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Compound Detail

CHEMBL1835071

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Cc1ccc(Nc2nc(N[C@@H]3CCOC[C@@H]3N)ncc2C(N)=O)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1835071
Phase Preclinical
Structure Type MOL
InChI Key KBPYMFSSFLOJPH-UONOGXRCSA-N
13
Targets
15
Activities
1
Assay Types
4
PK Parameters
17
Publications
0
Known Names

Molecular Properties

342.4
MW (Da)
1.16
ALogP
7
HBA
4
HBD
128.2
PSA (Ų)
0.64
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 C17H22N6O2
MW 342.40
Aromatic Rings 2
Heavy Atoms 25
NP-Likeness -0.94

Activity Summary

IC50 15 meas. best 7.5

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Tyrosine-protein kinase SYK
CHEMBL2599
 IC50 7.5 7.45 31.6 2
Tyrosine-protein kinase receptor TYRO3
CHEMBL5314
 IC50 7.4 7.4 40.0 1
Mitogen-activated protein kinase; ERK1/ERK2
CHEMBL1907606
 IC50 7.1 7.1 79.4 1
B cell
CHEMBL5314312
 IC50 6.6 6.6 251.2 1
Tyrosine-protein kinase JAK1
CHEMBL2835
 IC50 5.8 5.8 1584.9 1
Tyrosine-protein kinase JAK2
CHEMBL2971
 IC50 5.8 5.8 1584.9 1
Tyrosine-protein kinase JAK3
CHEMBL2148
 IC50 5.7 5.7 1995.3 1
Tyrosine-protein kinase Lyn
CHEMBL3905
 IC50 5.4 5.4 3981.1 1
Tyrosine-protein kinase Lck
CHEMBL258
 IC50 5.3 5.3 5011.9 1
Aurora kinase B
CHEMBL2185
 IC50 4.8 4.75 15848.9 2
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 4.7 4.7 19952.6 1
Tyrosine-protein kinase ZAP-70
CHEMBL2803
 IC50 4.7 4.7 19952.6 1
Unchecked
CHEMBL612545
 IC50 4.7 4.7 20000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 16.0 mL.min-1.kg-1 Rattus norvegicus
F 30.0 % Rattus norvegicus
Fu 0.13 - Homo sapiens
T1/2 4.2 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Tyrosine-protein kinase SYK IC50 = 31.62 nM 7.5 Inhibition of human full-length recombinant 6His-SYK assessed as phosphorylation... 21903390
Tyrosine-protein kinase receptor TYRO3 IC50 = 40.0 nM 7.4 Syk Enzyme Assay: Syk was pre-activated at room temperature for 30 mins in the p... -
Tyrosine-protein kinase SYK IC50 = 40.0 nM 7.4 Syk Enzyme Assay: Syk was pre-activated at room temperature for 30 mins in the p... -
Mitogen-activated protein kinase; ERK1/ERK2 IC50 = 79.43 nM 7.1 Inhibition of Erk1/2 phosphorylation expressed in ramos cells after 30 mins by M... 21903390
B cell IC50 = 251.19 nM 6.6 Immunomodulatory activity in human primary B cells assessed as induction of CD69... 21903390
Tyrosine-protein kinase JAK1 IC50 = 1584.89 nM 5.8 Inhibition of JAK1 21903390
Tyrosine-protein kinase JAK2 IC50 = 1584.89 nM 5.8 Inhibition of JAK2 21903390
Tyrosine-protein kinase JAK3 IC50 = 1995.26 nM 5.7 Inhibition of JAK3 21903390
Tyrosine-protein kinase Lyn IC50 = 3981.07 nM 5.4 Inhibition of LYN 21903390
Tyrosine-protein kinase Lck IC50 = 5011.87 nM 5.3 Inhibition of LCK 21903390
Aurora kinase B IC50 = 15848.93 nM 4.8 Inhibition of human recombinant Flag-6His-Thr-tagged Aurora B assessed as phosph... 21903390
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 19952.62 nM 4.7 Inhibition of human ERG expressed in CHO-K1 cells after 2 hrs by Cy3b-Dofetilide... 21903390
Tyrosine-protein kinase ZAP-70 IC50 = 19952.62 nM 4.7 Inhibition of ZAP70 21903390
Aurora kinase B IC50 = 20000.0 nM 4.7 Aurora B Enzyme Assay: Aurora B (2 μM) was preactivated by equivalent concentrat... -
Unchecked IC50 = 20000.0 nM 4.7 Aurora B Enzyme Assay: Aurora B (2 μM) was preactivated by equivalent concentrat... -

Literature References

PubMed DOI Target Context # Activities
21903390 10.1016/j.bmcl.2011.07.082 Rattus norvegicus 7
21903390 10.1016/j.bmcl.2011.07.082 Unchecked 7
21903390 10.1016/j.bmcl.2011.07.082 No relevant target 2
21903390 10.1016/j.bmcl.2011.07.082 Tyrosine-protein kinase Lck 1
24520947 10.1021/jm401982j Salmonella typhi 1
21903390 10.1016/j.bmcl.2011.07.082 Blood 1
21903390 10.1016/j.bmcl.2011.07.082 Salmonella typhimurium 1
21903390 10.1016/j.bmcl.2011.07.082 Tyrosine-protein kinase JAK3 1
21903390 10.1016/j.bmcl.2011.07.082 Tyrosine-protein kinase JAK2 1
21903390 10.1016/j.bmcl.2011.07.082 Tyrosine-protein kinase JAK1 1
21903390 10.1016/j.bmcl.2011.07.082 Tyrosine-protein kinase Lyn 1
21903390 10.1016/j.bmcl.2011.07.082 Tyrosine-protein kinase SYK 1
21903390 10.1016/j.bmcl.2011.07.082 Tyrosine-protein kinase ZAP-70 1
21903390 10.1016/j.bmcl.2011.07.082 B cell 1
21903390 10.1016/j.bmcl.2011.07.082 Mitogen-activated protein kinase; ERK1/ERK2 1
21903390 10.1016/j.bmcl.2011.07.082 Voltage-gated inwardly rectifying potassium channel KCNH2 1
21903390 10.1016/j.bmcl.2011.07.082 Aurora kinase B 1

Data from ChEMBL 36 via Core Engine