Compound Detail

CHEMBL1707

LOPERAMIDE HYDROCHLORIDE

💊 Approved Drug

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💊 Approved Drug

CN(C)C(=O)C(CCN1CCC(O)(c2ccc(Cl)cc2)CC1)(c1ccccc1)c1ccccc1.Cl

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1707
Name	LOPERAMIDE HYDROCHLORIDE
Phase	Approved
Structure Type	MOL
InChI Key	PGYPOBZJRVSMDS-UHFFFAOYSA-N
Therapeutic	✓ Yes
Parent Compound	CHEMBL841
Active Moiety	CHEMBL841

Known Names

Arret Diah-limit Diaquitte Diareze Diarrhoea relief Diasorb Diocalm Diocaps Dioraleze Entrocalm Gppe pack Imodium +18 more

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

477.1

MW (Da)

5.09

ALogP

HBA

HBD

43.8

PSA (Å²)

0.52

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
First Approval	1976
Availability	OTC
Chirality	Achiral

Routes of Administration

Oral

Flags

Black Box Warning

USAN Year

1975

Extended Properties

Molecular Formula	C29H34Cl2N2O2
MW	513.51
Aromatic Rings	3
Heavy Atoms	34
NP-Likeness	-0.36

Mechanism of Action

Mechanism	Action Type	Target	Direct	Efficacy
Mu opioid receptor agonist	AGONIST	Mu-type opioid receptor	✓	✓

Indications

Diarrhea

Drug Warnings

Black Box Warning

General Warning

Country: United States

Activity Summary

EC50 13 meas. best 6.35

Ki 11 meas. best 8.59

IC50 10 meas. best 8.82

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Mu-type opioid receptor CHEMBL233	IC50	8.82	8.82	1.5	1
Mu-type opioid receptor CHEMBL233	Ki	8.59	8.59	2.6	1
Sigma intracellular receptor 2 CHEMBL4105907	Ki	7.44	7.44	36.7	1
Kappa-type opioid receptor CHEMBL237	Ki	7.14	7.14	71.6	1
Delta-type opioid receptor CHEMBL236	IC50	6.91	6.91	123.0	1
Kappa-type opioid receptor CHEMBL237	IC50	6.81	6.81	155.0	1
Sigma non-opioid intracellular receptor 1 CHEMBL287	Ki	6.77	6.77	168.6	1
Delta-type opioid receptor CHEMBL236	Ki	6.58	6.58	264.7	1
5-hydroxytryptamine receptor 2B CHEMBL1833	Ki	6.44	6.44	362.2	1
G-protein coupled receptor 35 CHEMBL1293267	EC50	6.35	6.35	444.0	1
Alpha-2A adrenergic receptor CHEMBL1867	EC50	6.3	6.3	497.9	1
Sodium-dependent serotonin transporter CHEMBL228	Ki	6.29	6.29	517.2	1
Glucose-dependent insulinotropic receptor CHEMBL5652	EC50	6.23	6.23	588.7	1
C5a anaphylatoxin chemotactic receptor 1 CHEMBL2373	EC50	6.18	6.18	652.8	1
fMet-Leu-Phe receptor CHEMBL3359	EC50	6.07	6.07	857.6	1
Free fatty acid receptor 4 CHEMBL5339	EC50	6.03	6.03	944.4	1
Glucagon-like peptide 1 receptor CHEMBL1784	EC50	5.95	5.95	1136.3	1
N-formyl peptide receptor 2 CHEMBL4227	EC50	5.94	5.94	1138.0	1
C3a anaphylatoxin chemotactic receptor CHEMBL4761	EC50	5.93	5.93	1161.8	1
C5a anaphylatoxin chemotactic receptor 2 CHEMBL4523478	EC50	5.9	5.9	1251.3	1
Beta-2 adrenergic receptor CHEMBL210	EC50	5.87	5.87	1336.9	1
Sodium-dependent dopamine transporter CHEMBL238	Ki	5.85	5.85	1412.7	1
D(4) dopamine receptor CHEMBL219	Ki	5.84	5.84	1458.1	1
G-protein coupled receptor 183 CHEMBL3259470	EC50	5.77	5.77	1693.4	1
Plasmodium falciparum CHEMBL364	IC50	5.7	5.4857	1995.3	7
Adhesion G-protein coupled receptor F1 CHEMBL4523872	EC50	5.69	5.69	2040.8	1
5-hydroxytryptamine receptor 1D CHEMBL1983	Ki	5.58	5.58	2603.2	1
Alpha-1B adrenergic receptor CHEMBL232	Ki	5.43	5.43	3686.4	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Mu-type opioid receptor	IC50	=	1.5	nM	8.82	Binding affinity against mu-opiate receptor (human) using [3H]DAMGO radioligand	11585443
Mu-type opioid receptor	Ki	=	2.587	nM	8.59	PDSP Secondary Binding target: OPRM1 - Compounds are tested at 10 uM concentrati...	-
Sigma intracellular receptor 2	Ki	=	36.68	nM	7.44	PDSP Secondary Binding target: TMEM97 - Compounds are tested at 10 uM concentrat...	-
Kappa-type opioid receptor	Ki	=	71.57	nM	7.14	PDSP Secondary Binding target: OPRK1 - Compounds are tested at 10 uM concentrati...	-
Delta-type opioid receptor	IC50	=	123.0	nM	6.91	Binding affinity against delta-opiate receptor (human) using [3H]-DPDPE radiolig...	11585443
Kappa-type opioid receptor	IC50	=	155.0	nM	6.81	Binding affinity against opioid receptor kappa 1 using [3H]- U-69,593 radioligan...	11585443
Sigma non-opioid intracellular receptor 1	Ki	=	168.6	nM	6.77	PDSP Secondary Binding target: SIGMAR1 - Compounds are tested at 10 uM concentra...	-
Delta-type opioid receptor	Ki	=	264.73	nM	6.58	PDSP Secondary Binding target: OPRD1 - Compounds are tested at 10 uM concentrati...	-
5-hydroxytryptamine receptor 2B	Ki	=	362.25	nM	6.44	PDSP Secondary Binding target: HTR2B - Compounds are tested at 10 uM concentrati...	-
G-protein coupled receptor 35	EC50	=	444.0	nM	6.35	GPCR PRESTO-Tango dose-response in antagonist mode with target: GPR35	-
Alpha-2A adrenergic receptor	EC50	=	497.89	nM	6.3	GPCR PRESTO-Tango dose-response in antagonist mode with target: ADRA2A	-
Sodium-dependent serotonin transporter	Ki	=	517.19	nM	6.29	PDSP Secondary Binding target: SLC6A4 - Compounds are tested at 10 uM concentrat...	-
Glucose-dependent insulinotropic receptor	EC50	=	588.7	nM	6.23	GPCR PRESTO-Tango dose-response in antagonist mode with target: GPR119	-
C5a anaphylatoxin chemotactic receptor 1	EC50	=	652.79	nM	6.18	GPCR PRESTO-Tango dose-response in antagonist mode with target: C5AR1	-
fMet-Leu-Phe receptor	EC50	=	857.58	nM	6.07	GPCR PRESTO-Tango dose-response in antagonist mode with target: FPR1	-
Free fatty acid receptor 4	EC50	=	944.41	nM	6.03	GPCR PRESTO-Tango dose-response in antagonist mode with target: FFAR4	-
Glucagon-like peptide 1 receptor	EC50	=	1136.31	nM	5.95	GPCR PRESTO-Tango dose-response in antagonist mode with target: GLP1R	-
N-formyl peptide receptor 2	EC50	=	1137.98	nM	5.94	GPCR PRESTO-Tango dose-response in antagonist mode with target: FPR2	-
C3a anaphylatoxin chemotactic receptor	EC50	=	1161.85	nM	5.93	GPCR PRESTO-Tango dose-response in antagonist mode with target: C3AR1	-
C5a anaphylatoxin chemotactic receptor 2	EC50	=	1251.33	nM	5.9	GPCR PRESTO-Tango dose-response in antagonist mode with target: C5AR2	-

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL4689842	HEK-293T	345
-	10.6019/CHEMBL4689842	U2OS	344
-	10.6019/CHEMBL4689842	Fibroblast	344
-	10.6019/CHEMBL5209801	Alpha-2A adrenergic receptor	8
-	10.6019/CHEMBL5209801	Free fatty acid receptor 4	8
-	10.6019/CHEMBL5209801	Sphingosine 1-phosphate receptor 1	8
-	10.6019/CHEMBL5209801	C5a anaphylatoxin chemotactic receptor 1	8
-	10.6019/CHEMBL5209801	Beta-2 adrenergic receptor	8
-	10.6019/CHEMBL5209801	Type-1 angiotensin II receptor	8
-	10.6019/CHEMBL5209801	CX3C chemokine receptor 1	8
-	10.6019/CHEMBL5209801	Adhesion G-protein coupled receptor F1	8
-	10.6019/CHEMBL5209801	Glucose-dependent insulinotropic receptor	8
-	10.6019/CHEMBL5209801	Apelin receptor	8
-	10.6019/CHEMBL5209801	N-formyl peptide receptor 2	8
-	10.6019/CHEMBL5209801	Glucagon-like peptide 1 receptor	8
19734910	10.1038/nchembio.215	Plasmodium falciparum	7
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
-	10.6019/CHEMBL5209801	G-protein coupled receptor 35	2
-	10.1101/2020.04.03.023846	SARS-CoV-2	1
-	10.6019/CHEMBL5665443	Uracil-DNA glycosylase	1

Data from ChEMBL 36 via Core Engine