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Compound Detail

CHEMBL709

ALFUZOSIN
💊 Approved Drug
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💊 Approved Drug
COc1cc2nc(N(C)CCCNC(=O)C3CCCO3)nc(N)c2cc1OC
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL709
Name ALFUZOSIN
Phase Approved
Structure Type MOL
InChI Key WNMJYKCGWZFFKR-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Alfuzosin Alfuzosina Alfuzosine NSC-760065
13
Targets
27
Activities
3
Assay Types
3
PK Parameters
20
Publications
4
Known Names
7
Indications

Molecular Properties

389.5
MW (Da)
1.35
ALogP
8
HBA
2
HBD
111.8
PSA (Ų)
0.65
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2003
Availability Prescription
Chirality Racemic

Routes of Administration

Oral

Flags

Natural Product
USAN Year 1984

Extended Properties

Molecular Formula C19H27N5O4
MW 389.46
Aromatic Rings 2
Heavy Atoms 28
NP-Likeness -0.80

Indications

Prostatic Hyperplasia Kidney Calculi Prostatitis Urinary Bladder, Neurogenic Urinary Retention Constipation Multiple Sclerosis

ATC Classification

G04CA01
alfuzosin
Level 1: GENITO URINARY SYSTEM AND SEX HORMONES
Level 2: UROLOGICALS

Activity Summary

IC50 11 meas. best 7.75
Ki 9 meas. best 8.55
Kd 7 meas. best 8.31

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Alpha-1B adrenergic receptor
CHEMBL232
 Ki 8.55 8.1567 2.8 3
Alpha-1D adrenergic receptor
CHEMBL223
 Ki 8.5 8.47 3.2 2
Alpha-1D adrenergic receptor
CHEMBL326
 Ki 8.46 8.46 3.5 1
Alpha-1B adrenergic receptor
CHEMBL315
 Kd 8.31 8.31 4.9 1
Rattus norvegicus
CHEMBL376
 Kd 8.31 7.96 4.9 2
Alpha-1A adrenergic receptor
CHEMBL229
 Ki 8.09 8.045 8.2 2
Acetylcholinesterase
CHEMBL220
 IC50 7.75 7.75 18.0 1
Adrenergic receptor alpha-1
CHEMBL2094251
 IC50 7.64 7.64 23.0 1
Alpha-1A adrenergic receptor
CHEMBL4892
 Ki 7.64 7.64 23.0 1
Alpha-1A adrenergic receptor
CHEMBL319
 Kd 7.61 7.61 24.6 1
Canis familiaris
CHEMBL373
 Kd 6.87 6.765 134.9 2
Alpha-1A adrenergic receptor
CHEMBL229
 Kd 6.66 6.66 218.8 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 4.9 4.8 12589.2 2
Solute carrier family 22 member 1
CHEMBL5685
 IC50 4.83 4.83 14870.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 5.9 mL.min-1.kg-1 Homo sapiens
MRT 4.2 hr Homo sapiens
T1/2 4.8 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Alpha-1B adrenergic receptor Ki = 2.8 nM 8.55 Binding affinity against Alpha-1B adrenergic receptor from human clone 7658428
Alpha-1D adrenergic receptor Ki = 3.162 nM 8.5 Binding affinity was tested on human Alpha-1D adrenergic receptor 9135028
Alpha-1D adrenergic receptor Ki = 3.5 nM 8.46 Binding affinity against Alpha-1D adrenergic receptor, from rat clones. 7658428
Alpha-1D adrenergic receptor Ki = 3.6 nM 8.44 Binding affinity against Alpha-1D adrenergic receptor, from human clones. 7658428
Rattus norvegicus Kd = 4.898 nM 8.31 Antagonist dissociation constant in rat spleen, number of determinations => 3. 10780916
Alpha-1B adrenergic receptor Kd = 4.898 nM 8.31 In vitro antagonistic activity against alpha-1B receptor in rat spleen. 11384242
Alpha-1A adrenergic receptor Ki = 8.2 nM 8.09 Binding affinity against Alpha-1A adrenergic receptor from human clone 7658428
Alpha-1B adrenergic receptor Ki = 10.0 nM 8.0 Binding affinity was tested on human Alpha-1B adrenergic receptor 9135028
Alpha-1A adrenergic receptor Ki = 10.0 nM 8.0 Binding affinity was tested on human Alpha-1A adrenergic receptor 9135028
Alpha-1B adrenergic receptor Ki = 12.0 nM 7.92 Binding affinity against Alpha-1B adrenergic receptor from hamster clones. 7658428
Acetylcholinesterase IC50 = 18.0 nM 7.75 Inhibition of AChE (unknown origin) 29429576
Adrenergic receptor alpha-1 IC50 = 23.0 nM 7.64 Antagonist activity at Adrenergic alpha-1 receptor (unknown origin) 33243532
Alpha-1A adrenergic receptor Ki = 23.0 nM 7.64 Binding affinity against Alpha-1A adrenergic receptor from bovine clone 7658428
Alpha-1A adrenergic receptor Kd = 24.55 nM 7.61 In vitro antagonistic activity towards alpha-1A adrenergic receptor in rat vas d... 11384242
Rattus norvegicus Kd = 24.55 nM 7.61 Antagonist dissociation constant in rat vas deferens, number of determinations =... 10780916
Canis familiaris Kd = 134.9 nM 6.87 In vivo antagonist dissociation constant in intaraurethral pressure model in dog... 11384242
Alpha-1A adrenergic receptor Kd = 218.78 nM 6.66 In vitro antagonistic activity against alpha-1A receptor in dog prostate. 11384242
Canis familiaris Kd = 218.78 nM 6.66 Antagonist dissociation constant in dog prostate, number of determinations => 3. 10780916
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 12589.25 nM 4.9 Inhibition of rapid delayed inward rectifying potassium current (IKr) in Chinese... 25087753
Solute carrier family 22 member 1 IC50 = 14870.0 nM 4.83 Inhibition of human OCT1 expressed in HEK293 cells assessed as decrease in uptak... 28230985

Literature References

PubMed DOI Target Context # Activities
- 10.5281/zenodo.13943903 ADMET 89
31158845 10.1038/s41586-019-1291-3 ADMET 59
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
18426954 10.1124/dmd.108.020479 ADMET 4
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 3
25087753 10.1016/j.vascn.2014.07.002 Voltage-gated inwardly rectifying potassium channel KCNH2 3
20014752 10.1021/tx900326k Hepatotoxicity 3
16033273 10.1021/jm0408969 Unchecked 3
10780916 10.1021/jm990567u Rattus norvegicus 3
28230985 10.1021/acs.jmedchem.6b01317 Solute carrier family 22 member 1 2
26948801 10.1016/j.drudis.2016.02.015 Homo sapiens 2
11384242 10.1021/jm000541z Unchecked 2
25087753 10.1016/j.vascn.2014.07.002 Sodium channel protein type 5 subunit alpha 2
25087753 10.1016/j.vascn.2014.07.002 Voltage-dependent L-type calcium channel subunit alpha-1C 2
11384242 10.1021/jm000541z Alpha-1A adrenergic receptor 2
10780916 10.1021/jm990567u Canis familiaris 2
7658428 10.1021/jm00018a001 Alpha-1A adrenergic receptor 2
7658428 10.1021/jm00018a001 Alpha-1B adrenergic receptor 2

Data from ChEMBL 36 via Core Engine