Compound Detail

CHEMBL480

LANSOPRAZOLE

💊 Approved Drug

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💊 Approved Drug

Cc1c(OCC(F)(F)F)ccnc1C[S+]([O-])c1nc2ccccc2[nH]1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL480
Name	LANSOPRAZOLE
Phase	Approved
Structure Type	MOL
InChI Key	MJIHNNLFOKEZEW-UHFFFAOYSA-N
Therapeutic	✓ Yes

Known Names

A-65006 AG-1749 Agopton Lansoprazol Lansoprazole Lansoprazole component of prevpac Lansox Lanzoprazole Lanzor Limpidex NSC-758638 Ogast +10 more

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

369.4

MW (Da)

3.52

ALogP

HBA

HBD

73.9

PSA (Å²)

0.70

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
First Approval	1995
Availability	OTC
Chirality	Racemic

Routes of Administration

Oral Parenteral

USAN Stem	-prazole
USAN Year	1989

Extended Properties

Molecular Formula	C16H14F3N3O2S
MW	369.37
Aromatic Rings	3
Heavy Atoms	25
NP-Likeness	-0.96

Mechanism of Action

Mechanism	Action Type	Target	Direct	Efficacy
Potassium-transporting ATPase inhibitor	INHIBITOR	Potassium-transporting ATPase	✓	✓

Indications

Duodenal Ulcer Gastroesophageal Reflux Heartburn Peptic Ulcer Stomach Ulcer Breast Neoplasms Diabetes Mellitus, Type 1 Esophagitis, Peptic Gastritis Gout Helicobacter Infections Idiopathic Pulmonary Fibrosis Lymphoma Osteoarthritis Endometrial Neoplasms Eosinophilic Esophagitis Leukemia, Lymphocytic, Chronic, B-Cell Premature Birth Pseudomyxoma Peritonei Rectal Neoplasms

ATC Classification

A02BC03

lansoprazole

Level 1: ALIMENTARY TRACT AND METABOLISM

Level 2: DRUGS FOR ACID RELATED DISORDERS

A02BC53

lansoprazole, combinations

Level 1: ALIMENTARY TRACT AND METABOLISM

Level 2: DRUGS FOR ACID RELATED DISORDERS

Activity Summary

IC50 41 meas. best 7.14

Ki 3 meas. best 8.6

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Microtubule-associated protein tau CHEMBL1293224	Ki	8.6	8.6	2.5	1
Giardia intestinalis CHEMBL612652	IC50	7.14	7.14	73.1	1
Trichomonas vaginalis CHEMBL612884	IC50	6.91	6.91	121.8	2
Cytochrome P450 2C19 CHEMBL3622	IC50	6.47	5.67	336.7	2
Entamoeba histolytica CHEMBL612853	IC50	6.46	6.46	346.6	1
Replicase polyprotein 1ab CHEMBL4523582	IC50	6.41	6.105	390.0	2
Potassium-transporting ATPase CHEMBL2095173	IC50	6.4	6.4	398.1	1
Phosphoethanolamine/phosphocholine phosphatase CHEMBL6113	IC50	6.36	6.36	434.0	1
Fatty acid synthase CHEMBL4158	Ki	5.77	5.525	1700.0	2
Mycobacterium tuberculosis CHEMBL360	IC50	5.66	5.66	2200.0	1
Cytochrome P450 2D6 CHEMBL289	IC50	5.54	5.41	2900.0	2
Cytochrome P450 2C8 CHEMBL3721	IC50	5.24	5.24	5750.0	1
Histone-lysine N-methyltransferase 2A/WDR5 CHEMBL3883320	IC50	5.23	5.23	5900.0	1
Cytochrome P450 1A2 CHEMBL3356	IC50	5.19	5.19	6460.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	5.17	5.17	6710.0	1
Indoleamine 2,3-dioxygenase 2 CHEMBL2189159	IC50	5.09	5.09	8200.0	1
Plasmodium falciparum CHEMBL364	IC50	5.0	4.98	10000.0	7
Broad substrate specificity ATP-binding cassette transporter ABCG2 CHEMBL5393	IC50	4.84	4.84	14400.0	1
Cytochrome P450 2C9 CHEMBL3397	IC50	4.72	4.72	19200.0	1
Cytosolic endo-beta-N-acetylglucosaminidase CHEMBL5172	IC50	4.61	4.61	24380.0	1
Sodium/potassium-transporting ATPase CHEMBL2095186	IC50	4.4	4.4	39810.7	1
Fatty acid synthase CHEMBL4158	IC50	4.33	4.18	46700.0	2
N(G),N(G)-dimethylarginine dimethylaminohydrolase 1 CHEMBL6036	IC50	4.29	4.29	51000.0	2
ATP-dependent translocase ABCB1 CHEMBL4302	IC50	4.2	4.2	62800.0	1
Indoleamine 2,3-dioxygenase 1 CHEMBL1075294	IC50	4.03	4.03	94000.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	4.4	mL.min-1.kg-1	Homo sapiens
CL	4.4	mL.min-1.kg-1	Homo sapiens
CL	4.4	mL.min-1.kg-1	Homo sapiens
CL	4.4	mL.min-1.kg-1	Homo sapiens
F	80.0	%	Homo sapiens
F	80.0	%	Homo sapiens
Fu	0.021	-	Homo sapiens
Fu	0.021	-	Homo sapiens
MRT	1.1	hr	Homo sapiens
T1/2	0.06667	hr	-
T1/2	1.1	hr	-
T1/2	40.0	hr	-
T1/2	0.28	hr	-
T1/2	6.08	hr	-
T1/2	13.0	hr	-
T1/2	1.0	hr	Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Microtubule-associated protein tau	Ki	=	2.5	nM	8.6	Binding affinity to heparin induced human Tau 441 at 50 pM to 500 nM after 30 mi...	24900410
Giardia intestinalis	IC50	=	73.1	nM	7.14	Antiprotozoan activity against Giardia intestinalis IMSS:0989:1 trophozoites com...	22047694
Trichomonas vaginalis	IC50	=	121.8	nM	6.91	Antiprotozoan activity against Trichomonas vaginalis GT3 trophozoites compound t...	22047694
Trichomonas vaginalis	IC50	=	121.8	nM	6.91	Anti-Trichomonas activity against Trichomonas vaginalis JT assessed as reduction...	29175675
Cytochrome P450 2C19	IC50	=	336.7	nM	6.47	DRUGMATRIX: CYP450, 2C19 enzyme inhibition (substrate: 3-Cyano-7-ethoxycoumarin)	-
Entamoeba histolytica	IC50	=	346.6	nM	6.46	Antiprotozoan activity against Entamoeba histolytica HM1-IMSS trophozoites compo...	22047694
Replicase polyprotein 1ab	IC50	=	390.0	nM	6.41	SARS-CoV-2 3CL-Pro protease inhibition IC50 determined by FRET kind of response ...	-
Potassium-transporting ATPase	IC50	=	398.11	nM	6.4	In vitro evaluation for the inhibition of H+/K+ ATPase at pH < 3 in the gastric ...	1313110
Phosphoethanolamine/phosphocholine phosphatase	IC50	=	434.0	nM	6.36	PUBCHEM_BIOASSAY: SAR assay for compounds that inhibit PHOSPHO1. (Class of assay...	-
Replicase polyprotein 1ab	IC50	=	1600.0	nM	5.8	SARS-CoV-2 3CL-Pro protease inhibition IC50 determined by FRET kind of response ...	-
Fatty acid synthase	Ki	=	1700.0	nM	5.77	Inhibition of human FASN enoyl reductase activity using crotonyl CoA as substrat...	36257066
Mycobacterium tuberculosis	IC50	=	2200.0	nM	5.66	Antibacterial activity against wild type Mycobacterium tuberculosis H37Rv assess...	29549838
Cytochrome P450 2D6	IC50	=	2900.0	nM	5.54	Inhibition of CYP2D6 in human liver microsomes using dextromethorphan as substra...	22328583
Fatty acid synthase	Ki	=	5300.0	nM	5.28	Inhibition of purified recombinant FASN TE activity (unknown origin) using 4-MUH...	25513712
Cytochrome P450 2D6	IC50	=	5314.8	nM	5.28	DRUGMATRIX: CYP450, 2D6 enzyme inhibition (substrate: 3-Cyano-7-ethoxycoumarin)	-
Cytochrome P450 2C8	IC50	=	5750.0	nM	5.24	Inhibition of CYP2C8 in human liver microsomes using paclitaxel as substrate aft...	22328583
Histone-lysine N-methyltransferase 2A/WDR5	IC50	=	5900.0	nM	5.23	Inhibition of MLL1-WDR5 interaction in human MV4-11 cells assessed as reduction ...	31923859
Cytochrome P450 1A2	IC50	=	6460.0	nM	5.19	Inhibition of CYP1A2 in human liver microsomes using phenacetin as substrate aft...	22328583
NON-PROTEIN TARGET	IC50	=	6710.0	nM	5.17	Inhibition of survival of human BxPC3 cells after 10 to 14 days by crystal viole...	25513712
Indoleamine 2,3-dioxygenase 2	IC50	=	8200.0	nM	5.09	Inhibition of mouse Ido2 transfected in HEK293T cells using L-tryptophan as subs...	23122865

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL3885881	Rattus norvegicus	270
16472241	10.2174/1570163043334794	Hepatotoxicity	18
22194678	10.1371/journal.pcbi.1002310	Hepatotoxicity	14
15646539	10.1016/s0399-8320(04)95062-2	Unchecked	11
36257066	10.1021/acs.jmedchem.2c00642	Unchecked	8
20070106	10.1021/jm901371v	Homo sapiens	8
15646539	10.1016/s0399-8320(04)95062-2	NON-PROTEIN TARGET	8
-	10.6019/CHEMBL4495564	Replicase polyprotein 1ab	7
25513712	10.1021/jm501543u	Fatty acid synthase	7
-	10.6019/CHEMBL4495565	SARS-CoV-2	6
19734910	10.1038/nchembio.215	Plasmodium falciparum	6
25513712	10.1021/jm501543u	NON-PROTEIN TARGET	5
36257066	10.1021/acs.jmedchem.2c00642	MDA-MB-231	4
37468498	10.1038/s41467-023-40064-9	Alpha-1A adrenergic receptor	4
36257066	10.1021/acs.jmedchem.2c00642	MDA-MB-468	4
25513712	10.1021/jm501543u	BXPC-3	4
18426954	10.1124/dmd.108.020479	ADMET	4
8523404	10.1021/jm00025a008	Unchecked	3
20014752	10.1021/tx900326k	Hepatotoxicity	3
1313110	10.1021/jm00084a010	ADMET	3

Data from ChEMBL 36 via Core Engine