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Compound Detail

CHEMBL1502

PANTOPRAZOLE
💊 Approved Drug
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💊 Approved Drug
COc1ccnc(C[S+]([O-])c2nc3cc(OC(F)F)ccc3[nH]2)c1OC

Basic Information

ChEMBL ID CHEMBL1502
Name PANTOPRAZOLE
Phase Approved
Structure Type MOL
InChI Key IQPSEEYGBUAQFF-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Altopan BY 1023 BY-1023 BY1023 NSC-759257 Pantocid Pantoloc Pantoprazol Pantoprazole Pantozol Protium Protium i.v. +5 more
14
Targets
22
Activities
2
Assay Types
16
PK Parameters
20
Publications
17
Known Names
20
Indications

Molecular Properties

383.4
MW (Da)
2.88
ALogP
6
HBA
1
HBD
92.3
PSA (Ų)
0.63
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2000
Availability Prescription
Chirality Racemic

Routes of Administration

Oral Parenteral
USAN Stem -prazole
USAN Year 1991

Extended Properties

Molecular Formula C16H15F2N3O4S
MW 383.38
Aromatic Rings 3
Heavy Atoms 26
NP-Likeness -0.88

Indications

Barrett Esophagus Diabetes Mellitus Esophageal Diseases Gastroesophageal Reflux Gastrointestinal Hemorrhage Heart Failure Hemorrhage Laryngopharyngeal Reflux Peptic Ulcer Ulcer Diabetes Mellitus, Type 1 Diabetes Mellitus, Type 2 Esophagitis Gastrinoma Helicobacter Infections Prostatic Neoplasms, Castration-Resistant Psychotic Disorders Schizophrenia Zollinger-Ellison Syndrome Acute Coronary Syndrome

ATC Classification

A02BC02
pantoprazole
Level 1: ALIMENTARY TRACT AND METABOLISM
Level 2: DRUGS FOR ACID RELATED DISORDERS

Activity Summary

IC50 21 meas. best 8.59
Ki 1 meas. best 5.39

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Entamoeba histolytica
CHEMBL612853
IC50 8.59 8.59 2.6 1
Giardia intestinalis
CHEMBL612652
IC50 7.8 7.8 15.7 1
Trichomonas vaginalis
CHEMBL612884
IC50 7.12 7.12 75.6 2
Potassium-transporting ATPase
CHEMBL2095173
IC50 6.0 6.0 1000.0 1
Solute carrier family 22 member 2
CHEMBL1743122
IC50 5.82 5.82 1500.0 1
Multidrug and toxin extrusion protein 1
CHEMBL1743126
IC50 5.55 5.1567 2800.0 3
Fatty acid synthase
CHEMBL4158
Ki 5.39 5.39 4100.0 1
Broad substrate specificity ATP-binding cassette transporter ABCG2
CHEMBL5393
IC50 5.26 5.13 5500.0 2
Indoleamine 2,3-dioxygenase 2
CHEMBL2189159
IC50 4.9 4.9 12600.0 1
ATP-dependent translocase ABCB1
CHEMBL4302
IC50 4.75 4.75 17900.0 1
NON-PROTEIN TARGET
CHEMBL3879801
IC50 4.73 4.73 18510.0 1
Fatty acid synthase
CHEMBL4158
IC50 4.44 4.44 36200.0 1
Plasmodium falciparum
CHEMBL364
IC50 4.41 4.41 39000.0 1
Multidrug and toxin extrusion protein 2
CHEMBL1743127
IC50 4.37 4.37 43200.0 1
N(G),N(G)-dimethylarginine dimethylaminohydrolase 1
CHEMBL6036
IC50 4.2 4.2 63000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 2.2 mL.min-1.kg-1 Homo sapiens
CL 2.2 mL.min-1.kg-1 Homo sapiens
CL 2.2 mL.min-1.kg-1 Homo sapiens
CL 2.2 mL.min-1.kg-1 Homo sapiens
Cmax 5450.0 nM Homo sapiens
F 77.0 % Homo sapiens
F 77.0 % Homo sapiens
Fu 0.38 - Homo sapiens
Fu 0.02 - Homo sapiens
MRT 1.9 hr Homo sapiens
T1/2 0.15 hr -
T1/2 3.0 hr -
T1/2 130.0 hr -
T1/2 1.17 hr -
T1/2 23.11 hr -
T1/2 1.9 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Entamoeba histolytica IC50 = 2.6 nM 8.59 Antiprotozoan activity against Entamoeba histolytica HM1-IMSS trophozoites compo... 22047694
Giardia intestinalis IC50 = 15.7 nM 7.8 Antiprotozoan activity against Giardia intestinalis IMSS:0989:1 trophozoites com... 22047694
Trichomonas vaginalis IC50 = 75.6 nM 7.12 Antiprotozoan activity against Trichomonas vaginalis GT3 trophozoites compound t... 22047694
Trichomonas vaginalis IC50 = 75.6 nM 7.12 Anti-Trichomonas activity against Trichomonas vaginalis JT assessed as reduction... 29175675
Potassium-transporting ATPase IC50 = 1000.0 nM 6.0 In vitro evaluation for the inhibition of H+/K+ ATPase at pH < 3 in the gastric ... 1313110
Solute carrier family 22 member 2 IC50 = 1500.0 nM 5.82 Inhibition of human OCT2-mediated ASP+ uptake expressed in HEK293 cells after 3 ... 23241029
Multidrug and toxin extrusion protein 1 IC50 = 2800.0 nM 5.55 Inhibition of human MATE1-mediated [14]-metformin uptake expressed in polarized ... 23241029
Multidrug and toxin extrusion protein 1 IC50 = 2800.0 nM 5.55 Inhibition of human MATE1-mediated [14]-metformin uptake expressed in HEK293 cel... 23241029
Fatty acid synthase Ki = 4100.0 nM 5.39 Inhibition of purified recombinant FASN TE activity (unknown origin) using 4-MUH... 25513712
Broad substrate specificity ATP-binding cassette transporter ABCG2 IC50 = 5500.0 nM 5.26 Inhibition of human ABCG2 expressed in human HEK293 cells membrane vesicles medi... 35483322
Broad substrate specificity ATP-binding cassette transporter ABCG2 IC50 = 10000.0 nM 5.0 TP_TRANSPORTER: inhibition of MTX uptake in membrane vesicle from BCRP-expressin... 15313923
Indoleamine 2,3-dioxygenase 2 IC50 = 12600.0 nM 4.9 Inhibition of mouse Ido2 transfected in HEK293T cells using L-tryptophan as subs... 23122865
ATP-dependent translocase ABCB1 IC50 = 17900.0 nM 4.75 TP_TRANSPORTER: inhibition of Digoxin transepithelial transport (basal to apical... 11770010
NON-PROTEIN TARGET IC50 = 18510.0 nM 4.73 Inhibition of survival of human BxPC3 cells after 10 to 14 days by crystal viole... 25513712
Fatty acid synthase IC50 = 36200.0 nM 4.44 Inhibition of purified recombinant FASN TE activity (unknown origin) using 4-MUH... 25513712
Plasmodium falciparum IC50 = 39000.0 nM 4.41 Antimicrobial activity against Plasmodium falciparum 20185316
Multidrug and toxin extrusion protein 2 IC50 = 43200.0 nM 4.37 Inhibition of human MATE2K-mediated ASP+ uptake expressed in HEK293 cells up to ... 23241029
Multidrug and toxin extrusion protein 1 IC50 = 43200.0 nM 4.37 Inhibition of human MATE1-mediated ASP+ uptake expressed in HEK293 cells after 1... 23241029
N(G),N(G)-dimethylarginine dimethylaminohydrolase 1 IC50 = 63000.0 nM 4.2 Inhibition of recombinant human DDAH1 expressed in Escherichia coli BL21 Star (D... -

Literature References

PubMed DOI Target Context # Activities
31158845 10.1038/s41586-019-1291-3 ADMET 285
- 10.6019/CHEMBL3885881 Rattus norvegicus 270
- 10.5281/zenodo.13943903 ADMET 89
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
20070106 10.1021/jm901371v Homo sapiens 8
22355035 10.1124/dmd.111.041616 ADMET 6
31158845 10.1038/s41586-019-1291-3 SGNH hydrolase-type esterase domain-containing protein 6
18426954 10.1124/dmd.108.020479 ADMET 4
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 4
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2A 3
37468498 10.1038/s41467-023-40064-9 Alpha-2A adrenergic receptor 3
37468498 10.1038/s41467-023-40064-9 Cannabinoid receptor 1 3
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M2 3
23241029 10.1021/jm301302s Multidrug and toxin extrusion protein 1 3
20014752 10.1021/tx900326k Hepatotoxicity 3
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2B 3
25513712 10.1021/jm501543u Fatty acid synthase 3
23241029 10.1021/jm301302s Unchecked 3

Data from ChEMBL 36 via Core Engine