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Compound Detail

CHEMBL3746678

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

Basic Information

ChEMBL ID CHEMBL3746678
Phase Preclinical
Structure Type MOL
InChI Key YLJPQGVBJWZONC-UHFFFAOYSA-N
12
Targets
29
Activities
2
Assay Types
13
PK Parameters
16
Publications
0
Known Names

Molecular Properties

465.6
MW (Da)
5.29
ALogP
5
HBA
1
HBD
77.7
PSA (Ų)
0.42
QED
1
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C29H31N5O
MW 465.60
Aromatic Rings 4
Heavy Atoms 35
NP-Likeness -0.44

Activity Summary

IC50 16 meas. best 8.7
EC50 13 meas. best 8.05

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Proto-oncogene tyrosine-protein kinase receptor Ret
CHEMBL2041
 IC50 8.7 8.13 2.0 3
Dual specificity protein kinase CLK4
CHEMBL4203
 IC50 8.4 8.4 4.0 1
EML4-ALK
CHEMBL3883330
 IC50 8.1 7.5863 8.0 8
NON-PROTEIN TARGET
CHEMBL3879801
 EC50 8.05 6.9578 9.0 9
Interleukin-1 receptor-associated kinase 1
CHEMBL3357
 IC50 7.82 7.82 15.0 1
Unchecked
CHEMBL612545
 IC50 7.17 7.17 67.0 1
SK-N-SH
CHEMBL614924
 EC50 6.79 6.79 161.0 1
Interleukin-1 receptor-associated kinase 4
CHEMBL3778
 IC50 6.63 6.63 234.0 1
SH-SY5Y
CHEMBL614910
 EC50 6.58 6.58 264.0 1
SK-N-AS
CHEMBL1075578
 EC50 6.33 6.33 465.0 1
SK-N-FI
CHEMBL2366120
 EC50 6.25 6.25 567.0 1
ADMET
CHEMBL612558
 IC50 6.08 6.08 831.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 1429.39 ng.hr.mL-1 Mus musculus
AUC 1834.46 ng.hr.mL-1 Mus musculus
AUC 1610.32 ng.hr.mL-1 Mus musculus
AUC 2580.98 ng.hr.mL-1 Mus musculus
CL 23.27 mL.min-1.kg-1 Mus musculus
CL 67.98 mL.min-1.kg-1 Mus musculus
Cmax 2160.0 nM Mus musculus
Cmax 1380.0 nM Mus musculus
F 26.0 % Mus musculus
T1/2 3.06 hr Mus musculus
T1/2 4.79 hr Mus musculus
Tmax 0.08 hr Mus musculus
Tmax 0.92 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Proto-oncogene tyrosine-protein kinase receptor Ret IC50 = 2.0 nM 8.7 Inhibition of RET (unknown origin) 26568289
Dual specificity protein kinase CLK4 IC50 = 4.0 nM 8.4 Inhibition of CLK4 (unknown origin) 26568289
EML4-ALK IC50 = 8.0 nM 8.1 Inhibition of EML4-ALK C1156Y mutant (unknown origin) expressed in mouse Ba/F3 c... 26568289
NON-PROTEIN TARGET EC50 = 9.0 nM 8.05 Antiproliferative activity against human NCI-H3122 cells after 72 hrs by CellTit... 26568289
Proto-oncogene tyrosine-protein kinase receptor Ret IC50 = 9.0 nM 8.05 Inhibition of Ret V804L (unknown origin) 26568289
EML4-ALK IC50 = 11.0 nM 7.96 Inhibition of EML4-ALK S1206Y mutant (unknown origin) expressed in mouse Ba/F3 c... 26568289
EML4-ALK IC50 = 14.0 nM 7.85 Inhibition of EML4-ALK G1202R mutant (unknown origin) expressed in mouse Ba/F3 c... 26568289
EML4-ALK IC50 = 14.0 nM 7.85 Inhibition of wild type EML4-ALK (unknown origin) expressed in mouse Ba/F3 cells... 26568289
Interleukin-1 receptor-associated kinase 1 IC50 = 15.0 nM 7.82 Inhibition of IRAK1 (unknown origin) 26568289
EML4-ALK IC50 = 19.0 nM 7.72 Inhibition of EML4-ALK F1174L mutant (unknown origin) expressed in mouse Ba/F3 c... 26568289
Proto-oncogene tyrosine-protein kinase receptor Ret IC50 = 23.0 nM 7.64 Inhibition of Ret V804M (unknown origin) 26568289
EML4-ALK IC50 = 23.0 nM 7.64 Inhibition of EML4-ALK G1269A mutant (unknown origin) expressed in mouse Ba/F3 c... 26568289
NON-PROTEIN TARGET EC50 = 30.0 nM 7.52 Antiproliferative activity against human DFCI76 cells expressing EML4-ALK L1152R... 26568289
Unchecked IC50 = 67.0 nM 7.17 Inhibition of EML4-ALK 1151Tins mutant (unknown origin) expressed in mouse Ba/F3... 26568289
NON-PROTEIN TARGET EC50 = 74.0 nM 7.13 Antiproliferative activity against human SMS-KCNR cells expressing EML4-ALK R127... 26568289
NON-PROTEIN TARGET EC50 = 83.0 nM 7.08 Antiproliferative activity against human LAN5 cells expressing EML4-ALK R1275Q m... 26568289
NON-PROTEIN TARGET EC50 = 92.0 nM 7.04 Antiproliferative activity against human CHLA20 cells expressing EML4-ALK R1275Q... 26568289
NON-PROTEIN TARGET EC50 = 91.0 nM 7.04 Antiproliferative activity against human Kelly cells expressing EML4-ALK F1174L ... 26568289
EML4-ALK IC50 = 94.0 nM 7.03 Inhibition of EML4-ALK L1196M mutant (unknown origin) expressed in mouse Ba/F3 c... 26568289
SK-N-SH EC50 = 161.0 nM 6.79 Antiproliferative activity against human SK-N-SH cells expressing EML4-ALK F1174... 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 10
26568289 10.1021/acs.jmedchem.5b01136 NON-PROTEIN TARGET 9
26568289 10.1021/acs.jmedchem.5b01136 Plasma 4
26568289 10.1021/acs.jmedchem.5b01136 Brain 4
26568289 10.1021/acs.jmedchem.5b01136 ADMET 3
26568289 10.1021/acs.jmedchem.5b01136 Proto-oncogene tyrosine-protein kinase receptor Ret 3
26568289 10.1021/acs.jmedchem.5b01136 Unchecked 1
26568289 10.1021/acs.jmedchem.5b01136 SH-SY5Y 1
26568289 10.1021/acs.jmedchem.5b01136 SK-N-SH 1
26568289 10.1021/acs.jmedchem.5b01136 SK-N-FI 1
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 Dual specificity protein kinase CLK4 1

Data from ChEMBL 36 via Core Engine