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Compound Detail

CHEMBL4452566

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COc1cnc(C(=O)Nc2ccc(F)c([C@]34CN(c5ncc(F)cn5)C[C@H]3CSC(N)=N4)c2)cn1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4452566
Phase Preclinical
Structure Type MOL
InChI Key VQSRKMNBWMHJKY-YTEVENLXSA-N
6
Targets
9
Activities
1
Assay Types
9
PK Parameters
14
Publications
0
Known Names

Molecular Properties

498.5
MW (Da)
2.20
ALogP
10
HBA
2
HBD
131.5
PSA (Ų)
0.54
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H20F2N8O2S
MW 498.52
Aromatic Rings 3
Heavy Atoms 35
NP-Likeness -1.26

Activity Summary

IC50 9 meas. best 10.01

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 IC50 10.01 9.95 0.1 2
Beta-secretase 1
CHEMBL4593
 IC50 9.56 9.56 0.3 1
Beta-secretase 1
CHEMBL4822
 IC50 9.21 9.21 0.6 3
Beta-secretase 2
CHEMBL2525
 IC50 9.06 9.06 0.9 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 5.58 5.58 2600.0 1
Cathepsin D
CHEMBL2581
 IC50 4.19 4.19 65000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 20.0 mL.min-1.kg-1 Rattus norvegicus
CL 5.2 mL.min-1.kg-1 Canis lupus familiaris
CL 26.0 mL.min-1.kg-1 Homo sapiens
F 47.0 % Rattus norvegicus
Fu 0.053 - Homo sapiens
Fu 0.065 - Rattus norvegicus
Fu 0.031 - Mus musculus
Fu 0.026 - Mus musculus
Fu 9e-05 - Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 0.097 nM 10.01 In vivo inhibition of BACE1 in dog assessed as reduction in amyloid-beta level a... 34081466
Unchecked IC50 = 0.13 nM 9.89 In vivo inhibition of BACE1 in human assessed as reduction in CSF amyloid-beta l... 34081466
Beta-secretase 1 IC50 = 0.275 nM 9.56 Inhibition of BACE1 in mouse primary cortical neuron assessed as reduction in Am... 34081466
Beta-secretase 1 IC50 = 0.615 nM 9.21 Inhibition of human BACE1 (1 to 460 residues) expressed in HEK293 cells after 16... 30709653
Beta-secretase 1 IC50 = 0.615 nM 9.21 Inhibition of recombinant human BACE1 using (MCA)-S-E-V-N-L-D-A-E-F-R-K(dinitrop... 34081466
Beta-secretase 1 IC50 = 0.615 nM 9.21 FRET Assay: Serial dilutions of test compounds are prepared as described above. ... -
Beta-secretase 2 IC50 = 0.871 nM 9.06 Inhibition of recombinant human BACE2 using (MCA)-S-E-V-N-L-D-A-E-F-R-K(dinitrop... 34081466
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 2600.0 nM 5.58 Inhibition of human ERG 34081466
Cathepsin D IC50 = 65000.0 nM 4.19 Inhibition of human Cathepsin D by FRET assay 34081466

Literature References

PubMed DOI Target Context # Activities
34081466 10.1021/acs.jmedchem.1c00489 ADMET 18
34081466 10.1021/acs.jmedchem.1c00489 Homo sapiens 6
30709653 10.1016/j.bmcl.2018.12.049 Homo sapiens 3
34081466 10.1021/acs.jmedchem.1c00489 Unchecked 3
34081466 10.1021/acs.jmedchem.1c00489 No relevant target 2
34081466 10.1021/acs.jmedchem.1c00489 Beta-secretase 1 2
30709653 10.1016/j.bmcl.2018.12.049 Beta-secretase 1 1
34081466 10.1021/acs.jmedchem.1c00489 Cathepsin D 1
34081466 10.1021/acs.jmedchem.1c00489 ATP-dependent translocase ABCB1 1
34081466 10.1021/acs.jmedchem.1c00489 Beta-secretase 2 1
34081466 10.1021/acs.jmedchem.1c00489 Cytochrome P450 2C9 1
34081466 10.1021/acs.jmedchem.1c00489 Cytochrome P450 2D6 1
34081466 10.1021/acs.jmedchem.1c00489 Cytochrome P450 3A4 1
34081466 10.1021/acs.jmedchem.1c00489 Voltage-gated inwardly rectifying potassium channel KCNH2 1

Data from ChEMBL 36 via Core Engine