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Compound Detail

CHEMBL1643976

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C=CC(=O)Nc1cccc(Oc2nc(Nc3ccc(N4CCN(C)CC4)cc3)ncc2Cl)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1643976
Phase Preclinical
Structure Type MOL
InChI Key APHGZZPEOCCYNO-UHFFFAOYSA-N
12
Targets
31
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

465.0
MW (Da)
4.54
ALogP
7
HBA
2
HBD
82.6
PSA (Ų)
0.50
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H25ClN6O2
MW 464.96
Aromatic Rings 3
Heavy Atoms 33
NP-Likeness -1.55

Activity Summary

IC50 29 meas. best 9.4
EC50 2 meas. best 8.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cytoplasmic tyrosine-protein kinase BMX
CHEMBL3834
 IC50 9.4 9.4 0.4 1
BaF3
CHEMBL614524
 IC50 8.7 7.495 2.0 14
HCC827
CHEMBL4296422
 IC50 8.52 8.52 3.0 1
PC-9
CHEMBL614102
 EC50 8.52 8.17 3.0 2
PC-9
CHEMBL614102
 IC50 7.82 7.82 15.0 1
Tyrosine-protein kinase Blk
CHEMBL2250
 IC50 7.7 7.7 20.0 1
Unchecked
CHEMBL612545
 IC50 7.54 6.54 29.0 4
NCI-H1975
CHEMBL614348
 IC50 7.54 7.54 29.0 2
Tyrosine-protein kinase JAK3
CHEMBL2148
 IC50 7.46 7.46 35.0 1
NCI-H3255
CHEMBL4296476
 IC50 7.14 7.14 73.0 1
Calu-3
CHEMBL614534
 IC50 6.13 6.13 743.0 1
Epidermal growth factor receptor
CHEMBL203
 IC50 5.74 5.74 1820.0 1
Tyrosine-protein kinase JAK2
CHEMBL2971
 IC50 5.7 5.7 1980.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cytoplasmic tyrosine-protein kinase BMX IC50 = 0.4 nM 9.4 Inhibition of TEL fused BMX (unknown origin) transformed in mouse BaF3 cells 20033049
BaF3 IC50 = 2.0 nM 8.7 Antiproliferative activity against gefitinib sensitive mouse BA/F3 cells express... 26882288
BaF3 IC50 = 2.0 nM 8.7 Antiproliferative activity against mouse BaF3 cells harboring EGFR L858R mutant ... 20033049
BaF3 IC50 = 2.0 nM 8.7 Antiproliferative activity against mouse BaF3 cells harboring EGFR E746_A750 mut... 20033049
PC-9 EC50 = 3.0 nM 8.52 Antiproliferative activity against growth-resistant human PC9 cells expressing E... 21208802
HCC827 IC50 = 3.0 nM 8.52 Antiproliferative activity against human HCC827 cells harboring EGFR Del E746_A7... 20033049
BaF3 IC50 = 5.0 nM 8.3 Antiproliferative activity against gefitinib resistant mouse BA/F3 cells express... 26882288
BaF3 IC50 = 5.0 nM 8.3 Antiproliferative activity against mouse BaF3 cells harboring EGFR L858R/T790M d... 20033049
BaF3 IC50 = 10.0 nM 8.0 Antiproliferative activity against mouse BaF3 cells harboring ERBB2 Ins G776V,C ... 20033049
BaF3 IC50 = 14.0 nM 7.85 Antiproliferative activity against mouse BaF3 cells harboring EGFR E746_A750/T79... 20033049
PC-9 EC50 = 15.0 nM 7.82 Antiproliferative activity against EGFR-deficient human PC9 cells 21208802
PC-9 IC50 = 15.0 nM 7.82 Antiproliferative activity against human PC-9 cells harboring EGFR Del E746_A750... 20033049
Tyrosine-protein kinase Blk IC50 = 20.0 nM 7.7 Inhibition of TEL fused BLK (unknown origin) transformed in mouse BaF3 cells 20033049
BaF3 IC50 = 24.0 nM 7.62 Antiproliferative activity against mouse BA/F3 cells expressing wild type EGFR a... 26882288
BaF3 IC50 = 24.0 nM 7.62 Antiproliferative activity against mouse BaF3 cells harboring wildtype ERBB2 ass... 20033049
NCI-H1975 IC50 = 29.0 nM 7.54 Antiproliferative activity against gefitinib resistant human NCI-H1975 cells exp... 26882288
Unchecked IC50 = 29.0 nM 7.54 Antiproliferative activity against human PC9 Gefitinib-resistant (GR) cell harbo... 20033049
NCI-H1975 IC50 = 29.0 nM 7.54 Antiproliferative activity against human NCI-H1975 cells harboring EGFR L858R/T7... 20033049
Tyrosine-protein kinase JAK3 IC50 = 35.0 nM 7.46 Inhibition of TEL fused JAK3 (unknown origin) transformed in mouse BaF3 cells 20033049
BaF3 IC50 = 66.0 nM 7.18 Antiproliferative activity against mouse BaF3 cells harboring EGFR vIII mutant a... 20033049

Literature References

PubMed DOI Target Context # Activities
20033049 10.1038/nature08622 BaF3 11
20033049 10.1038/nature08622 Unchecked 6
26882288 10.1021/acs.jmedchem.5b00840 BaF3 5
20033049 10.1038/nature08622 Epidermal growth factor receptor 3
26882288 10.1021/acs.jmedchem.5b00840 NCI-H1975 2
20033049 10.1038/nature08622 Mitogen-activated protein kinase; ERK1/ERK2 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
20033049 10.1038/nature08622 RAC-alpha serine/threonine-protein kinase 2
21208802 10.1016/j.bmcl.2010.12.036 PC-9 2
20033049 10.1038/nature08622 PC-9 1
20033049 10.1038/nature08622 Tyrosine-protein kinase JAK3 1
20033049 10.1038/nature08622 Receptor tyrosine-protein kinase erbB-2 1
20033049 10.1038/nature08622 Calu-3 1
20033049 10.1038/nature08622 NCI-H1975 1
20033049 10.1038/nature08622 NCI-H3255 1
20033049 10.1038/nature08622 HCC827 1
38157838 10.1016/j.bmc.2023.117561 Unchecked 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1

Data from ChEMBL 36 via Core Engine