Compound Detail

CHEMBL945

AMILORIDE

💊 Approved Drug

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💊 Approved Drug

N=C(N)NC(=O)c1nc(Cl)c(N)nc1N

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL945
Name	AMILORIDE
Phase	Approved
Structure Type	MOL
InChI Key	XSDQTOBWRPYKKA-UHFFFAOYSA-N
Therapeutic	✓ Yes

Known Names

Amiclaran Amilorida Amiloride Hydro-ride

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Molecular Properties

229.6

MW (Da)

-1.08

ALogP

HBA

HBD

156.8

PSA (Å²)

0.30

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
First Approval	1981
Availability	Prescription
Chirality	Achiral

Routes of Administration

Oral

Flags

Black Box Warning Natural Product

USAN Stem	-loride
USAN Year	1967

Extended Properties

Molecular Formula	C6H8ClN7O
MW	229.63
Aromatic Rings	1
Heavy Atoms	15
NP-Likeness	-0.47

Indications

Cardiovascular Diseases Hypertension Coronary Disease Demyelinating Diseases Hyperparathyroidism, Primary Migraine with Aura Multiple Sclerosis, Chronic Progressive Optic Neuritis Cystic Fibrosis Attention Deficit Disorder with Hyperactivity

ATC Classification

C03DB01

amiloride

Level 1: CARDIOVASCULAR SYSTEM

Level 2: DIURETICS

Activity Summary

IC50 35 meas. best 6.66

Ki 18 meas. best 6.0

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Unchecked CHEMBL612545	IC50	6.66	5.6822	220.0	9
Amiloride-sensitive sodium channel subunit alpha CHEMBL1791	IC50	6.11	6.11	776.0	1
Sodium/hydrogen exchanger 1 CHEMBL2577	IC50	6.0	5.84	1000.0	2
Sodium/hydrogen exchanger 1 CHEMBL2577	Ki	6.0	6.0	1000.0	2
Sodium/hydrogen exchanger 2 CHEMBL3770	Ki	6.0	6.0	1000.0	2
Sodium/hydrogen exchanger 2 CHEMBL3770	IC50	6.0	6.0	1000.0	1
Urokinase-type plasminogen activator CHEMBL1075311	Ki	5.64	5.64	2313.0	1
Urokinase-type plasminogen activator CHEMBL1075311	IC50	5.64	5.64	2300.0	1
Urokinase-type plasminogen activator CHEMBL3286	IC50	5.62	5.296	2400.0	5
Urokinase-type plasminogen activator CHEMBL3286	Ki	5.61	5.3825	2433.0	4
Adenosine receptor A2a CHEMBL251	Ki	5.48	5.1133	3280.0	3
Amine oxidase [flavin-containing] A CHEMBL1951	IC50	5.41	5.41	3909.0	1
Acid-sensing ion channel 3 CHEMBL5368	IC50	5.36	5.36	4400.0	1
Solute carrier family 22 member 2 CHEMBL1770032	Ki	5.33	5.33	4700.0	1
Alpha-ketoglutarate-dependent dioxygenase FTO CHEMBL2331065	IC50	5.32	5.32	4740.0	1
Unchecked CHEMBL612545	Ki	5.23	5.23	5900.0	1
Solute carrier family 22 member 1 CHEMBL2073670	Ki	5.16	5.16	6900.0	1
Amine oxidase [copper-containing] 3 CHEMBL4592	Ki	5.0	5.0	10000.0	1
Sodium/hydrogen exchanger 5 CHEMBL3058	Ki	4.68	4.68	21000.0	2
Sodium/hydrogen exchanger 5 CHEMBL3058	IC50	4.68	4.49	21000.0	2
Acid-sensing ion channel 1 CHEMBL3562170	IC50	4.52	4.52	30200.0	1
Solute carrier family 22 member 1 CHEMBL5685	IC50	4.24	4.24	57000.0	1
Sodium/hydrogen exchanger 1 CHEMBL2781	IC50	4.22	4.2	60000.0	2
Sodium/hydrogen exchanger CHEMBL5418	IC50	4.01	4.01	98000.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	849.63	ng.hr.mL-1	Mus musculus
AUC	1125.19	ng.hr.mL-1	Rattus norvegicus
CL	3.0	uL.min-1.(10^6cells)-1	Rattus norvegicus
CL	3.0	uL.min-1.(10^6cells)-1	Homo sapiens
CL	3.0	mL.min-1.g-1	Homo sapiens
CL	7.0	mL.min-1.g-1	Homo sapiens
CL	7.0	mL.min-1.g-1	Homo sapiens
CL	7.0	mL.min-1.g-1	Mus musculus
CL	7.0	mL.min-1.g-1	Mus musculus
CL	57.0	mL.min-1.kg-1	Mus musculus
CL	18.0	mL.min-1.kg-1	Mus musculus
CL	24.1	mL.min-1.kg-1	Rattus norvegicus
CL	19.7	mL.min-1.kg-1	Rattus norvegicus
CL	14.1	mL.min-1.kg-1	Rattus norvegicus
CL	5.6	mL.min-1.kg-1	Rattus norvegicus
F	79.0	%	Homo sapiens
F	50.0	%	Homo sapiens
F	47.0	%	Mus musculus
F	49.8	%	Homo sapiens
T1/2	4.25	hr	Homo sapiens
T1/2	4.25	hr	Mus musculus
T1/2	6.6	hr	Mus musculus
T1/2	7.3	hr	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Unchecked	IC50	=	220.0	nM	6.66	Blockade of human ENaC expressed in HBE cells by short-circuit current assay	22425452
Unchecked	IC50	=	220.0	nM	6.66	Inhibition of human ENaC in HBE cells by short-circuit current technique	22197144
Unchecked	IC50	=	540.0	nM	6.27	Inhibition of guinea pig ENaCbeta1/gamma1 expressed in FRT cells by short-circui...	22197144
Unchecked	IC50	=	540.0	nM	6.27	Blockade of guinea pig ENaC expressed in FRT cells by short-circuit current assa...	22425452
Amiloride-sensitive sodium channel subunit alpha	IC50	=	776.0	nM	6.11	Inhibition of dog bronchi prototypical epithelial sodium channel by electrophysi...	16821771
Unchecked	IC50	=	781.0	nM	6.11	In Vitro Measure of Sodium Channel Blocking Activity and Reversibility: One assa...	-
Sodium/hydrogen exchanger 2	Ki	=	1000.0	nM	6.0	Inhibition of rabbit NHE-2	-
Sodium/hydrogen exchanger 2	IC50	=	1000.0	nM	6.0	Inhibition of rabbit NHE2	-
Sodium/hydrogen exchanger 1	IC50	=	1000.0	nM	6.0	Inhibition of rat NHE1	-
Sodium/hydrogen exchanger 2	Ki	=	1000.0	nM	6.0	Inhibition of rabbit NHE2	-
Sodium/hydrogen exchanger 1	Ki	=	1000.0	nM	6.0	Inhibition of rat NHE-1	-
Sodium/hydrogen exchanger 1	Ki	=	1000.0	nM	6.0	Inhibition of rat NHE1 expressed in chinese hamster AP1 cells assessed as inhibi...	-
Sodium/hydrogen exchanger 1	IC50	=	2080.0	nM	5.68	Inhibition of rat NHE1 expressed in Chinese hamster ovary cells (AP-1) measured ...	38246115
Urokinase-type plasminogen activator	IC50	=	2300.0	nM	5.64	Inhibition of mouse uPA	31679971
Urokinase-type plasminogen activator	Ki	=	2313.0	nM	5.64	Inhibition of mouse uPA using Z-Gly-Gly-Arg-AMC as substrate after 15 mins by fl...	30130401
Urokinase-type plasminogen activator	IC50	=	2400.0	nM	5.62	Inhibition of human kidney uPA using chromogenic H-D-Ile-L-propyl-L-arginine-p-n...	31679971
Urokinase-type plasminogen activator	IC50	=	2400.0	nM	5.62	Inhibition of human uPA	31679971
Urokinase-type plasminogen activator	Ki	=	2433.0	nM	5.61	Inhibition of human kidney uPA using Z-Gly-Gly-Arg-AMC as substrate measured ove...	30130401
Urokinase-type plasminogen activator	Ki	=	2511.89	nM	5.6	Inhibition of urokinase	19385614
Adenosine receptor A2a	Ki	=	3280.0	nM	5.48	Binding affinity for HA-tagged mutant human Adenosine A2A receptor (H250N) using...	9258366

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL3885881	Rattus norvegicus	199
33799173	10.1016/j.bmc.2021.116116	ADMET	34
3735322	10.1021/jm00158a040	Rattus norvegicus	31
7966129	10.1021/jm00048a005	Rattus norvegicus	24
22194678	10.1371/journal.pcbi.1002310	Hepatotoxicity	14
7966129	10.1021/jm00048a005	Canis familiaris	11
15646539	10.1016/s0399-8320(04)95062-2	Unchecked	11
3735322	10.1021/jm00158a040	Canis familiaris	9
15646539	10.1016/s0399-8320(04)95062-2	NON-PROTEIN TARGET	8
17493937	10.1074/jbc.m701637200	Unchecked	7
37468498	10.1038/s41467-023-40064-9	Alpha-1A adrenergic receptor	6
32453565	10.1021/acs.jnatprod.0c00274	Rattus norvegicus	6
-	10.6019/CHEMBL3301361	ADMET	5
37468498	10.1038/s41467-023-40064-9	Alpha-2A adrenergic receptor	4
37468498	10.1038/s41467-023-40064-9	Androgen receptor	4
30130401	10.1021/acs.jmedchem.8b00838	Rattus norvegicus	4
37468498	10.1038/s41467-023-40064-9	Progesterone receptor	4
37468498	10.1038/s41467-023-40064-9	5-hydroxytryptamine receptor 1A	4
37468498	10.1038/s41467-023-40064-9	Muscarinic acetylcholine receptor M2	4
37468498	10.1038/s41467-023-40064-9	5-hydroxytryptamine receptor 2B	4

Data from ChEMBL 36 via Core Engine