Compound Detail

CHEMBL836

TAMSULOSIN

💊 Approved Drug

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💊 Approved Drug

CCOc1ccccc1OCCN[C@H](C)Cc1ccc(OC)c(S(N)(=O)=O)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL836
Name	TAMSULOSIN
Phase	Approved
Structure Type	MOL
InChI Key	DRHKJLXJIQTDTD-OAHLLOKOSA-N
Therapeutic	✓ Yes

Known Names

HGP-0412 HIP-1402 HIP1402 Tamsulon Tamsulosin Tamsulosina Tamsulosine

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Molecular Properties

408.5

MW (Da)

2.34

ALogP

HBA

HBD

99.9

PSA (Å²)

0.55

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
First Approval	1997
Availability	Prescription
Chirality	Single Enantiomer

Routes of Administration

Oral

Flags

Natural Product

USAN Year

1993

Extended Properties

Molecular Formula	C20H28N2O5S
MW	408.52
Aromatic Rings	2
Heavy Atoms	28
NP-Likeness	-1.02

Indications

Prostatic Hyperplasia Hyperplasia Kidney Calculi Postoperative Complications Premature Ejaculation Prostatic Neoplasms, Castration-Resistant Ureterolithiasis Urinary Retention Urinary Tract Infections Urolithiasis Erectile Dysfunction

ATC Classification

G04CA02

tamsulosin

Level 1: GENITO URINARY SYSTEM AND SEX HORMONES

Level 2: UROLOGICALS

Activity Summary

Ki 49 meas. best 10.54

Kd 17 meas. best 10.6

IC50 7 meas. best 9.82

EC50 2 meas. best 10.15

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Alpha-1D adrenergic receptor CHEMBL326	Kd	10.6	10.6	0.0	1
Alpha-1A adrenergic receptor CHEMBL229	Ki	10.54	9.7527	0.0	11
Alpha-1A adrenergic receptor CHEMBL319	Ki	10.52	10.205	0.0	2
Adrenergic receptor alpha-1 CHEMBL2094251	Kd	10.4	9.55	0.0	4
Alpha-1D adrenergic receptor CHEMBL223	Ki	10.24	9.652	0.1	10
Alpha-1D adrenergic receptor CHEMBL326	Ki	10.15	10.15	0.1	1
Alpha-1A adrenergic receptor CHEMBL229	EC50	10.15	10.15	0.1	1
Alpha-1A adrenergic receptor CHEMBL4892	Ki	9.9	9.9	0.1	1
Alpha-1B adrenergic receptor CHEMBL232	EC50	9.89	9.89	0.1	1
Alpha-1D adrenergic receptor CHEMBL223	IC50	9.82	9.335	0.1	2
Alpha-1A adrenergic receptor CHEMBL3637	Kd	9.8	9.8	0.2	1
Alpha-1B adrenergic receptor CHEMBL3122	Ki	9.7	9.7	0.2	1
Rattus norvegicus CHEMBL376	Kd	9.69	9.58	0.2	2
Alpha-1B adrenergic receptor CHEMBL315	Kd	9.69	9.69	0.2	2
D(3) dopamine receptor CHEMBL234	Ki	9.55	9.55	0.3	1
Canis familiaris CHEMBL373	Kd	9.54	9.0933	0.3	3
Alpha-1A adrenergic receptor CHEMBL229	Kd	9.54	9.54	0.3	2
Alpha-1A adrenergic receptor CHEMBL229	IC50	9.49	9.075	0.3	2
Alpha-1A adrenergic receptor CHEMBL319	Kd	9.47	9.47	0.3	2
Alpha-1B adrenergic receptor CHEMBL232	Ki	9.21	8.67	0.6	9
5-hydroxytryptamine receptor 1A CHEMBL214	Ki	9.1	9.1	0.8	1
Alpha-1 adrenergic receptor CHEMBL2111452	IC50	8.74	8.74	1.8	1
Alpha-1B adrenergic receptor CHEMBL232	IC50	8.38	8.35	4.2	2
Alpha-2B adrenergic receptor CHEMBL266	Ki	8.17	7.635	6.8	2
Alpha-2C adrenergic receptor CHEMBL1916	Ki	8.1	8.1	7.9	1
D(2) dopamine receptor CHEMBL217	Ki	7.89	7.5	13.0	2
Alpha-2A adrenergic receptor CHEMBL1867	Ki	7.87	7.535	13.4	2
5-hydroxytryptamine receptor 7 CHEMBL3155	Ki	7.08	7.08	84.0	1
Serotonin 1 (5-HT1) receptor CHEMBL2095159	Ki	6.03	6.03	944.0	1
Unchecked CHEMBL612545	Ki	6.0	6.0	1000.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	0.62	mL.min-1.kg-1	Homo sapiens
CL	0.5	mL.min-1.kg-1	Homo sapiens
CL	0.62	mL.min-1.kg-1	Homo sapiens
CL	0.62	mL.min-1.kg-1	Homo sapiens
Fu	0.01	-	Homo sapiens
Fu	0.01	-	Homo sapiens
Fu	0.2	-	Rattus norvegicus
Fu	0.01	-	Homo sapiens
Fu	0.2	-	Rattus norvegicus
MRT	5.6	hr	Homo sapiens
T1/2	6.8	hr	Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Alpha-1D adrenergic receptor	Kd	=	0.02512	nM	10.6	In vitro antagonism against Alpha-1D adrenergic receptor using phenylephrine (PE...	9379432
Alpha-1A adrenergic receptor	Ki	=	0.029	nM	10.54	Binding affinity against human adrenergic receptor subtype Alpha-1A adrenergic r...	9379432
Alpha-1A adrenergic receptor	Ki	=	0.03	nM	10.52	In vitro binding affinity using [3H]prazosin as radioligand against adrenoceptor...	10780916
Adrenergic receptor alpha-1	Kd	=	0.03981	nM	10.4	Activity against Alpha-1 adrenergic receptor subtypes of human prostate tissue	9276013
Alpha-1A adrenergic receptor	Ki	=	0.05012	nM	10.3	Displacement of [3H]prazosin from human alpha1A adrenoceptor expressed in CHO ce...	20934789
Alpha-1D adrenergic receptor	Ki	=	0.058	nM	10.24	Binding affinity against human adrenergic receptor subtype Alpha-1D adrenergic r...	9379432
Alpha-1A adrenergic receptor	EC50	=	0.07	nM	10.15	Intrinsic activity at alpha1A adrenergic receptor (unknown origin) assessed as i...	27658792
Alpha-1D adrenergic receptor	Ki	=	0.07	nM	10.15	In vitro binding affinity using [3H]prazosin as radioligand against adrenoceptor...	10780916
Alpha-1D adrenergic receptor	Ki	=	0.1	nM	10.0	Displacement of [3H]prazosin from human Alpha-1D adrenoceptor expressed in CHO c...	20934789
Alpha-1A adrenergic receptor	Ki	=	0.1259	nM	9.9	In vitro for the displacement of [3H]prazosin binding to bovine Alpha-1A adrener...	9276013
Alpha-1B adrenergic receptor	EC50	=	0.13	nM	9.89	Intrinsic activity at human alpha1B adrenergic receptor expressed in CHOK1 cells...	27658792
Alpha-1A adrenergic receptor	Ki	=	0.13	nM	9.89	Binding affinity towards cloned human alpha-1A adrenergic receptor was determine...	10841797
Alpha-1A adrenergic receptor	Ki	=	0.13	nM	9.89	Binding affinity towards cloned human alpha-1A adrenergic receptor was determine...	10841797
Alpha-1A adrenergic receptor	Ki	=	0.13	nM	9.89	Displacement of [3H]prazosin from rat salivary gland adrenergic alpha 1A recepto...	21549456
Alpha-1D adrenergic receptor	IC50	=	0.15	nM	9.82	Antagonist activity at human alpha1D receptor transfected in HEK293 cells co-tra...	32949920
Alpha-1D adrenergic receptor	Ki	=	0.1585	nM	9.8	Binding affinity was tested on human Alpha-1D adrenergic receptor	9135028
Alpha-1D adrenergic receptor	Ki	=	0.1585	nM	9.8	Binding affinity was tested on human Alpha-1D adrenergic receptor	9135028
Adrenergic receptor alpha-1	Kd	=	0.1585	nM	9.8	pA2 for Alpha-1 adrenergic receptor from human prostate.	9135028
Adrenergic receptor alpha-1	Kd	=	0.1585	nM	9.8	pA2 for Alpha-1 adrenergic receptor from human prostate.	9135028
Alpha-1A adrenergic receptor	Kd	=	0.1585	nM	9.8	Antagonistic activity against alpha 1A/1L receptor was assessed in a rabbit blad...	9276013

Literature References

PubMed	DOI	Target Context	# Activities
-	10.5281/zenodo.13943903	ADMET	89
22194678	10.1371/journal.pcbi.1002310	Hepatotoxicity	14
20934789	10.1016/j.ejmech.2010.09.042	Unchecked	12
20070106	10.1021/jm901371v	Homo sapiens	8
10841797	10.1021/jm9905918	D(2) dopamine receptor	6
10841797	10.1021/jm9905918	Unchecked	5
18426954	10.1124/dmd.108.020479	ADMET	4
27658792	10.1016/j.bmc.2016.09.017	Rattus norvegicus	4
10841797	10.1021/jm9905918	Histamine H1 receptor	4
9135028	10.1021/jm960697s	Alpha-1D adrenergic receptor	3
10841797	10.1021/jm9905918	D(3) dopamine receptor	3
10841797	10.1021/jm9905918	Alpha-2B adrenergic receptor	3
10841797	10.1021/jm9905918	Alpha-2A adrenergic receptor	3
10841797	10.1021/jm9905918	5-hydroxytryptamine receptor 1A	3
10841797	10.1021/jm9905918	Alpha-1A adrenergic receptor	3
9135028	10.1021/jm960697s	Adrenergic receptor alpha-1	3
9379432	10.1021/jm970364a	Alpha-1A adrenergic receptor	3
9135028	10.1021/jm960697s	Alpha-1B adrenergic receptor	3
9135028	10.1021/jm960697s	Alpha-1A adrenergic receptor	3
10780916	10.1021/jm990567u	Rattus norvegicus	3

Data from ChEMBL 36 via Core Engine