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Compound Detail

CHEMBL3735401

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CCc1cc2c(cc1-c1cnn(CC(=O)N(C)C)c1)C(C)(C)c1[nH]c3cc(C#N)ccc3c1C2=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3735401
Phase Preclinical
Structure Type MOL
InChI Key IDGNCVHQDDOPND-UHFFFAOYSA-N
14
Targets
39
Activities
2
Assay Types
19
PK Parameters
20
Publications
0
Known Names

Molecular Properties

465.6
MW (Da)
4.42
ALogP
5
HBA
1
HBD
94.8
PSA (Ų)
0.48
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C28H27N5O2
MW 465.56
Aromatic Rings 4
Heavy Atoms 35
NP-Likeness -0.55

Activity Summary

IC50 26 meas. best 8.7
EC50 13 meas. best 8.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
EML4-ALK
CHEMBL3883330
 IC50 8.7 8.2463 2.0 8
ALK tyrosine kinase receptor
CHEMBL4247
 IC50 8.7 8.39 2.0 5
Proto-oncogene tyrosine-protein kinase receptor Ret
CHEMBL2041
 IC50 8.52 8.11 3.0 6
NON-PROTEIN TARGET
CHEMBL3879801
 EC50 8.3 6.8822 5.0 9
NCI-H3122
CHEMBL4296475
 IC50 8.3 8.3 5.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 8.23 8.23 5.9 1
Interleukin-1 receptor-associated kinase 1
CHEMBL3357
 IC50 7.85 7.85 14.0 1
Dual specificity protein kinase CLK4
CHEMBL4203
 IC50 7.85 7.85 14.0 1
Unchecked
CHEMBL612545
 IC50 6.97 6.97 107.0 1
SK-N-SH
CHEMBL614924
 EC50 6.61 6.61 245.0 1
SH-SY5Y
CHEMBL614910
 EC50 6.38 6.38 413.0 1
Interleukin-1 receptor-associated kinase 4
CHEMBL3778
 IC50 6.33 6.33 465.0 1
ADMET
CHEMBL612558
 IC50 6.23 6.23 591.0 1
SK-N-AS
CHEMBL1075578
 EC50 6.11 6.11 775.0 1
SK-N-FI
CHEMBL2366120
 EC50 6.01 6.01 973.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 1352.0 ng.hr.mL-1 Rattus norvegicus
AUC 12830.83 ng.hr.mL-1 Mus musculus
AUC 1075.44 ng.hr.mL-1 Mus musculus
AUC 13010.35 ng.hr.mL-1 Mus musculus
AUC 1117.27 ng.hr.mL-1 Mus musculus
CL 10.83 mL.min-1.kg-1 Rattus norvegicus
CL 3.35 mL.min-1.kg-1 Mus musculus
CL 154.83 mL.min-1.kg-1 Mus musculus
Cmax 468.25 nM Rattus norvegicus
Cmax 75710.0 nM Mus musculus
Cmax 800.0 nM Mus musculus
F 7.1 % Rattus norvegicus
F 87.0 % Mus musculus
T1/2 3.77 hr Rattus norvegicus
T1/2 1.64 hr Mus musculus
T1/2 1.69 hr Mus musculus
Tmax 3.3 hr Rattus norvegicus
Tmax 0.08 hr Mus musculus
Tmax 0.83 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
ALK tyrosine kinase receptor IC50 = 2.0 nM 8.7 Inhibition of wild type ALK (unknown origin) by enzymatic assay 38484122
ALK tyrosine kinase receptor IC50 = 2.0 nM 8.7 Inhibition of ALK G1202R (unknown origin) 31419130
ALK tyrosine kinase receptor IC50 = 2.0 nM 8.7 Inhibition of ALK (unknown origin) 31419130
EML4-ALK IC50 = 2.0 nM 8.7 Inhibition of EML4-ALK S1206Y mutant (unknown origin) expressed in mouse Ba/F3 c... 26568289
EML4-ALK IC50 = 2.0 nM 8.7 Inhibition of EML4-ALK G1202R mutant (unknown origin) expressed in mouse Ba/F3 c... 26568289
EML4-ALK IC50 = 2.0 nM 8.7 Inhibition of EML4-ALK C1156Y mutant (unknown origin) expressed in mouse Ba/F3 c... 26568289
EML4-ALK IC50 = 2.0 nM 8.7 Inhibition of EML4-ALK F1174L mutant (unknown origin) expressed in mouse Ba/F3 c... 26568289
EML4-ALK IC50 = 2.0 nM 8.7 Inhibition of wild type EML4-ALK (unknown origin) expressed in mouse Ba/F3 cells... 26568289
Proto-oncogene tyrosine-protein kinase receptor Ret IC50 = 3.0 nM 8.52 Inhibition of RET (unknown origin) 26568289
EML4-ALK IC50 = 3.0 nM 8.52 Inhibition of EML4-ALK G1269A mutant (unknown origin) expressed in mouse Ba/F3 c... 26568289
Proto-oncogene tyrosine-protein kinase receptor Ret IC50 = 3.0 nM 8.52 Inhibition of wild type His-tagged human RET by ADP-Glo assay 38484122
NCI-H3122 IC50 = 5.0 nM 8.3 Cytotoxicity against human NCI-H3122 cells 31419130
NON-PROTEIN TARGET EC50 = 5.0 nM 8.3 Antiproliferative activity against human NCI-H3122 cells after 72 hrs by CellTit... 26568289
NON-PROTEIN TARGET IC50 = 5.9 nM 8.23 Antiproliferative activity against ALK-dependent human NCI-H3122 cells after 72 ... 26476749
ALK tyrosine kinase receptor IC50 = 8.1 nM 8.09 Inhibition of recombinant ALK (unknown origin) using poly (Glu, Tyr)4:1 substrat... 26476749
Proto-oncogene tyrosine-protein kinase receptor Ret IC50 = 12.0 nM 7.92 Inhibition of Ret V804M (unknown origin) 26568289
Proto-oncogene tyrosine-protein kinase receptor Ret IC50 = 12.0 nM 7.92 Inhibition of RET V804M mutant (unknown origin) by DiscoverX KINOMEscan assay 38484122
Proto-oncogene tyrosine-protein kinase receptor Ret IC50 = 13.0 nM 7.89 Inhibition of Ret V804L (unknown origin) 26568289
Proto-oncogene tyrosine-protein kinase receptor Ret IC50 = 13.0 nM 7.89 Inhibition of RET V804L mutant (unknown origin) 38484122
Interleukin-1 receptor-associated kinase 1 IC50 = 14.0 nM 7.85 Inhibition of IRAK1 (unknown origin) 26568289

Literature References

PubMed DOI Target Context # Activities
26568289 10.1021/acs.jmedchem.5b01136 Mus musculus 14
26568289 10.1021/acs.jmedchem.5b01136 EML4-ALK 11
26568289 10.1021/acs.jmedchem.5b01136 NON-PROTEIN TARGET 10
26476749 10.1016/j.ejmech.2015.10.005 Rattus norvegicus 7
26568289 10.1021/acs.jmedchem.5b01136 Brain 4
26568289 10.1021/acs.jmedchem.5b01136 Plasma 4
26568289 10.1021/acs.jmedchem.5b01136 ADMET 3
26568289 10.1021/acs.jmedchem.5b01136 Proto-oncogene tyrosine-protein kinase receptor Ret 3
38484122 10.1021/acs.jmedchem.3c02319 Proto-oncogene tyrosine-protein kinase receptor Ret 3
26476749 10.1016/j.ejmech.2015.10.005 NON-PROTEIN TARGET 2
31419130 10.1021/acs.jmedchem.9b00446 ALK tyrosine kinase receptor 2
26476749 10.1016/j.ejmech.2015.10.005 ALK tyrosine kinase receptor 2
26568289 10.1021/acs.jmedchem.5b01136 SK-N-AS 1
26568289 10.1021/acs.jmedchem.5b01136 Casein kinase II subunit alpha 1
26568289 10.1021/acs.jmedchem.5b01136 Interleukin-1 receptor-associated kinase 1 1
26568289 10.1021/acs.jmedchem.5b01136 Interleukin-1 receptor-associated kinase 4 1
26568289 10.1021/acs.jmedchem.5b01136 SK-N-FI 1
26568289 10.1021/acs.jmedchem.5b01136 SK-N-SH 1
26568289 10.1021/acs.jmedchem.5b01136 SH-SY5Y 1
26568289 10.1021/acs.jmedchem.5b01136 Unchecked 1

Data from ChEMBL 36 via Core Engine