Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL378225

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
C[C@@H](NC(=O)c1cc(C(=O)N[C@@H](Cc2ccccc2)[C@H](O)CNC2CC2)cc(N(C)S(C)(=O)=O)c1)c1ccccc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL378225
Phase Preclinical
Structure Type MOL
InChI Key VPNIQGRFZCTBEZ-SPTGULJVSA-N
6
Targets
37
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

578.7
MW (Da)
3.03
ALogP
6
HBA
4
HBD
127.8
PSA (Ų)
0.25
QED
1
Ro5 Violations
13
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C31H38N4O5S
MW 578.74
Aromatic Rings 3
Heavy Atoms 41
NP-Likeness -0.57

Activity Summary

IC50 33 meas. best 8.0
Ki 3 meas. best 6.63
EC50 1 meas. best 7.37

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Beta-secretase 1
CHEMBL4822
 IC50 8.0 7.5163 10.0 27
Cholinesterase
CHEMBL5763
 IC50 7.84 7.84 14.6 1
Unchecked
CHEMBL612545
 IC50 7.82 7.82 15.0 1
Beta-secretase 1
CHEMBL4822
 EC50 7.37 7.37 43.0 1
Beta-secretase 2
CHEMBL2525
 IC50 6.88 6.88 132.0 1
Beta-secretase 1
CHEMBL4822
 Ki 6.63 6.63 233.0 1
Beta-secretase 2
CHEMBL2525
 Ki 6.62 6.62 240.0 1
N2a
CHEMBL614062
 IC50 6.44 6.44 360.0 1
Cathepsin D
CHEMBL2581
 Ki 6.35 6.35 448.0 1
Cathepsin D
CHEMBL2581
 IC50 5.12 5.12 7620.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Beta-secretase 1 IC50 = 10.0 nM 8.0 Inhibition of BACE1 using methoxycoumarin-Ser-Glu-Val-Asn-Leu-Asp-Ala-Glu-Phe-Ly... 22209418
Cholinesterase IC50 = 14.6 nM 7.84 Inhibition of horse serum BuChE using acetylthiocholine as substrate by UV-visib... 30017317
Beta-secretase 1 IC50 = 15.0 nM 7.82 Inhibition of recombinant human BACE1 proteolytic activity 22225636
Beta-secretase 1 IC50 = 15.0 nM 7.82 Inhibition of BACE1 (unknown origin) using Rh-EVNNLDAEFK fluorogenic peptide as ... 34100599
Beta-secretase 1 IC50 = 15.0 nM 7.82 Inhibition of BACE1 (unknown origin) using Rh-EVNNLDAEFK-Quencher substrate incu... 31244141
Beta-secretase 1 IC50 = 15.0 nM 7.82 Inhibition of BACE1 22225636
Beta-secretase 1 IC50 = 15.0 nM 7.82 Inhibition of BACE1 by cell-free FRET assay 21621412
Beta-secretase 1 IC50 = 15.0 nM 7.82 Inhibition of human BACE1 preincubated for 30 min measured after 30 mins 20303626
Beta-secretase 1 IC50 = 15.0 nM 7.82 Inhibition of BACE1 mediated cleavage of amyloid precursor protein by chemilumin... 20503979
Beta-secretase 1 IC50 = 15.0 nM 7.82 Inhibition of BACE1 19013792
Unchecked IC50 = 15.0 nM 7.82 Inhibition of beta-secretase 18434150
Beta-secretase 1 IC50 = 15.0 nM 7.82 Inhibition of human recombinant BACE1 by FRET assay 18261904
Beta-secretase 1 IC50 = 19.9 nM 7.7 Inhibition of recombinant human BACE1 using Eu-CEVNLDAEFK-Qsy7 as substrate by H... 22225636
Beta-secretase 1 IC50 = 20.0 nM 7.7 Inhibition of human recombinant BACE1 using M-2420 as substrate preincubated wit... 26003339
Beta-secretase 1 IC50 = 22.6 nM 7.65 Inhibition of recombinant human BACE1 (43 to 454 residues) expressed in Escheric... 29775538
Beta-secretase 1 IC50 = 25.4 nM 7.59 Inhibition of BACE1 (unknown origin) after 90 mins by fluorescence assay 25842365
Beta-secretase 1 IC50 = 25.9 nM 7.59 Inhibition of BACE1 in human SH-SY5Y cells harboring wild-type human beta-APP as... 29775538
Beta-secretase 1 IC50 = 29.0 nM 7.54 Inhibition of BACE1 expressed in human 293T cells 19013792
Beta-secretase 1 IC50 = 29.0 nM 7.54 Inhibition of BACE1 expressed in HEK293T cells co-transfected APP with NFEV muta... 22225636
Beta-secretase 1 IC50 = 29.0 nM 7.54 Inhibition of human BACE1 in HEK293T cells transfected with APP695 after 20 to 2... 20303626

Literature References

PubMed DOI Target Context # Activities
22225636 10.1016/j.bmcl.2011.12.034 Beta-secretase 1 34
23181502 10.1021/jm301630s Beta-secretase 1 3
20303626 10.1016/j.ejmech.2010.02.046 Beta-secretase 1 3
29775538 10.1021/acs.jmedchem.8b00011 Beta-secretase 1 2
16821787 10.1021/jm0602864 N2a 2
33838585 10.1016/j.ejmech.2021.113397 Cholinesterase 2
22209418 10.1016/j.ejmech.2011.12.016 Beta-secretase 1 2
21621412 10.1016/j.bmcl.2011.05.007 Beta-secretase 1 2
19013792 10.1016/j.bmcl.2008.10.096 Beta-secretase 1 2
17432843 10.1021/jm061338s Unchecked 2
17432843 10.1021/jm061338s Beta-secretase 1 2
20503979 10.1021/np100203x Beta-secretase 1 1
19013792 10.1016/j.bmcl.2008.10.096 Beta-secretase 2 1
20378363 10.1016/j.bmc.2010.03.043 Beta-secretase 1 1
18434150 10.1016/j.bmcl.2008.04.011 Unchecked 1
18261904 10.1016/j.bmcl.2008.01.056 Beta-secretase 1 1
37837674 10.1016/j.ejmech.2023.115832 Unchecked 1
17432843 10.1021/jm061338s Cathepsin D 1
23993670 10.1016/j.bmc.2013.08.016 Renin 1
23993670 10.1016/j.bmc.2013.08.016 Cathepsin D 1

Data from ChEMBL 36 via Core Engine