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Compound Detail

CHEMBL5570377

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O=C(NCC(F)(F)F)c1cc(-c2cnc3[nH]c(C4=CCCNC4)cc3c2)cs1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5570377
Phase Preclinical
Structure Type MOL
InChI Key BEWNDCDAXDFYBH-UHFFFAOYSA-N
6
Targets
12
Activities
3
Assay Types
18
PK Parameters
15
Publications
0
Known Names

Molecular Properties

406.4
MW (Da)
3.96
ALogP
4
HBA
3
HBD
69.8
PSA (Ų)
0.61
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H17F3N4OS
MW 406.43
Aromatic Rings 3
Heavy Atoms 28
NP-Likeness -1.07

Activity Summary

EC50 7 meas. best 8.7
IC50 4 meas. best 8.8
Kd 1 meas. best 8.82

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Serine/threonine-protein kinase ULK1
CHEMBL6006
 Kd 8.82 8.82 1.5 1
Serine/threonine-protein kinase ULK1
CHEMBL6006
 IC50 8.8 8.5 1.6 3
Serine/threonine-protein kinase ULK2
CHEMBL5435
 EC50 8.7 8.7 2.0 1
Serine/threonine-protein kinase ULK1
CHEMBL6006
 EC50 8.3 8.3 5.0 1
NCI-H2030
CHEMBL1075530
 EC50 7.44 7.38 36.0 2
Proto-oncogene tyrosine-protein kinase receptor Ret
CHEMBL2041
 EC50 6.7 6.7 199.5 1
NCI-H2030
CHEMBL1075530
 IC50 5.5 5.5 3200.0 1
Aurora kinase B
CHEMBL2185
 EC50 5.5 5.5 3162.3 1
Receptor-type tyrosine-protein kinase FLT3
CHEMBL1974
 EC50 5.3 5.3 5011.9 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 248.33 ng.hr.mL-1 Mus musculus
AUC 0.61 uM.hr Mus musculus
AUC 22.17 ng.hr.mL-1 Mus musculus
AUC 0.05 uM.hr Mus musculus
AUC 5759.95 ng.hr.mL-1 Mus musculus
AUC 14.2 uM.hr Mus musculus
CL 8.0 mL.min-1.g-1 Homo sapiens
CL 10.0 mL.min-1.g-1 Mus musculus
Cmax 0.583 ug.mL-1 Mus musculus
Cmax 1430.0 nM Mus musculus
Cmax 0.0136 ug.mL-1 Mus musculus
Cmax 30.0 nM Mus musculus
Cmax 1.667 ug.mL-1 Mus musculus
Cmax 4100.0 nM Mus musculus
F 1.0 % Mus musculus
T1/2 1.1 hr Mus musculus
T1/2 0.8 hr Mus musculus
T1/2 4.3 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Serine/threonine-protein kinase ULK1 Kd = 1.5 nM 8.82 Binding affinity to 6His/GFP-tagged ULK1 kinase domain (1 to 283 residues) (unkn... 38232465
Serine/threonine-protein kinase ULK1 IC50 = 1.585 nM 8.8 Binding affinity to GST tagged ULK1 kinase domain (1 to 283 residues) (unknown o... 38232465
Serine/threonine-protein kinase ULK2 EC50 = 1.995 nM 8.7 Binding affinity to human ULK2 assessed as target engagement by cell-based NanoB... 38232465
Serine/threonine-protein kinase ULK1 IC50 = 1.995 nM 8.7 Inhibition of ULK1 kinase domain (1 to 283 residues) (unknown origin) expressed ... 38232465
Serine/threonine-protein kinase ULK1 EC50 = 5.012 nM 8.3 Binding affinity to human ULK1 assessed as target engagement by cell-based NanoB... 38232465
Serine/threonine-protein kinase ULK1 IC50 = 10.0 nM 8.0 Inhibition of NanoLuc fused ULK1 (unknown origin) transfected in NCI-H2030 cells... 38232465
NCI-H2030 EC50 = 36.0 nM 7.44 Inhibition of autophagy in human NCI-H2030 cells assessed as inhibition of ATG13... 38232465
NCI-H2030 EC50 = 48.0 nM 7.32 Inhibition of autophagy in trametinib treated human NCI-H2030 cells assessed as ... 38232465
Proto-oncogene tyrosine-protein kinase receptor Ret EC50 = 199.53 nM 6.7 Binding affinity to human RET assessed as target engagement by cell-based NanoBR... 38232465
Aurora kinase B EC50 = 3162.28 nM 5.5 Binding affinity to human AURKB assessed as target engagement by cell-based Nano... 38232465
NCI-H2030 IC50 = 3200.0 nM 5.5 Antiproliferative activity against human NCI-H2030 cells harboring KRAS G12C mut... 38232465
Receptor-type tyrosine-protein kinase FLT3 EC50 = 5011.87 nM 5.3 Binding affinity to human FLT3 assessed as target engagement by cell-based NanoB... 38232465

Literature References

PubMed DOI Target Context # Activities
38232465 10.1016/j.ejmech.2023.116101 ADMET 21
38232465 10.1016/j.ejmech.2023.116101 NCI-H2030 11
38232465 10.1016/j.ejmech.2023.116101 Serine/threonine-protein kinase ULK1 6
38232465 10.1016/j.ejmech.2023.116101 No relevant target 2
38232465 10.1016/j.ejmech.2023.116101 Cytochrome P450 1A2 2
38232465 10.1016/j.ejmech.2023.116101 Cytochrome P450 2C9 2
38232465 10.1016/j.ejmech.2023.116101 Cytochrome P450 2D6 2
38232465 10.1016/j.ejmech.2023.116101 Cytochrome P450 3A4 2
38232465 10.1016/j.ejmech.2023.116101 Serine/threonine-protein kinase ULK2 2
38232465 10.1016/j.ejmech.2023.116101 Voltage-gated inwardly rectifying potassium channel KCNH2 1
38232465 10.1016/j.ejmech.2023.116101 Cyclin-dependent kinase 7 1
38232465 10.1016/j.ejmech.2023.116101 Tyrosine-protein kinase ABL1 1
38232465 10.1016/j.ejmech.2023.116101 Aurora kinase B 1
38232465 10.1016/j.ejmech.2023.116101 Proto-oncogene tyrosine-protein kinase receptor Ret 1
38232465 10.1016/j.ejmech.2023.116101 Receptor-type tyrosine-protein kinase FLT3 1

Data from ChEMBL 36 via Core Engine