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Compound Detail

CHEMBL140476

HUPRINE Y
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CC1=CC2Cc3nc4cc(Cl)ccc4c(N)c3C(C1)C2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL140476
Name HUPRINE Y
Phase Preclinical
Structure Type MOL
InChI Key UKCBMHDZLYYTMI-UHFFFAOYSA-N
8
Targets
41
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

284.8
MW (Da)
4.47
ALogP
2
HBA
1
HBD
38.9
PSA (Ų)
0.73
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C17H17ClN2
MW 284.79
Aromatic Rings 2
Heavy Atoms 20
NP-Likeness 0.03

Activity Summary

IC50 41 meas. best 10.61

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Acetylcholinesterase
CHEMBL4768
 IC50 10.61 8.6158 0.0 12
Acetylcholinesterase
CHEMBL4078
 IC50 10.1 10.1 0.1 1
Acetylcholinesterase
CHEMBL220
 IC50 9.49 8.8231 0.3 13
Acetylcholinesterase
CHEMBL3199
 IC50 7.5 7.285 31.6 2
Cholinesterase
CHEMBL1914
 IC50 6.82 6.71 153.0 10
Trypanosoma brucei
CHEMBL612849
 IC50 6.21 6.21 610.0 1
Trypanothione reductase
CHEMBL1837
 IC50 5.3 5.3 5000.0 1
L6
CHEMBL614793
 IC50 5.11 5.11 7800.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Acetylcholinesterase IC50 = 0.0245 nM 10.61 Compound was evaluated for the inhibition of acetylcholinesterase activity from ... 11101357
Acetylcholinesterase IC50 = 0.08 nM 10.1 Inhibition Assay: AChE inhibitory activity of compounds (Ia)-(Ie) and (-)-(Ib) a... -
Acetylcholinesterase IC50 = 0.3236 nM 9.49 Inhibitory activity against human erythrocyte acetylcholinesterase 15317459
Acetylcholinesterase IC50 = 0.32 nM 9.49 Inhibition of human Acetylcholinesterase using acetylthiocholine as substrate in... 30744931
Acetylcholinesterase IC50 = 0.32 nM 9.49 Inhibition of acetylcholinesterase isolated from Human erythrocytes. 11101357
Acetylcholinesterase IC50 = 0.61 nM 9.21 Inhibition of human recombinant AChE using acetylthiocholine iodide as substrate... 25454267
Acetylcholinesterase IC50 = 0.64 nM 9.19 Compound was evaluated for the inhibition of acetylcholinesterase activity from ... 11101357
Acetylcholinesterase IC50 = 0.69 nM 9.16 Inhibition Assay: AChE inhibitory activity of compounds (Ia)-(Ie) and (-)-(Ib) a... -
Acetylcholinesterase IC50 = 0.7 nM 9.15 Inhibition of human recombinant AChE using acetylthiocholine iodide as substrate... 25156301
Acetylcholinesterase IC50 = 0.78 nM 9.11 Inhibition of acetylcholinesterase isolated from Human erythrocytes. 11101357
Acetylcholinesterase IC50 = 0.78 nM 9.11 Inhibition of human Acetylcholinesterase using acetylthiocholine as substrate in... 30744931
Acetylcholinesterase IC50 = 1.07 nM 8.97 Inhibition of recombinant human AChE using acetylthiocholineiodide as substrate ... 33356266
Acetylcholinesterase IC50 = 1.07 nM 8.97 Inhibition of human recombinant AChE using acetylthiocholine iodide as a substra... 34418785
Acetylcholinesterase IC50 = 1.15 nM 8.94 Compound was evaluated for the inhibition of acetylcholinesterase of bovine eryt... 11101357
Acetylcholinesterase IC50 = 1.148 nM 8.94 In vitro inhibitory activity against bovine acetylcholinesterase 15317459
Acetylcholinesterase IC50 = 1.15 nM 8.94 Inhibition of bovine erythrocyte acetylcholinesterase using acetylthiocholine as... 30744931
Acetylcholinesterase IC50 = 1.84 nM 8.73 Inhibition of human recombinant AChE in erythrocytes by Ellman's assay 19473849
Acetylcholinesterase IC50 = 3.03 nM 8.52 Compound was evaluated for the inhibition of acetylcholinesterase activity from ... 11101357
Acetylcholinesterase IC50 = 3.1 nM 8.51 Compound was evaluated for the inhibition of acetylcholinesterase activity from ... 11101357
Acetylcholinesterase IC50 = 4.23 nM 8.37 Inhibition of bovine erythrocyte acetylcholinesterase using acetylthiocholine as... 30744931

Literature References

PubMed DOI Target Context # Activities
11101357 10.1021/jm000980y Acetylcholinesterase 13
30744931 10.1016/j.bmc.2019.01.025 Acetylcholinesterase 8
11101357 10.1021/jm000980y Unchecked 6
11101357 10.1021/jm000980y Cholinesterase 3
30744931 10.1016/j.bmc.2019.01.025 Cholinesterase 3
25156301 10.1016/j.bmc.2014.07.053 No relevant target 3
11101357 10.1021/jm000980y Cholinesterases; ACHE & BCHE 3
25454267 10.1016/j.bmcl.2014.10.025 Trypanosoma brucei 2
34418785 10.1016/j.ejmech.2021.113779 ADMET 2
15317459 10.1021/jm049877p Acetylcholinesterase 2
19473849 10.1016/j.bmc.2009.05.005 Acetylcholinesterase 1
25454267 10.1016/j.bmcl.2014.10.025 L6 1
34418785 10.1016/j.ejmech.2021.113779 Beta-secretase 1 1
25454267 10.1016/j.bmcl.2014.10.025 Acetylcholinesterase 1
25454267 10.1016/j.bmcl.2014.10.025 ADMET 1
25454267 10.1016/j.bmcl.2014.10.025 Plasmodium falciparum 1
17154513 10.1021/jm060945c Acetylcholinesterase 1
25156301 10.1016/j.bmc.2014.07.053 Cholinesterase 1
25156301 10.1016/j.bmc.2014.07.053 Acetylcholinesterase 1
25156301 10.1016/j.bmc.2014.07.053 Microtubule-associated protein tau 1

Data from ChEMBL 36 via Core Engine