Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL5169450

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
COc1cc(N2CCC(N3CCN(C)CC3)CC2)c(C)cc1Nc1ncc(Br)c(Nc2ccc3nccnc3c2P(C)(C)=O)n1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5169450
Phase Preclinical
Structure Type MOL
InChI Key ZYSKXRAGBGLELB-UHFFFAOYSA-N
5
Targets
17
Activities
1
Assay Types
1
PK Parameters
14
Publications
0
Known Names

Molecular Properties

694.6
MW (Da)
5.45
ALogP
11
HBA
2
HBD
111.6
PSA (Ų)
0.23
QED
3
Ro5 Violations
8
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C32H41BrN9O2P
MW 694.62
Aromatic Rings 4
Heavy Atoms 45
NP-Likeness -1.15

Activity Summary

IC50 17 meas. best 9.89

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Epidermal growth factor receptor
CHEMBL203
 IC50 9.89 9.2989 0.1 9
Unchecked
CHEMBL612545
 IC50 9.8 8.49 0.2 4
BaF3
CHEMBL614524
 IC50 7.77 7.725 17.0 2
PC-9
CHEMBL614102
 IC50 7.35 7.35 45.0 1
NCI-H1975
CHEMBL614348
 IC50 6.04 6.04 910.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 10.0 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Epidermal growth factor receptor IC50 = 0.13 nM 9.89 Inhibition of EGFR L858R/T790M/C797S mutant (unknown origin) 37839342
Epidermal growth factor receptor IC50 = 0.16 nM 9.8 Inhibition of EGFR L858R/T790M/C797S triple mutant (unknown origin) 34323489
Unchecked IC50 = 0.16 nM 9.8 Antiproliferative activity against mouse Ba/F3 EGFR-Del19/T790M/C797S cells 37336419
Epidermal growth factor receptor IC50 = 0.16 nM 9.8 TBD: TBD -
Unchecked IC50 = 0.21 nM 9.68 Antiproliferative activity against mouse Ba/F3 EGFR-T790M/C797S/L858R cells 37336419
Epidermal growth factor receptor IC50 = 0.218 nM 9.66 Inhibition of EGFR Del19/T790M/C797S triple mutant (unknown origin) 34323489
Epidermal growth factor receptor IC50 = 0.218 nM 9.66 TBD: TBD -
Epidermal growth factor receptor IC50 = 0.46 nM 9.34 Inhibition of EGFR Del19/T790M/C797S mutant (unknown origin) 37839342
Epidermal growth factor receptor IC50 = 0.46 nM 9.34 Inhibition of EGFR L858R/T790M/C797S triple mutant (unknown origin) 39143914
Epidermal growth factor receptor IC50 = 7.92 nM 8.1 Inhibition of wild type EGFR (unknown origin) 34323489
Epidermal growth factor receptor IC50 = 7.92 nM 8.1 TBD: TBD -
BaF3 IC50 = 17.0 nM 7.77 Antiproliferative activity against mouse BaF3 cells expressing EGFR deletion19/T... 35254067
BaF3 IC50 = 21.0 nM 7.68 Antiproliferative activity against mouse BaF3 cells expressing EGFR L858R/T790M/... 35254067
Unchecked IC50 = 22.0 nM 7.66 Antiproliferative against in mouse Ba/F3 EGFR-Del19/T790M/C797S cells 34323489
PC-9 IC50 = 45.0 nM 7.35 Antiproliferative activity against human PC-9 cells expressing EGFR deletion19/T... 35254067
Unchecked IC50 = 153.0 nM 6.82 Antiproliferative activity against human H1975-TM cells harboring EGFR L858R/T79... 37141440
NCI-H1975 IC50 = 910.0 nM 6.04 Antiproliferative activity against human NCI-H1975 cells expressing EGFR L858R/T... 35254067

Literature References

PubMed DOI Target Context # Activities
34323489 10.1021/acs.jmedchem.1c00876 Epidermal growth factor receptor 3
35254067 10.1021/acs.jmedchem.1c01827 BaF3 2
37141440 10.1021/acs.jmedchem.3c00277 BaF3 2
37336419 10.1016/j.bmcl.2023.129381 Unchecked 2
37839342 10.1016/j.ejmech.2023.115865 Epidermal growth factor receptor 2
34323489 10.1021/acs.jmedchem.1c00876 Unchecked 1
34323489 10.1021/acs.jmedchem.1c00876 ADMET 1
35254067 10.1021/acs.jmedchem.1c01827 PC-9 1
35254067 10.1021/acs.jmedchem.1c01827 NCI-H1975 1
37141440 10.1021/acs.jmedchem.3c00277 Unchecked 1
37141440 10.1021/acs.jmedchem.3c00277 NCI-H1975 1
37141440 10.1021/acs.jmedchem.3c00277 PC-9 1
37141440 10.1021/acs.jmedchem.3c00277 A549 1
39143914 10.1021/acs.jmedchem.4c00361 Epidermal growth factor receptor 1

Data from ChEMBL 36 via Core Engine