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Compound Detail

CHEMBL3397300

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COc1cc(N2CCC(N(C)C)CC2)ccc1Nc1ncc(Cl)c(Nc2ccccc2P(C)(C)=O)n1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3397300
Phase Preclinical
Structure Type MOL
InChI Key OVDSPTSBIQCAIN-UHFFFAOYSA-N
15
Targets
44
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

529.0
MW (Da)
5.40
ALogP
8
HBA
2
HBD
82.6
PSA (Ų)
0.38
QED
2
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C26H34ClN6O2P
MW 529.03
Aromatic Rings 3
Heavy Atoms 36
NP-Likeness -1.38

Activity Summary

IC50 30 meas. best 10.15
EC50 13 meas. best 8.3
Kd 1 meas. best 6.48

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
ALK tyrosine kinase receptor
CHEMBL4247
 IC50 10.15 9.68 0.1 2
Proto-oncogene tyrosine-protein kinase ROS
CHEMBL5568
 IC50 8.72 8.72 1.9 1
EML4-ALK
CHEMBL3883330
 IC50 8.7 7.8463 2.0 8
Insulin-like growth factor 1 receptor
CHEMBL1957
 IC50 8.49 8.49 3.2 1
NON-PROTEIN TARGET
CHEMBL3879801
 EC50 8.3 6.5856 5.0 9
Unchecked
CHEMBL612545
 IC50 7.55 7.17 28.4 9
BaF3
CHEMBL614524
 IC50 7.55 7.39 28.4 2
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 7.38 6.57 41.5 2
PC-9
CHEMBL614102
 IC50 7.34 7.0333 46.2 3
Insulin receptor
CHEMBL1981
 IC50 7.0 7.0 100.0 1
Aurora kinase A
CHEMBL4722
 Kd 6.48 6.48 334.1 1
SK-N-AS
CHEMBL1075578
 EC50 6.11 6.11 776.0 1
SH-SY5Y
CHEMBL614910
 EC50 6.01 6.01 986.0 1
ADMET
CHEMBL612558
 IC50 5.72 5.72 1921.0 1
SK-N-SH
CHEMBL614924
 EC50 5.7 5.7 1988.0 1
SK-N-FI
CHEMBL2366120
 EC50 5.58 5.58 2645.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
ALK tyrosine kinase receptor IC50 = 0.07 nM 10.15 Inhibition of human ALK using poly[Glu:Tyr] (4:1) as substrate and [gamma-33P]AT... 27144831
ALK tyrosine kinase receptor IC50 = 0.62 nM 9.21 Inhibition of ALK (unknown origin) 25461320
Proto-oncogene tyrosine-protein kinase ROS IC50 = 1.9 nM 8.72 Inhibition of ROS1 (unknown origin) 25461320
EML4-ALK IC50 = 2.0 nM 8.7 Inhibition of EML4-ALK G1269A mutant (unknown origin) expressed in mouse Ba/F3 c... 26568289
EML4-ALK IC50 = 3.0 nM 8.52 Inhibition of EML4-ALK L1196M mutant (unknown origin) expressed in mouse Ba/F3 c... 26568289
EML4-ALK IC50 = 3.0 nM 8.52 Inhibition of EML4-ALK C1156Y mutant (unknown origin) expressed in mouse Ba/F3 c... 26568289
Insulin-like growth factor 1 receptor IC50 = 3.2 nM 8.49 Inhibition of human IGF1R using KKKSPGEYVNIEFG as substrate and [gamma-33P]ATP m... 27144831
NON-PROTEIN TARGET EC50 = 5.0 nM 8.3 Antiproliferative activity against human NCI-H3122 cells after 72 hrs by CellTit... 26568289
EML4-ALK IC50 = 5.0 nM 8.3 Inhibition of wild type EML4-ALK (unknown origin) expressed in mouse Ba/F3 cells... 26568289
NON-PROTEIN TARGET EC50 = 9.0 nM 8.05 Antiproliferative activity against human DFCI114 cells expressing EML4-ALK G1269... 26568289
EML4-ALK IC50 = 12.0 nM 7.92 Inhibition of EML4-ALK F1174L mutant (unknown origin) expressed in mouse Ba/F3 c... 26568289
EML4-ALK IC50 = 12.0 nM 7.92 Inhibition of EML4-ALK S1206Y mutant (unknown origin) expressed in mouse Ba/F3 c... 26568289
BaF3 IC50 = 28.4 nM 7.55 Cytotoxicity against mouse BaF3 cells expressing human EGFR C797S/del19 mutant a... 33243531
Unchecked IC50 = 28.4 nM 7.55 Cytotoxicity against mouse Ba/F3 EGFR-Del19/C797S cells assessed as inhibition o... 28287083
NON-PROTEIN TARGET EC50 = 30.0 nM 7.52 Antiproliferative activity against human DFCI76 cells expressing EML4-ALK L1152R... 26568289
Unchecked IC50 = 36.0 nM 7.44 Cytotoxicity against mouse Ba/F3 EGFR-T790M/L858R cells assessed as inhibition o... 28287083
Unchecked IC50 = 36.9 nM 7.43 Cytotoxicity against mouse Ba/F3 EGFR-Del19 cells assessed as inhibition of cell... 28287083
NON-PROTEIN TARGET IC50 = 41.5 nM 7.38 Antiproliferative activity against human ALK-positive KARPAS299 cells assessed a... 27144831
PC-9 IC50 = 46.18 nM 7.34 Anticancer activity against human PC-9 cells harboring del19 mutant assessed as ... 28287083
EML4-ALK IC50 = 56.0 nM 7.25 Inhibition of EML4-ALK G1202R mutant (unknown origin) expressed in mouse Ba/F3 c... 26568289

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL4689842 U2OS 430
- 10.6019/CHEMBL4689842 Fibroblast 428
- 10.6019/CHEMBL4689842 HEK-293T 428
28287083 10.1038/ncomms14768 Unchecked 32
28287083 10.1038/ncomms14768 Epidermal growth factor receptor 12
26568289 10.1021/acs.jmedchem.5b01136 NON-PROTEIN TARGET 9
26568289 10.1021/acs.jmedchem.5b01136 EML4-ALK 8
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
28287083 10.1038/ncomms14768 PC-9 3
- 10.6019/CHEMBL3885741 Aurora kinase A 3
27144831 10.1021/acs.jmedchem.6b00306 NON-PROTEIN TARGET 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
33243531 10.1016/j.ejmech.2020.112995 BaF3 2
- 10.6019/CHEMBL5209684 Bromodomain-containing protein 4 2
27144831 10.1021/acs.jmedchem.6b00306 Insulin-like growth factor 1 receptor 1
27144831 10.1021/acs.jmedchem.6b00306 Insulin receptor 1
26568289 10.1021/acs.jmedchem.5b01136 SK-N-AS 1
26568289 10.1021/acs.jmedchem.5b01136 ADMET 1

Data from ChEMBL 36 via Core Engine