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Compound Detail

CHEMBL403268

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COc1cccc(CNC[C@@H](O)[C@H](Cc2ccccc2)NC(=O)c2cc(C(=O)N[C@H](C)c3ccccc3)cc(N(C)S(C)(=O)=O)c2)c1

Basic Information

ChEMBL ID CHEMBL403268
Phase Preclinical
Structure Type MOL
InChI Key HIQWWDCRULXYDF-SWROZOJRSA-N
2
Targets
5
Activities
2
Assay Types
0
PK Parameters
7
Publications
0
Known Names

Molecular Properties

658.8
MW (Da)
4.07
ALogP
7
HBA
4
HBD
137.1
PSA (Ų)
0.15
QED
1
Ro5 Violations
15
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C36H42N4O6S
MW 658.82
Aromatic Rings 4
Heavy Atoms 47
NP-Likeness -0.71

Activity Summary

IC50 4 meas. best 9.4
Ki 1 meas. best 8.74

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Beta-secretase 1
CHEMBL4822
IC50 9.4 9.0 0.4 3
Beta-secretase 1
CHEMBL4822
Ki 8.74 8.74 1.8 1
Cytochrome P450 3A4
CHEMBL340
IC50 6.16 6.16 696.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
18180160 10.1016/j.bmcl.2007.12.028 Beta-secretase 1 2
18180160 10.1016/j.bmcl.2007.12.028 Unchecked 2
18180160 10.1016/j.bmcl.2007.12.028 Mus musculus 2
18180160 10.1016/j.bmcl.2007.12.028 Cytochrome P450 3A4 1
22954357 10.1021/jm3008823 Beta-secretase 1 1
23181502 10.1021/jm301630s Brain 1
23993670 10.1016/j.bmc.2013.08.016 Beta-secretase 1 1

Data from ChEMBL 36 via Core Engine