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Compound Detail

CHEMBL386760

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COc1ccc(N(C(=O)Oc2c(C)cccc2C)c2ccnc(Nc3cc(OC)c(OCCCN4CCN(C)CC4)c(OC)c3)n2)c(OC)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL386760
Phase Preclinical
Structure Type MOL
InChI Key VSJXTUFWPAOYLC-UHFFFAOYSA-N
15
Targets
18
Activities
1
Assay Types
7
PK Parameters
20
Publications
0
Known Names

Molecular Properties

686.8
MW (Da)
6.22
ALogP
12
HBA
1
HBD
120.0
PSA (Ų)
0.15
QED
3
Ro5 Violations
14
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C37H46N6O7
MW 686.81
Aromatic Rings 4
Heavy Atoms 50
NP-Likeness -1.02

Activity Summary

IC50 18 meas. best 9.22

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Tyrosine-protein kinase Lck
CHEMBL258
 IC50 9.22 9.22 0.6 1
Proto-oncogene tyrosine-protein kinase Src
CHEMBL267
 IC50 9.0 9.0 1.0 1
T-cell
CHEMBL614309
 IC50 7.21 6.345 61.0 4
Tyrosine-protein kinase BTK
CHEMBL5251
 IC50 7.0 7.0 100.0 1
Fibroblast growth factor receptor 1
CHEMBL3650
 IC50 6.96 6.96 110.0 1
Vascular endothelial growth factor receptor 2
CHEMBL279
 IC50 6.85 6.85 140.0 1
Tyrosine-protein kinase SYK
CHEMBL2599
 IC50 6.7 6.7 200.0 1
Angiopoietin-1 receptor
CHEMBL4128
 IC50 6.7 6.7 200.0 1
Tyrosine-protein kinase JAK2
CHEMBL2971
 IC50 6.62 6.62 240.0 1
Tyrosine-protein kinase ZAP-70
CHEMBL2803
 IC50 6.43 6.43 370.0 1
Mitogen-activated protein kinase 14
CHEMBL260
 IC50 6.28 6.28 530.0 1
Tyrosine-protein kinase JAK3
CHEMBL2148
 IC50 5.92 5.92 1200.0 1
Jurkat
CHEMBL397
 IC50 5.77 5.77 1700.0 1
Hepatocyte growth factor receptor
CHEMBL3717
 IC50 5.62 5.62 2400.0 1
Homo sapiens
CHEMBL372
 IC50 5.52 5.52 3000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 175.0 ng.hr.mL-1 Rattus norvegicus
AUC 568.0 ng.hr.mL-1 Rattus norvegicus
CL 30.5 mL.min-1.kg-1 Rattus norvegicus
Cmax 32.03 nM Rattus norvegicus
F 6.0 % Rattus norvegicus
T1/2 4.6 hr Rattus norvegicus
Tmax 4.0 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Tyrosine-protein kinase Lck IC50 = 0.6 nM 9.22 Inhibition of Lck in presence of 0.5 uM ATP by HTRF kinase assay 16884310
Proto-oncogene tyrosine-protein kinase Src IC50 = 1.0 nM 9.0 Inhibition of Src 16884310
T-cell IC50 = 61.0 nM 7.21 Inhibition of anti-CD3/CD28-induced IL2 secretion in human T cells 16884310
Tyrosine-protein kinase BTK IC50 = 100.0 nM 7.0 Inhibition of Btk 16884310
Fibroblast growth factor receptor 1 IC50 = 110.0 nM 6.96 Inhibition of FGF1R 16884310
Vascular endothelial growth factor receptor 2 IC50 = 140.0 nM 6.85 Inhibition of KDR 16884310
Tyrosine-protein kinase SYK IC50 = 200.0 nM 6.7 Inhibition of Syk 16884310
Angiopoietin-1 receptor IC50 = 200.0 nM 6.7 Inhibition of Tie2 16884310
Tyrosine-protein kinase JAK2 IC50 = 240.0 nM 6.62 Inhibition of JAK2 16884310
Tyrosine-protein kinase ZAP-70 IC50 = 370.0 nM 6.43 Inhibition of ZAP70 16884310
T-cell IC50 = 490.0 nM 6.31 Inhibition of anti-CD3/CD28-induced T cell proliferation 16884310
Mitogen-activated protein kinase 14 IC50 = 530.0 nM 6.28 Inhibition of p38alpha 16884310
T-cell IC50 = 780.0 nM 6.11 Inhibition of T cell receptor zeta chain phosphorylation 16884310
Tyrosine-protein kinase JAK3 IC50 = 1200.0 nM 5.92 Inhibition of JAK3 16884310
Jurkat IC50 = 1700.0 nM 5.77 Antiproliferative activity against Jurkat cells 16884310
T-cell IC50 = 1800.0 nM 5.75 Inhibition of anti-CD3/CD28-induced IL2 secretion in T cells stimulated with pho... 16884310
Hepatocyte growth factor receptor IC50 = 2400.0 nM 5.62 Inhibition of cMet 16884310
Homo sapiens IC50 = 3000.0 nM 5.52 Inhibition of anti-CD3/CD28-induced IL2 secretion in human whole blood T cell 16884310

Literature References

PubMed DOI Target Context # Activities
16884310 10.1021/jm060435i Unchecked 13
16884310 10.1021/jm060435i Rattus norvegicus 8
16884310 10.1021/jm060435i T-cell 4
16884310 10.1021/jm060435i Mus musculus 3
16884310 10.1021/jm060435i Plasma 2
16884310 10.1021/jm060435i Tyrosine-protein kinase Lck 1
16884310 10.1021/jm060435i Vascular endothelial growth factor receptor 2 1
16884310 10.1021/jm060435i Tyrosine-protein kinase BTK 1
16884310 10.1021/jm060435i Cyclin-dependent kinase 2 1
16884310 10.1021/jm060435i Hepatocyte growth factor receptor 1
16884310 10.1021/jm060435i Fibroblast growth factor receptor 1 1
16884310 10.1021/jm060435i Insulin-like growth factor 1 receptor 1
16884310 10.1021/jm060435i Tyrosine-protein kinase JAK2 1
16884310 10.1021/jm060435i Tyrosine-protein kinase JAK3 1
16884310 10.1021/jm060435i Mitogen-activated protein kinase 10 1
16884310 10.1021/jm060435i Protein kinase C theta type 1
16884310 10.1021/jm060435i Angiopoietin-1 receptor 1
16884310 10.1021/jm060435i Tyrosine-protein kinase ZAP-70 1
16884310 10.1021/jm060435i Tyrosine-protein kinase SYK 1
16884310 10.1021/jm060435i Homo sapiens 1

Data from ChEMBL 36 via Core Engine