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Compound Detail

CHEMBL3353404

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C=CC(=O)Nc1cc(Nc2ncc(Cl)c(-c3cnn4ccccc34)n2)c(OC)cc1N(C)CCN(C)C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3353404
Phase Preclinical
Structure Type MOL
InChI Key IEPKZTQXMCCRFJ-UHFFFAOYSA-N
8
Targets
13
Activities
1
Assay Types
13
PK Parameters
20
Publications
0
Known Names

Molecular Properties

521.0
MW (Da)
4.32
ALogP
9
HBA
2
HBD
99.9
PSA (Ų)
0.30
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 C26H29ClN8O2
MW 521.03
Aromatic Rings 4
Heavy Atoms 37
NP-Likeness -1.48

Activity Summary

IC50 13 meas. best 9.22

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
NCI-H1975
CHEMBL614348
 IC50 9.22 9.22 0.6 1
PC-9
CHEMBL614102
 IC50 8.7 8.7 2.0 1
Insulin-like growth factor 1 receptor
CHEMBL1957
 IC50 8.22 8.22 6.0 1
Insulin receptor
CHEMBL1981
 IC50 8.05 8.05 9.0 1
Unchecked
CHEMBL612545
 IC50 7.5 7.365 32.0 2
Epidermal growth factor receptor
CHEMBL203
 IC50 7.02 6.365 95.0 4
LoVo
CHEMBL614721
 IC50 6.84 6.84 145.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 5.17 5.17 6700.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 0.06 mL.min-1.kg-1 Rattus norvegicus
CL 0.017 mL.min-1.kg-1 Mus musculus
CL 0.025 mL.min-1.kg-1 Canis lupus familiaris
Cmax 780.0 nM Mus musculus
F 10.0 % Rattus norvegicus
F 13.0 % Mus musculus
F 30.0 % Canis lupus familiaris
Fu 0.064 - Rattus norvegicus
Fu 0.032 - Homo sapiens
Fu 0.032 - Mus musculus
Fu 0.0575 - Rattus norvegicus
Fu 0.0277 - Rattus norvegicus
T1/2 1.5 hr -

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
NCI-H1975 IC50 = 0.6 nM 9.22 Antiproliferative activity against human NCI-H1975 cells harboring EGFR L858R/T7... 38879996
PC-9 IC50 = 2.0 nM 8.7 Antiproliferative activity against human PC-9 cells harboring EGFR Del19 mutant ... 38879996
Insulin-like growth factor 1 receptor IC50 = 6.0 nM 8.22 Inhibition of IGF1R (unknown origin) 25271963
Insulin receptor IC50 = 9.0 nM 8.05 Inhibition of INSR (unknown origin) 25271963
Unchecked IC50 = 32.0 nM 7.5 Inhibition of mouse EGFR D770_N771insNPG mutant stably expressed in mouse BaF3 c... 36423823
Unchecked IC50 = 59.0 nM 7.23 Inhibition of mouse EGFR V769_D770insASV mutant stably expressed in mouse BaF3 c... 36423823
Epidermal growth factor receptor IC50 = 95.0 nM 7.02 Inhibition of EGR-induced EGFR phosphorylation in human A549 cells pretreated fo... 36423823
LoVo IC50 = 145.0 nM 6.84 Antiproliferative activity against human LoVo cells harboring wild-type EGFR ass... 38879996
Epidermal growth factor receptor IC50 = 300.0 nM 6.52 HER2 Exon 20 YVMA Insertion Mutation: A compound's ability in selectively inhibi... -
Epidermal growth factor receptor IC50 = 600.0 nM 6.22 Inhibition of EGFR L858R/T790M double mutant phosphorylation in human NCI-H1975 ... 25271963
Epidermal growth factor receptor IC50 = 2000.0 nM 5.7 Inhibition of EGFR exon 19 deletion activating mutant phosphorylation in human P... 25271963
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 6700.0 nM 5.17 Inhibition of human ERG 25271963

Literature References

PubMed DOI Target Context # Activities
25271963 10.1021/jm500973a Mus musculus 14
25271963 10.1021/jm500973a Rattus norvegicus 6
25271963 10.1021/jm500973a No relevant target 5
25271963 10.1021/jm500973a Plasma 5
25271963 10.1021/jm500973a ADMET 4
25271963 10.1021/jm500973a NON-PROTEIN TARGET 3
25271963 10.1021/jm500973a Epidermal growth factor receptor 3
25271963 10.1021/jm500973a Hepatocyte 3
25271963 10.1021/jm500973a Insulin receptor 2
25271963 10.1021/jm500973a NCI-H1975 2
25271963 10.1021/jm500973a Insulin-like growth factor 1 receptor 2
25271963 10.1021/jm500973a Canis familiaris 2
36423823 10.1016/j.bmcl.2022.129084 Unchecked 2
25271963 10.1021/jm500973a Voltage-gated inwardly rectifying potassium channel KCNH2 1
25271963 10.1021/jm500973a A-431 1
36423823 10.1016/j.bmcl.2022.129084 Epidermal growth factor receptor 1
38879996 10.1016/j.bmc.2024.117796 NCI-H1975 1
38879996 10.1016/j.bmc.2024.117796 PC-9 1
38879996 10.1016/j.bmc.2024.117796 LoVo 1
38879996 10.1016/j.bmc.2024.117796 ADMET 1

Data from ChEMBL 36 via Core Engine