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Compound Detail

CHEMBL1475252

TENATOPRAZOLE
🧪 Phase II
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🧪 Phase II
COc1ccc2[nH]c([S+]([O-])Cc3ncc(C)c(OC)c3C)nc2n1

Basic Information

ChEMBL ID CHEMBL1475252
Name TENATOPRAZOLE
Phase Phase II
Structure Type MOL
InChI Key ZBFDAUIVDSSISP-UHFFFAOYSA-N
Active Moiety CHEMBL4802234

Known Names

Tenatoprazol Tenatoprazole TU-199 TU199
8
Targets
13
Activities
1
Assay Types
0
PK Parameters
20
Publications
4
Known Names
1
Indications

Molecular Properties

346.4
MW (Da)
2.29
ALogP
6
HBA
1
HBD
96.0
PSA (Ų)
0.71
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Racemic

Flags

Prodrug
USAN Stem -prazole

Extended Properties

Molecular Formula C16H18N4O3S
MW 346.41
Aromatic Rings 3
Heavy Atoms 24
NP-Likeness -0.79

Indications

Esophagitis, Peptic

Activity Summary

IC50 13 meas. best 7.72

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Giardia intestinalis
CHEMBL612652
IC50 7.72 7.506 19.0 5
Plasmodium berghei
CHEMBL612653
IC50 6.65 6.65 224.0 1
Replicase polyprotein 1ab
CHEMBL4523582
IC50 6.01 6.01 970.0 1
Indoleamine 2,3-dioxygenase 2
CHEMBL2189159
IC50 5.75 5.75 1800.0 1
Indoleamine 2,3-dioxygenase 2
CHEMBL3627587
IC50 5.75 5.75 1800.0 1
NAD(+) hydrolase SARM1
CHEMBL4523350
IC50 5.13 5.095 7400.0 2
N(G),N(G)-dimethylarginine dimethylaminohydrolase 1
CHEMBL6036
IC50 5.11 5.11 7800.0 1
Cytosolic endo-beta-N-acetylglucosaminidase
CHEMBL5172
IC50 4.7 4.7 20000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Giardia intestinalis IC50 = 19.0 nM 7.72 Giardicidal activity against Giardia intestinalis WB ATCC 30957 incubated for 48... 33360795
Giardia intestinalis IC50 = 20.0 nM 7.7 Giardicidal activity against Giardia intestinalis IMSS isolate incubated for 48 ... 33360795
Giardia intestinalis IC50 = 27.0 nM 7.57 Giardicidal activity against albendazole-resistant Giardia intestinalis incubate... 33360795
Giardia intestinalis IC50 = 49.0 nM 7.31 Giardicidal activity against nitazoxanide-resistant Giardia intestinalis incubat... 33360795
Giardia intestinalis IC50 = 59.0 nM 7.23 Giardicidal activity against metronidazole-resistant Giardia intestinalis incuba... 33360795
Plasmodium berghei IC50 = 224.0 nM 6.65 HARVARD: Inhibition of liver stage Plasmodium berghei infection in HepG2 cells 22586124
Replicase polyprotein 1ab IC50 = 970.0 nM 6.01 SARS-CoV-2 3CL-Pro protease inhibition IC50 determined by FRET kind of response ... -
Indoleamine 2,3-dioxygenase 2 IC50 = 1800.0 nM 5.75 Inhibition of mouse Ido2 transfected in HEK293T cells using L-tryptophan as subs... 23122865
Indoleamine 2,3-dioxygenase 2 IC50 = 1800.0 nM 5.75 Inhibition of IDO2 (unknown origin) 35952367
NAD(+) hydrolase SARM1 IC50 = 7400.0 nM 5.13 Inhibition of StrepTag-tagged human SARM1 TIR (561 to 724 residues) expressed in... -
N(G),N(G)-dimethylarginine dimethylaminohydrolase 1 IC50 = 7800.0 nM 5.11 Inhibition of recombinant human DDAH1 expressed in Escherichia coli BL21 Star (D... -
NAD(+) hydrolase SARM1 IC50 = 8700.0 nM 5.06 Inhibition of StrepTag-tagged human SARM1 TIR (561 to 724 residues) expressed in... -
Cytosolic endo-beta-N-acetylglucosaminidase IC50 = 20000.0 nM 4.7 Inhibition of recombinant human C-MYC/DDK-tagged ENGase expressed in HEK293T cel... 28512024

Literature References

PubMed DOI Target Context # Activities
- 10.5281/zenodo.13943903 ADMET 86
31158845 10.1038/s41586-019-1291-3 ADMET 73
33360795 10.1016/j.ejmech.2020.113110 Giardia intestinalis 8
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 4
22586124 10.1073/pnas.1118370109 Plasmodium falciparum 2
23122865 10.1016/j.bmcl.2012.10.010 Indoleamine 2,3-dioxygenase 2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
31276900 10.1016/j.ejmech.2019.06.057 Insulin-degrading enzyme 1
38318365 10.1016/j.isci.2024.108907 Deoxynucleoside triphosphate triphosphohydrolase SAMHD1 1
35952367 10.1021/acs.jmedchem.2c00263 Indoleamine 2,3-dioxygenase 2 1
35952367 10.1021/acs.jmedchem.2c00263 Indoleamine 2,3-dioxygenase 1 1
22586124 10.1073/pnas.1118370109 HepG2 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
- 10.1101/2020.04.03.023846 SARS-CoV-2 1
28512024 10.1016/j.bmcl.2017.05.010 Cytosolic endo-beta-N-acetylglucosaminidase 1
23122865 10.1016/j.bmcl.2012.10.010 Indoleamine 2,3-dioxygenase 1 1
23122865 10.1016/j.bmcl.2012.10.010 Tryptophan 2,3-dioxygenase 1
23122865 10.1016/j.bmcl.2012.10.010 HEK-293T 1

Data from ChEMBL 36 via Core Engine