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Compound Detail

CHEMBL4443062

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O=C(Nc1nccs1)C(c1cc(F)ccc1O)N1Cc2ccc(-c3ccc(N4CCNCC4)cc3)cc2C1=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4443062
Phase Preclinical
Structure Type MOL
InChI Key VHQVOTINPRYDAO-UHFFFAOYSA-N
2
Targets
17
Activities
1
Assay Types
8
PK Parameters
13
Publications
0
Known Names

Molecular Properties

543.6
MW (Da)
4.40
ALogP
7
HBA
3
HBD
97.8
PSA (Ų)
0.33
QED
1
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C29H26FN5O3S
MW 543.62
Aromatic Rings 4
Heavy Atoms 39
NP-Likeness -1.18

Activity Summary

IC50 17 meas. best 9.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Epidermal growth factor receptor
CHEMBL203
 IC50 9.7 7.7873 0.2 11
BaF3
CHEMBL614524
 IC50 7.68 6.87 21.0 6

Pharmacokinetic Data

Parameter Value Units Species
AUC 2523.0 ng.hr.mL-1 Mus musculus
AUC 12142.95 ng.hr.mL-1 Mus musculus
CL 5.0 mL.min-1.kg-1 Mus musculus
Cmax 1100.0 nM Mus musculus
F 3.0 % Mus musculus
F 3.0 % Mus musculus
T1/2 3.0 hr Mus musculus
T1/2 3.0 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Epidermal growth factor receptor IC50 = 0.2 nM 9.7 Inhibition of EGFR Del19/T790M/C797S mutant (unknown origin) 39143914
Epidermal growth factor receptor IC50 = 0.26 nM 9.59 Inhibition of EGFR L858R/T790M double mutant (unknown origin) 34323489
Epidermal growth factor receptor IC50 = 0.26 nM 9.59 Inhibition of human EGFR L858R/T790M mutant (696 to 1022 residues) expressed in ... 32066011
Epidermal growth factor receptor IC50 = 0.3 nM 9.52 Inhibition of his-GST tagged human EGFR L858R/T790M double mutant expressed in i... 35378251
Epidermal growth factor receptor IC50 = 10.0 nM 8.0 Inhibition of EGFR L858R/T790M/C797S mutant (unknown origin) phosphorylation exp... 36178776
Epidermal growth factor receptor IC50 = 11.0 nM 7.96 Inhibition of EGFR L858R/T790M mutant expressed in human NCI-H1975 cells 36178776
BaF3 IC50 = 21.0 nM 7.68 Antiproliferative activity against mouse BaF3 cells harboring EGFR L858R/T790M d... 35378251
BaF3 IC50 = 30.0 nM 7.52 Cytotoxicity against mouse BaF3 cells expressing EGFR L858R/T790M/C797S mutant a... 36178776
Epidermal growth factor receptor IC50 = 73.1 nM 7.14 Inhibition of human C-terminal His-tagged and N-terminal GST-tagged EGFR L858R/T... 31298540
Epidermal growth factor receptor IC50 = 100.0 nM 7.0 Inhibition of EGFR L858R/C797S mutant (unknown origin) phosphorylation expressed... 36178776
BaF3 IC50 = 100.0 nM 7.0 Antiproliferative activity against mouse BaF3 cells stably transfected with EGFR... 33243531
BaF3 IC50 = 100.0 nM 7.0 Antiproliferative activity against mouse BaF3 cells harboring EGFR L858R/T790M/C... 36279692
Epidermal growth factor receptor IC50 = 428.0 nM 6.37 Inhibition of EGFR L858R mutant expressed in human NCI-H3255 cells 36178776
BaF3 IC50 = 610.0 nM 6.21 Antiproliferative activity against mouse BaF3 cells harboring EGFR L858R/T790M d... 35378251
BaF3 IC50 = 1550.0 nM 5.81 Cytotoxicity against mouse BaF3 cells harboring EGFR L858R/C797S mutant assessed... 36178776
Epidermal growth factor receptor IC50 = 3910.0 nM 5.41 Inhibition of wild type EGFR expressed in human NCI-H2073 cells 36178776
Epidermal growth factor receptor IC50 = 4213.0 nM 5.38 Inhibition of wild type EGFR expressed in human A-431 cells 36178776

Literature References

PubMed DOI Target Context # Activities
36178776 10.1021/acs.jmedchem.2c00893 Epidermal growth factor receptor 9
35378251 10.1016/j.bmcl.2022.128718 ADMET 5
36178776 10.1021/acs.jmedchem.2c00893 BaF3 4
33243531 10.1016/j.ejmech.2020.112995 ADMET 4
31298540 10.1021/acs.jmedchem.9b00576 Epidermal growth factor receptor 2
35378251 10.1016/j.bmcl.2022.128718 BaF3 2
36178776 10.1021/acs.jmedchem.2c00893 Unchecked 1
34323489 10.1021/acs.jmedchem.1c00876 Epidermal growth factor receptor 1
35378251 10.1016/j.bmcl.2022.128718 Epidermal growth factor receptor 1
33243531 10.1016/j.ejmech.2020.112995 BaF3 1
32066011 10.1016/j.ejmech.2020.112122 Epidermal growth factor receptor 1
36279692 10.1016/j.ejmech.2022.114856 BaF3 1
39143914 10.1021/acs.jmedchem.4c00361 Epidermal growth factor receptor 1

Data from ChEMBL 36 via Core Engine