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

CHEMBL4065365

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
COc1ccc2c(c1)/C(=C1/Nc3ccccc3/C1=N\OCC(O)CO)C(=O)N2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4065365
Phase Preclinical
Structure Type MOL
InChI Key GIEDBGFYGHINFT-LCLDVOFVSA-N
12
Targets
18
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

381.4
MW (Da)
1.56
ALogP
7
HBA
4
HBD
112.4
PSA (Ų)
0.46
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H19N3O5
MW 381.39
Aromatic Rings 2
Heavy Atoms 28
NP-Likeness 0.21

Activity Summary

IC50 18 meas. best 9.15

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Non-receptor tyrosine-protein kinase TYK2
CHEMBL3553
 IC50 9.15 8.56 0.7 2
Proto-oncogene tyrosine-protein kinase Src
CHEMBL267
 IC50 7.98 7.975 10.4 2
Tyrosine-protein kinase JAK1
CHEMBL2835
 IC50 7.98 7.975 10.4 2
Tyrosine-protein kinase JAK2
CHEMBL2971
 IC50 7.97 7.55 10.7 2
Tyrosine-protein kinase HCK
CHEMBL3234
 IC50 7.97 7.97 10.7 1
Tyrosine-protein kinase Lyn
CHEMBL3905
 IC50 7.97 7.97 10.7 1
Cyclin-dependent kinase 2/cyclin E1
CHEMBL1907605
 IC50 7.37 7.37 43.0 1
MCF7
CHEMBL387
 IC50 6.52 6.52 300.0 1
Unchecked
CHEMBL612545
 IC50 6.28 6.28 530.0 1
MIA PaCa-2
CHEMBL614725
 IC50 6.17 6.145 680.0 2
PANC-1
CHEMBL614139
 IC50 6.12 6.12 760.0 2
BXPC-3
CHEMBL614530
 IC50 6.12 6.12 760.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Non-receptor tyrosine-protein kinase TYK2 IC50 = 0.7 nM 9.15 Inhibition of recombinant TYK2 (unknown origin) incubated for 120 mins in presen... 35749986
Proto-oncogene tyrosine-protein kinase Src IC50 = 10.4 nM 7.98 Inhibition of recombinant c-Src (unknown origin) incubated for 120 mins in prese... 35749986
Tyrosine-protein kinase JAK1 IC50 = 10.4 nM 7.98 Inhibition of recombinant JAK1 (unknown origin) incubated for 120 mins in presen... 35749986
Tyrosine-protein kinase JAK1 IC50 = 10.7 nM 7.97 Inhibition of recombinant JAK1 (unknown origin) 34161865
Tyrosine-protein kinase JAK2 IC50 = 10.7 nM 7.97 Inhibition of recombinant JAK2 (unknown origin) 34161865
Non-receptor tyrosine-protein kinase TYK2 IC50 = 10.7 nM 7.97 Inhibition of recombinant Tyk2 (unknown origin) 34161865
Proto-oncogene tyrosine-protein kinase Src IC50 = 10.7 nM 7.97 Inhibition of recombinant c-Src (unknown origin) 34161865
Tyrosine-protein kinase Lyn IC50 = 10.7 nM 7.97 Inhibition of recombinant Lyn (unknown origin) 34161865
Tyrosine-protein kinase HCK IC50 = 10.7 nM 7.97 Inhibition of recombinant Hck (unknown origin) 34161865
Cyclin-dependent kinase 2/cyclin E1 IC50 = 43.0 nM 7.37 Inhibition of full length human C-terminal His6-tagged CDK2/N-terminal GST-tagge... 28557430
Tyrosine-protein kinase JAK2 IC50 = 74.1 nM 7.13 Inhibition of recombinant JAK2 (unknown origin) incubated for 120 mins in presen... 35749986
MCF7 IC50 = 300.0 nM 6.52 Antiproliferative activity against human MCF7 cells after 3 days by SRB assay 28557430
Unchecked IC50 = 530.0 nM 6.28 Antiproliferative activity against human LXFL 529L cells after 3 days by SRB ass... 28557430
MIA PaCa-2 IC50 = 680.0 nM 6.17 Antiproliferative activity against human MIA PaCa-2 cells assessed as inhibition... 35749986
PANC-1 IC50 = 760.0 nM 6.12 Antiproliferative activity against human PANC-1 cells assessed as cell growth in... 34161865
MIA PaCa-2 IC50 = 760.0 nM 6.12 Antiproliferative activity against human MIA PaCa-2 cells assessed as cell growt... 34161865
BXPC-3 IC50 = 760.0 nM 6.12 Antiproliferative activity against human BXPC-3 cells assessed as cell growth in... 34161865
PANC-1 IC50 = 760.0 nM 6.12 Antiproliferative activity against human PANC-1 cells assessed as inhibition of ... 35749986

Literature References

PubMed DOI Target Context # Activities
34161865 10.1016/j.ejmech.2021.113652 Non-receptor tyrosine-protein kinase TYK2 1
35749986 10.1016/j.ejmech.2022.114551 MIA PaCa-2 1
35749986 10.1016/j.ejmech.2022.114551 Tyrosine-protein kinase JAK2 1
35749986 10.1016/j.ejmech.2022.114551 Tyrosine-protein kinase JAK1 1
35749986 10.1016/j.ejmech.2022.114551 Proto-oncogene tyrosine-protein kinase Src 1
34161865 10.1016/j.ejmech.2021.113652 BXPC-3 1
34161865 10.1016/j.ejmech.2021.113652 MIA PaCa-2 1
34161865 10.1016/j.ejmech.2021.113652 PANC-1 1
34161865 10.1016/j.ejmech.2021.113652 Tyrosine-protein kinase HCK 1
34161865 10.1016/j.ejmech.2021.113652 Tyrosine-protein kinase Lyn 1
34161865 10.1016/j.ejmech.2021.113652 Proto-oncogene tyrosine-protein kinase Src 1
28557430 10.1021/acs.jmedchem.7b00324 No relevant target 1
34161865 10.1016/j.ejmech.2021.113652 Tyrosine-protein kinase JAK2 1
34161865 10.1016/j.ejmech.2021.113652 Tyrosine-protein kinase JAK1 1
28557430 10.1021/acs.jmedchem.7b00324 Glycogen synthase kinase-3 beta 1
28557430 10.1021/acs.jmedchem.7b00324 CDK6/cyclin D3 1
28557430 10.1021/acs.jmedchem.7b00324 Cyclin-dependent kinase 2/cyclin E1 1
28557430 10.1021/acs.jmedchem.7b00324 CDK2/Cyclin A2 1
28557430 10.1021/acs.jmedchem.7b00324 Cyclin-dependent kinase 1/cyclin B1 1
28557430 10.1021/acs.jmedchem.7b00324 MCF7 1

Data from ChEMBL 36 via Core Engine