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Compound Detail

CHEMBL3683258

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CN[C@@H]1CC2OC([C@@H]1OC)n1c3ccccc3c3c4c(c5c6ccccc6n2c5c31)C(=O)NC4

Basic Information

ChEMBL ID CHEMBL3683258
Phase Preclinical
Structure Type MOL
InChI Key YISMQBFJYDFMAL-AESIHLKFSA-N
37
Targets
62
Activities
1
Assay Types
0
PK Parameters
0
Publications
0
Known Names

Molecular Properties

452.5
MW (Da)
4.18
ALogP
6
HBA
2
HBD
69.5
PSA (Ų)
0.42
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C27H24N4O3
MW 452.51
Aromatic Rings 5
Heavy Atoms 34
NP-Likeness 0.95

Activity Summary

IC50 62 meas. best 10.72

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Tyrosine-protein kinase JAK3
CHEMBL2148
IC50 10.72 10.72 0.0 1
Mast/stem cell growth factor receptor Kit
CHEMBL1936
IC50 9.74 9.74 0.2 2
Ribosomal protein S6 kinase alpha-1
CHEMBL2553
IC50 9.72 9.72 0.2 1
Tyrosine-protein kinase JAK2
CHEMBL2971
IC50 9.71 9.485 0.2 2
Receptor-type tyrosine-protein kinase FLT3
CHEMBL1974
IC50 9.49 9.018 0.3 5
Tyrosine-protein kinase JAK1
CHEMBL2835
IC50 9.44 9.105 0.4 2
Serine/threonine-protein kinase pim-3
CHEMBL5407
IC50 9.24 9.24 0.6 1
Cyclin-dependent kinase 7/ cyclin H
CHEMBL2111288
IC50 9.21 8.3233 0.6 3
Calcium/calmodulin-dependent protein kinase type II subunit gamma
CHEMBL3829
IC50 9.15 9.15 0.7 1
Interleukin-1 receptor-associated kinase 4
CHEMBL3778
IC50 9.09 7.805 0.8 2
Tyrosine-protein kinase Lck
CHEMBL258
IC50 8.66 8.05 2.2 3
Platelet-derived growth factor receptor beta
CHEMBL1913
IC50 8.57 8.51 2.7 2
Proto-oncogene tyrosine-protein kinase Src
CHEMBL267
IC50 8.44 8.42 3.6 2
Cyclin-dependent kinase 2/cyclin E1
CHEMBL1907605
IC50 8.41 8.41 3.9 1
Cyclin-dependent kinase 4/cyclin D1
CHEMBL1907601
IC50 8.39 8.39 4.1 1
Tyrosine-protein kinase BTK
CHEMBL5251
IC50 8.3 8.3 5.0 1
Mitogen-activated protein kinase kinase kinase 5
CHEMBL5285
IC50 8.2 8.2 6.3 2
Tyrosine-protein kinase Blk
CHEMBL2250
IC50 8.13 7.555 7.4 2
Fibroblast growth factor receptor 1
CHEMBL3650
IC50 8.1 8.1 8.0 1
CDK6/cyclin D1
CHEMBL2111455
IC50 7.97 7.97 10.8 1
SRSF protein kinase 1
CHEMBL4375
IC50 7.85 7.665 14.0 2
Fibroblast growth factor receptor 3
CHEMBL2742
IC50 7.81 7.81 15.6 1
Interleukin-1 receptor-associated kinase 1
CHEMBL3357
IC50 7.65 6.68 22.6 2
Tyrosine-protein kinase Lyn
CHEMBL3905
IC50 7.61 7.61 24.3 1
Tyrosine-protein kinase ABL1
CHEMBL1862
IC50 7.43 6.835 37.3 6
Vascular endothelial growth factor receptor 2
CHEMBL279
IC50 7.4 7.4 39.5 1
Receptor tyrosine-protein kinase erbB-2
CHEMBL1824
IC50 7.2 7.2 63.0 1
Tyrosine-protein kinase ZAP-70
CHEMBL2803
IC50 7.06 7.06 87.5 1
Serine/threonine-protein kinase Nek1
CHEMBL5855
IC50 6.82 6.59 150.4 2
Protein kinase C zeta type
CHEMBL3438
IC50 6.69 6.69 204.2 1
Cyclin-dependent kinase 6
CHEMBL2508
IC50 6.62 6.62 242.6 1
Angiopoietin-1 receptor
CHEMBL4128
IC50 6.14 6.14 719.8 1
Serine/threonine-protein kinase PLK2
CHEMBL5938
IC50 6.09 6.09 813.0 1
Proto-oncogene tyrosine-protein kinase receptor Ret
CHEMBL2041
IC50 5.89 5.89 1280.0 1
Macrophage-stimulating protein receptor
CHEMBL2689
IC50 5.75 5.75 1791.0 1
Serine/threonine-protein kinase PLK1
CHEMBL3024
IC50 5.43 5.43 3673.0 1
Serine/threonine-protein kinase WNK2
CHEMBL5639
IC50 5.09 5.09 8086.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Tyrosine-protein kinase JAK3 IC50 = 0.0192 nM 10.72 Enzymatic Assay: Briefly, specific kinase/substrate pairs along with required co... -
Mast/stem cell growth factor receptor Kit IC50 = 0.18 nM 9.74 Kinase Inhibition Assay: The compound of Example 39, 2-(1H-indol-5-ylamino)-6-(2... -
Mast/stem cell growth factor receptor Kit IC50 = 0.18 nM 9.74 Kinase Inhibition Assay: The compound of Example 39, 2-(1H-indol-5-ylamino)-6-(2... -
Ribosomal protein S6 kinase alpha-1 IC50 = 0.19 nM 9.72 Kinase Inhibition Assay: The compound of Example 39, 2-(1H-indol-5-ylamino)-6-(2... -
Tyrosine-protein kinase JAK2 IC50 = 0.196 nM 9.71 Enzymatic Assay: Briefly, specific kinase/substrate pairs along with required co... -
Receptor-type tyrosine-protein kinase FLT3 IC50 = 0.32 nM 9.49 Kinase Inhibition Assay: The compound of Example 39, 2-(1H-indol-5-ylamino)-6-(2... -
Receptor-type tyrosine-protein kinase FLT3 IC50 = 0.32 nM 9.49 Kinase Inhibition Assay: The compound of Example 39, 2-(1H-indol-5-ylamino)-6-(2... -
Receptor-type tyrosine-protein kinase FLT3 IC50 = 0.356 nM 9.45 IC50 Kinase Assays: Table 8-10: Compounds were tested in 10-dose IC50 mode with ... -
Tyrosine-protein kinase JAK1 IC50 = 0.365 nM 9.44 Enzymatic Assay: Briefly, specific kinase/substrate pairs along with required co... -
Tyrosine-protein kinase JAK2 IC50 = 0.55 nM 9.26 Kinase Inhibition Assay: The compound of Example 39, 2-(1H-indol-5-ylamino)-6-(2... -
Serine/threonine-protein kinase pim-3 IC50 = 0.57 nM 9.24 Kinase Inhibition Assay: The compound of Example 39, 2-(1H-indol-5-ylamino)-6-(2... -
Cyclin-dependent kinase 7/ cyclin H IC50 = 0.623 nM 9.21 Kinase Assay: Table 7 For most assays, kinase-tagged T7 phage strains were prepa... -
Calcium/calmodulin-dependent protein kinase type II subunit gamma IC50 = 0.7 nM 9.15 Kinase Inhibition Assay: The compound of Example 39, 2-(1H-indol-5-ylamino)-6-(2... -
Interleukin-1 receptor-associated kinase 4 IC50 = 0.808 nM 9.09 IC50 Kinase Assays: Table 8-10: Compounds were tested in 10-dose IC50 mode with ... -
Cyclin-dependent kinase 7/ cyclin H IC50 = 0.996 nM 9.0 Kinase Assay: Table 7 For most assays, kinase-tagged T7 phage strains were prepa... -
Tyrosine-protein kinase JAK1 IC50 = 1.7 nM 8.77 Kinase Inhibition Assay: The compound of Example 39, 2-(1H-indol-5-ylamino)-6-(2... -
Tyrosine-protein kinase Lck IC50 = 2.21 nM 8.66 Kinase Inhibition Assay: The compound of Example 39, 2-(1H-indol-5-ylamino)-6-(2... -
Tyrosine-protein kinase Lck IC50 = 2.21 nM 8.66 Kinase Inhibition Assay: The compound of Example 39, 2-(1H-indol-5-ylamino)-6-(2... -
Platelet-derived growth factor receptor beta IC50 = 2.67 nM 8.57 IC50 Kinase Assays: Table 8-10: Compounds were tested in 10-dose IC50 mode with ... -
Platelet-derived growth factor receptor beta IC50 = 3.57 nM 8.45 IC50 Kinase Assays: Table 8-10: Compounds were tested in 10-dose IC50 mode with ... -

Data from ChEMBL 36 via Core Engine