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Compound Detail

CHEMBL416056

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COC(=O)[C@]1(O)C[C@@H]2O[C@@]1(C)n1c3ccccc3c3c4c(c5c6ccccc6n2c5c31)C(=O)NC4

Basic Information

ChEMBL ID CHEMBL416056
Phase Preclinical
Structure Type MOL
InChI Key KOZFSFOOLUUIGY-IYYJOCMQSA-N

Known Names

(+)-K-252A
14
Targets
17
Activities
2
Assay Types
0
PK Parameters
20
Publications
1
Known Names

Molecular Properties

467.5
MW (Da)
3.66
ALogP
7
HBA
2
HBD
94.7
PSA (Ų)
0.37
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C27H21N3O5
MW 467.48
Aromatic Rings 5
Heavy Atoms 35
NP-Likeness 1.03

Activity Summary

IC50 12 meas. best 8.52
Ki 5 meas. best 8.74

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Calcium/calmodulin-dependent protein kinase kinase 2
CHEMBL5284
Ki 8.74 8.74 1.8 1
Unchecked
CHEMBL612545
IC50 8.52 8.52 3.0 1
Mitogen-activated protein kinase kinase kinase 11
CHEMBL2708
IC50 7.89 7.89 13.0 1
High affinity nerve growth factor receptor
CHEMBL2815
IC50 7.89 7.89 13.0 1
Myosin light chain kinase, smooth muscle
CHEMBL2428
Ki 7.77 7.77 17.0 1
Unchecked
CHEMBL612545
Ki 7.75 7.6833 18.0 3
Mitogen-activated protein kinase kinase kinase 9
CHEMBL2872
IC50 7.66 7.66 22.0 1
Cyclin-dependent kinase 4/cyclin D1
CHEMBL1907601
IC50 7.52 7.52 30.0 1
Vascular endothelial growth factor receptor 2
CHEMBL279
IC50 7.37 7.37 43.0 1
Mitogen-activated protein kinase kinase kinase 10
CHEMBL2873
IC50 7.35 7.35 45.0 1
HCT-116
CHEMBL394
IC50 6.8 6.8 160.0 1
NCI-H460
CHEMBL396
IC50 6.62 6.62 240.0 1
Protein kinase C (PKC)
CHEMBL2093867
IC50 6.6 6.6 250.0 1
Cyclin-dependent kinase 2/cyclin E
CHEMBL2094126
IC50 6.58 6.58 260.0 1
Death-associated protein kinase 3
CHEMBL2468
IC50 6.44 6.44 360.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Calcium/calmodulin-dependent protein kinase kinase 2 Ki = 1.8 nM 8.74 Inhibition of CaM-KKbeta 18077363
Unchecked IC50 = 3.0 nM 8.52 Inhibition of tyrosine kinase 18077363
Mitogen-activated protein kinase kinase kinase 11 IC50 = 13.0 nM 7.89 Inhibition of GST-MLK3 expressed in baculovirus 17266195
High affinity nerve growth factor receptor IC50 = 13.0 nM 7.89 Inhibition of TrkA 17266195
Myosin light chain kinase, smooth muscle Ki = 17.0 nM 7.77 Inhibition of human myosin light chain kinase 18077363
Unchecked Ki = 18.0 nM 7.75 Inhibition of PKA 18077363
Unchecked Ki = 20.0 nM 7.7 Inhibition of PKG 18077363
Mitogen-activated protein kinase kinase kinase 9 IC50 = 22.0 nM 7.66 Inhibition of GST-MLK1 expressed in baculovirus 17266195
Unchecked Ki = 25.0 nM 7.6 Inhibition of PKC 18077363
Cyclin-dependent kinase 4/cyclin D1 IC50 = 30.0 nM 7.52 Inhibitory activity against Cyclin D1-cyclin-dependent kinase 4 by measuring pho... 14552792
Vascular endothelial growth factor receptor 2 IC50 = 43.0 nM 7.37 Inhibition of VEGFR2 17266195
Mitogen-activated protein kinase kinase kinase 10 IC50 = 45.0 nM 7.35 Inhibition of GST-MLK2 17266195
HCT-116 IC50 = 160.0 nM 6.8 In vitro antiproliferative activity against HCT116 ( human colon) cell line. 14552792
NCI-H460 IC50 = 240.0 nM 6.62 In vitro antiproliferative activity against NCI-460 (human lung) cell line. 14552792
Protein kinase C (PKC) IC50 = 250.0 nM 6.6 Inhibition of PKC 17266195
Cyclin-dependent kinase 2/cyclin E IC50 = 260.0 nM 6.58 Inhibitory activity against Cyclin E-cyclin-dependent kinase 2 by measuring phos... 14552792
Death-associated protein kinase 3 IC50 = 360.0 nM 6.44 Inhibition of DLK 17266195

Literature References

PubMed DOI Target Context # Activities
18077363 10.1073/pnas.0708800104 Unchecked 4
18077363 10.1073/pnas.0708800104 Serine/threonine-protein kinase 26 2
18077363 10.1073/pnas.0708800104 Ribosomal protein S6 kinase alpha-3 2
17266195 10.1021/jm051074u Mitogen-activated protein kinase kinase kinase 9 2
18077363 10.1073/pnas.0708800104 Calcium/calmodulin-dependent protein kinase kinase 2 2
17266195 10.1021/jm051074u High affinity nerve growth factor receptor 1
18077363 10.1073/pnas.0708800104 Calcium/calmodulin-dependent protein kinase type 1D 1
18077363 10.1073/pnas.0708800104 5'-AMP-activated protein kinase catalytic subunit alpha-2 1
18077363 10.1073/pnas.0708800104 Serine/threonine-protein kinase 25 1
18077363 10.1073/pnas.0708800104 Myosin light chain kinase, smooth muscle 1
17266195 10.1021/jm051074u Choline O-acetyltransferase 1
17266195 10.1021/jm051074u Vascular endothelial growth factor receptor 2 1
14552792 10.1016/s0960-894x(03)00792-3 Cyclin-dependent kinase 4/cyclin D1 1
17266195 10.1021/jm051074u Protein kinase C (PKC) 1
17266195 10.1021/jm051074u Death-associated protein kinase 3 1
17266195 10.1021/jm051074u Mitogen-activated protein kinase kinase kinase 10 1
17266195 10.1021/jm051074u Mitogen-activated protein kinase kinase kinase 11 1
- 10.1016/0960-894X(95)00188-Y Choline O-acetyltransferase 1
14552792 10.1016/s0960-894x(03)00792-3 NCI-H460 1
14552792 10.1016/s0960-894x(03)00792-3 HCT-116 1

Data from ChEMBL 36 via Core Engine