Aromatic Rings 3
Heavy Atoms 33
NP-Likeness -0.79

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Adrenergic receptor alpha-1 antagonist ANTAGONIST Adrenergic receptor alpha-1 ✓ ✓

Indications

Hypertension Myocardial Infarction Prostatic Hyperplasia

Activity Summary

IC50 11 meas. best 5.9
Kd 1 meas. best 4.8

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Plasmodium falciparum
CHEMBL364
 IC50 5.9 5.5429 1258.9 7
ATP-binding cassette sub-family C member 4
CHEMBL1743128
 IC50 5.1 5.1 8000.0 1
Unchecked
CHEMBL612545
 IC50 4.97 4.97 10654.7 1
HLA class I histocompatibility antigen, A alpha chain
CHEMBL2632
 Kd 4.8 4.8 15700.0 1
Bile salt export pump
CHEMBL6020
 IC50 4.35 4.35 45000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 740.88 ng.hr.mL-1 Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Plasmodium falciparum IC50 = 1258.93 nM 5.9 Antiplasmodial activity against Plasmodium falciparum W2 after 72 hrs by SYBR gr... 19734910
Plasmodium falciparum IC50 = 1995.26 nM 5.7 Antiplasmodial activity against Plasmodium falciparum 7G8 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 2511.89 nM 5.6 Antiplasmodial activity against Plasmodium falciparum D10 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 2511.89 nM 5.6 Antiplasmodial activity against Plasmodium falciparum HB3 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 3162.28 nM 5.5 Antiplasmodial activity against Plasmodium falciparum 3D7 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 3162.28 nM 5.5 Antiplasmodial activity against Plasmodium falciparum GB4 after 72 hrs by SYBR g... 19734910
ATP-binding cassette sub-family C member 4 IC50 = 8000.0 nM 5.1 Inhibition of human MRP4 overexpressed in Sf9 cell membrane vesicles assessed as... 23956101
Plasmodium falciparum IC50 = 10000.0 nM 5.0 Antiplasmodial activity against Plasmodium falciparum Dd2 after 72 hrs by SYBR g... 19734910
Unchecked IC50 = 10654.7 nM 4.97 PubChem BioAssay. GLP1 secretion from STC-1 cells-IC50. (Class of assay: confi... -
HLA class I histocompatibility antigen, A alpha chain Kd = 15700.0 nM 4.8 Binding affinity to human biotinylated HLA-A2 by surface plasmon resonance assay 30077568
Bile salt export pump IC50 = 45000.0 nM 4.35 Inhibition of human BSEP overexpressed in Sf9 cell membrane vesicles assessed as... 23956101

Literature References

PubMed DOI Target Context # Activities
19734910 10.1038/nchembio.215 Plasmodium falciparum 7
28364659 10.1016/j.ejmech.2017.03.063 Trypanosoma cruzi 4
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
23956101 10.1093/toxsci/kft176 Homo sapiens 2
23956101 10.1093/toxsci/kft176 Unchecked 2
23956101 10.1093/toxsci/kft176 ATP-binding cassette sub-family C member 4 1
- 10.6019/EOS300108 HepG2 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
- 10.1101/2020.04.03.023846 SARS-CoV-2 1
30077568 10.1016/j.bmcl.2018.07.036 HLA class I histocompatibility antigen, A alpha chain 1
23956101 10.1093/toxsci/kft176 ATP-binding cassette sub-family C member 3 1
23956101 10.1093/toxsci/kft176 ATP-binding cassette sub-family C member 2 1
23956101 10.1093/toxsci/kft176 Bile salt export pump 1
28364659 10.1016/j.ejmech.2017.03.063 No relevant target 1
28364659 10.1016/j.ejmech.2017.03.063 Trans-sialidase 1
26735908 10.1016/j.ejmech.2015.12.015 Molecular identity unknown 1
17417631 10.1038/nchembio873 Unchecked 1

Data from ChEMBL 36 via Core Engine