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Compound Detail

CHEMBL4764610

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COc1cc2c(=O)c3c4ccc(C#N)cc4[nH]c3n(C(C)C)c2c(F)c1N1C[C@@H](C)N(C)[C@@H](C)C1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4764610
Phase Preclinical
Structure Type MOL
InChI Key LOONVQWRKJLEEG-IYBDPMFKSA-N
12
Targets
18
Activities
1
Assay Types
14
PK Parameters
17
Publications
0
Known Names

Molecular Properties

475.6
MW (Da)
4.77
ALogP
6
HBA
1
HBD
77.3
PSA (Ų)
0.46
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C27H30FN5O2
MW 475.57
Aromatic Rings 4
Heavy Atoms 35
NP-Likeness -0.49

Activity Summary

IC50 18 meas. best 8.92

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
ALK tyrosine kinase receptor
CHEMBL4247
 IC50 8.92 8.3514 1.2 7
KARPAS-299
CHEMBL2366156
 IC50 8.74 8.74 1.8 1
NCI-H3122
CHEMBL4296475
 IC50 8.52 8.52 3.0 1
Unchecked
CHEMBL612545
 IC50 8.4 8.4 4.0 1
Leukocyte tyrosine kinase receptor
CHEMBL5627
 IC50 8.2 8.2 6.3 1
Tyrosine-protein kinase Mer
CHEMBL5331
 IC50 7.96 7.96 11.0 1
Death-associated protein kinase 2
CHEMBL3123
 IC50 7.66 7.66 22.0 1
Death-associated protein kinase 1
CHEMBL2558
 IC50 7.64 7.64 23.0 1
Dual specificity protein kinase CLK1
CHEMBL4224
 IC50 7.51 7.51 31.0 1
Death-associated protein kinase 3
CHEMBL2468
 IC50 6.58 6.58 260.0 1
Insulin receptor
CHEMBL1981
 IC50 6.02 6.02 950.0 1
Insulin receptor-related protein
CHEMBL5483
 IC50 5.8 5.8 1600.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 458.0 ng.hr.mL-1 Mus musculus
AUC 639.0 ng.hr.mL-1 Rattus norvegicus
AUC 1783.0 ng.hr.mL-1 Mus musculus
AUC 2219.0 ng.hr.mL-1 Rattus norvegicus
CL 20.0 mL.min-1.kg-1 Mus musculus
CL 48.33 mL.min-1.kg-1 Rattus norvegicus
Cmax 447.88 nM Mus musculus
Cmax 424.75 nM Rattus norvegicus
F 38.2 % Mus musculus
F 32.0 % Rattus norvegicus
T1/2 2.1 hr Mus musculus
T1/2 2.4 hr Rattus norvegicus
T1/2 7.5 hr Mus musculus
T1/2 8.4 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
ALK tyrosine kinase receptor IC50 = 1.2 nM 8.92 Inhibition of human ALK C1156Y mutant 33185101
KARPAS-299 IC50 = 1.8 nM 8.74 Antiproliferative activity against human KARPAS-299 cells incubated for 4 days b... 33185101
ALK tyrosine kinase receptor IC50 = 2.2 nM 8.66 Inhibition of N-terminal GST tagged wild-type human ALK cytoplasmic domain (1058... 33185101
NCI-H3122 IC50 = 3.0 nM 8.52 Antiproliferative activity against human NCI-H3122 cells incubated for 4 days by... 33185101
Unchecked IC50 = 4.0 nM 8.4 Inhibition of human ALK F1197M mutant expressed Sf9 cells pre-incubated for 30 m... 33185101
ALK tyrosine kinase receptor IC50 = 4.8 nM 8.32 Inhibition of human ALK L1196M mutant 33185101
ALK tyrosine kinase receptor IC50 = 5.6 nM 8.25 Inhibition of human ALK 33185101
ALK tyrosine kinase receptor IC50 = 6.3 nM 8.2 Inhibition of human ALK L1196M mutant expressed Sf9 cells pre-incubated for 30 m... 33185101
Leukocyte tyrosine kinase receptor IC50 = 6.3 nM 8.2 Inhibition of human LTK 33185101
ALK tyrosine kinase receptor IC50 = 8.8 nM 8.06 Inhibition of human ALK G1269A mutant expressed Sf9 cells pre-incubated for 30 m... 33185101
ALK tyrosine kinase receptor IC50 = 8.9 nM 8.05 Inhibition of human ALK S1206Y mutant expressed Sf9 cells pre-incubated for 30 m... 33185101
Tyrosine-protein kinase Mer IC50 = 11.0 nM 7.96 Inhibition of human MERTK 33185101
Death-associated protein kinase 2 IC50 = 22.0 nM 7.66 Inhibition of human DAPK2 33185101
Death-associated protein kinase 1 IC50 = 23.0 nM 7.64 Inhibition of human DAPK1 33185101
Dual specificity protein kinase CLK1 IC50 = 31.0 nM 7.51 Inhibition of human CLK1 33185101
Death-associated protein kinase 3 IC50 = 260.0 nM 6.58 Inhibition of human DAPK3 33185101
Insulin receptor IC50 = 950.0 nM 6.02 Inhibition of human INSR 33185101
Insulin receptor-related protein IC50 = 1600.0 nM 5.8 Inhibition of human INSRR 33185101

Literature References

PubMed DOI Target Context # Activities
33185101 10.1021/acs.jmedchem.0c01550 ADMET 28
33185101 10.1021/acs.jmedchem.0c01550 Unchecked 13
33185101 10.1021/acs.jmedchem.0c01550 ALK tyrosine kinase receptor 10
33185101 10.1021/acs.jmedchem.0c01550 Leukocyte tyrosine kinase receptor 2
33185101 10.1021/acs.jmedchem.0c01550 Death-associated protein kinase 3 1
33185101 10.1021/acs.jmedchem.0c01550 Cyclin-G-associated kinase 1
33185101 10.1021/acs.jmedchem.0c01550 Proto-oncogene tyrosine-protein kinase ROS 1
33185101 10.1021/acs.jmedchem.0c01550 Tyrosine-protein kinase Mer 1
33185101 10.1021/acs.jmedchem.0c01550 Insulin receptor-related protein 1
33185101 10.1021/acs.jmedchem.0c01550 Insulin receptor 1
33185101 10.1021/acs.jmedchem.0c01550 Insulin-like growth factor 1 receptor 1
33185101 10.1021/acs.jmedchem.0c01550 Focal adhesion kinase 1 1
33185101 10.1021/acs.jmedchem.0c01550 Death-associated protein kinase 2 1
33185101 10.1021/acs.jmedchem.0c01550 Death-associated protein kinase 1 1
33185101 10.1021/acs.jmedchem.0c01550 Dual specificity protein kinase CLK1 1
33185101 10.1021/acs.jmedchem.0c01550 NCI-H3122 1
33185101 10.1021/acs.jmedchem.0c01550 KARPAS-299 1

Data from ChEMBL 36 via Core Engine