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

CHEMBL4104658

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
C=CC(=O)Nc1cc(Nc2nccc(-c3cn4c5c(cccc35)CCC4)n2)c(OC)cc1N(C)CCN(C)C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4104658
Phase Preclinical
Structure Type MOL
InChI Key CLXOEYRLLVMPJB-UHFFFAOYSA-N
6
Targets
10
Activities
1
Assay Types
27
PK Parameters
20
Publications
0
Known Names

Molecular Properties

525.7
MW (Da)
4.92
ALogP
8
HBA
2
HBD
87.5
PSA (Ų)
0.28
QED
1
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C30H35N7O2
MW 525.66
Aromatic Rings 4
Heavy Atoms 39
NP-Likeness -1.03

Activity Summary

IC50 10 meas. best 8.59

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Epidermal growth factor receptor
CHEMBL203
 IC50 8.59 7.7325 2.6 4
Unchecked
CHEMBL612545
 IC50 7.27 6.99 54.0 2
NCI-H1975
CHEMBL614348
 IC50 6.99 6.99 102.6 1
HCC827
CHEMBL4296422
 IC50 6.96 6.96 109.2 1
A-431
CHEMBL614069
 IC50 6.06 6.06 869.8 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 5.07 5.07 8460.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 994.7 ng.hr.mL-1 Rattus norvegicus
AUC 1021.0 ng.hr.mL-1 Rattus norvegicus
AUC 189.7 ng.hr.mL-1 Rattus norvegicus
AUC 194.0 ng.hr.mL-1 Rattus norvegicus
AUC 285.0 ng.hr.mL-1 Mus musculus
AUC 466.0 ng.hr.mL-1 Rattus norvegicus
CL 456.8 mL.min-1.kg-1 Mus musculus
CL 54.0 mL.min-1.kg-1 Rattus norvegicus
CL 63.4 mL.min-1.kg-1 Canis lupus familiaris
CL 64.8 mL.min-1.kg-1 Macaca mulatta
CL 86.16 mL.min-1.kg-1 Rattus norvegicus
Cmax 211.16 nM Rattus norvegicus
Cmax 154.09 nM Mus musculus
Cmax 239.7 nM Rattus norvegicus
F 52.4 % Rattus norvegicus
MRT 5.7 hr Rattus norvegicus
MRT 4.7 hr Rattus norvegicus
T1/2 3.0 hr Homo sapiens
T1/2 0.1983 hr Mus musculus
T1/2 0.77 hr Rattus norvegicus
T1/2 0.525 hr Canis lupus familiaris
T1/2 0.4817 hr Macaca mulatta
T1/2 2.31 hr Homo sapiens
T1/2 0.55 hr Rattus norvegicus
T1/2 4.1 hr Rattus norvegicus
T1/2 4.5 hr Rattus norvegicus
Tmax 3.3 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Epidermal growth factor receptor IC50 = 2.6 nM 8.59 Inhibition of human recombinant cytoplasmic GST-tagged EGFR T790M/L858R double m... 28426996
Epidermal growth factor receptor IC50 = 5.3 nM 8.28 Inhibition of human recombinant cytoplasmic GST-tagged EGFR L858R mutant express... 28426996
Epidermal growth factor receptor IC50 = 21.6 nM 7.67 Inhibition of human recombinant cytoplasmic GST-tagged EGFR (668 to 1210 residue... 28426996
Unchecked IC50 = 54.0 nM 7.27 Inhibition of mouse EGFR D770_N771insNPG mutant stably expressed in mouse BaF3 c... 36423823
NCI-H1975 IC50 = 102.6 nM 6.99 Antiproliferative activity against human NCI-H1975 cells harboring EGFR L858R/T7... 28426996
HCC827 IC50 = 109.2 nM 6.96 Antiproliferative activity against human HCC827 cells harboring EGFR E746-A750 d... 28426996
Unchecked IC50 = 197.0 nM 6.71 Inhibition of mouse EGFR V769_D770insASV mutant stably expressed in mouse BaF3 c... 36423823
Epidermal growth factor receptor IC50 = 405.0 nM 6.39 Inhibition of EGR-induced EGFR phosphorylation in human A549 cells pretreated fo... 36423823
A-431 IC50 = 869.8 nM 6.06 Antiproliferative activity against human A431 cells harboring wild-type EGFR 28426996
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 8460.0 nM 5.07 Inhibition of human ERG expressed in HEK293 cells by lonWorks Quattro analysis 28426996

Literature References

PubMed DOI Target Context # Activities
28426996 10.1016/j.ejmech.2017.04.036 Rattus norvegicus 12
28426996 10.1016/j.ejmech.2017.04.036 NCI-H1975 10
28426996 10.1016/j.ejmech.2017.04.036 Liver 8
28426996 10.1016/j.ejmech.2017.04.036 ADMET 6
36423823 10.1016/j.bmcl.2022.129084 ADMET 4
28426996 10.1016/j.ejmech.2017.04.036 Unchecked 3
28426996 10.1016/j.ejmech.2017.04.036 Epidermal growth factor receptor 3
36423823 10.1016/j.bmcl.2022.129084 Unchecked 2
28426996 10.1016/j.ejmech.2017.04.036 Mus musculus 2
28426996 10.1016/j.ejmech.2017.04.036 Voltage-gated inwardly rectifying potassium channel KCNH2 1
28426996 10.1016/j.ejmech.2017.04.036 Tyrosine-protein kinase ABL1 1
28426996 10.1016/j.ejmech.2017.04.036 RAC-beta serine/threonine-protein kinase 1
28426996 10.1016/j.ejmech.2017.04.036 ALK tyrosine kinase receptor 1
28426996 10.1016/j.ejmech.2017.04.036 AMP-activated protein kinase (AMPK) alpha-1/beta-1/gamma-1 1
28426996 10.1016/j.ejmech.2017.04.036 Tyrosine-protein kinase Blk 1
28426996 10.1016/j.ejmech.2017.04.036 Cytoplasmic tyrosine-protein kinase BMX 1
28426996 10.1016/j.ejmech.2017.04.036 Serine/threonine-protein kinase B-raf 1
28426996 10.1016/j.ejmech.2017.04.036 Tyrosine-protein kinase BTK 1
28426996 10.1016/j.ejmech.2017.04.036 Calcium/calmodulin-dependent protein kinase type II subunit beta 1
28426996 10.1016/j.ejmech.2017.04.036 HCC827 1

Data from ChEMBL 36 via Core Engine