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Compound Detail

CHEMBL5559947

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COc1cc2ncnc(Nc3cccc(Cl)c3F)c2cc1OCCCCNCc1c(OC)cc(OCc2cccc(-c3ccccc3)c2C)cc1OC
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5559947
Phase Preclinical
Structure Type MOL
InChI Key UNVKVCJYTQIHSW-UHFFFAOYSA-N
7
Targets
8
Activities
2
Assay Types
17
PK Parameters
8
Publications
0
Known Names

Molecular Properties

737.3
MW (Da)
9.69
ALogP
9
HBA
2
HBD
96.0
PSA (Ų)
0.09
QED
2
Ro5 Violations
17
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C42H42ClFN4O5
MW 737.27
Aromatic Rings 6
Heavy Atoms 53
NP-Likeness -0.81

Activity Summary

IC50 6 meas. best 7.43
Kd 2 meas. best 6.28

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Epidermal growth factor receptor
CHEMBL203
 IC50 7.43 7.43 37.5 1
Unchecked
CHEMBL612545
 IC50 6.55 6.235 280.0 2
Programmed cell death 1 ligand 1
CHEMBL4523448
 Kd 6.28 6.28 520.0 1
Programmed cell death 1 ligand 1
CHEMBL3580522
 Kd 6.24 6.24 580.0 1
U-87 MG
CHEMBL614247
 IC50 6.11 6.11 770.0 1
U-251
CHEMBL615022
 IC50 5.99 5.99 1020.0 1
Programmed cell death protein 1/Programmed cell death 1 ligand 1
CHEMBL4523993
 IC50 5.75 5.75 1770.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 2832.5 ng.hr.mL-1 Rattus norvegicus
AUC 2906.6 ng.hr.mL-1 Rattus norvegicus
AUC 3145.7 ng.hr.mL-1 Rattus norvegicus
AUC 3238.3 ng.hr.mL-1 Rattus norvegicus
CL 25.0 mL.min-1.kg-1 Rattus norvegicus
CL 106.67 mL.min-1.kg-1 Rattus norvegicus
Cmax 0.3256 ug.mL-1 Rattus norvegicus
Cmax 0.2553 ug.mL-1 Rattus norvegicus
F 22.2 % Rattus norvegicus
MRT 12.5 hr Rattus norvegicus
MRT 17.2 hr Rattus norvegicus
T1/2 6.8 hr Rattus norvegicus
T1/2 13.0 hr Rattus norvegicus
Tmax 0.04 hr Rattus norvegicus
Tmax 3.6 hr Rattus norvegicus
Vd 13.7 L.kg-1 Rattus norvegicus
Vd 123.5 L.kg-1 Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Epidermal growth factor receptor IC50 = 37.5 nM 7.43 Inhibition of EGFR (cytoplasmic domain from 669 to 1210) (unknown origin) using ... 38739112
Unchecked IC50 = 280.0 nM 6.55 Antiproliferative activity against human U87vIII cells expressing EGFRvIII incub... 38739112
Programmed cell death 1 ligand 1 Kd = 520.0 nM 6.28 Binding affinity to recombinant mouse His-tagged PD-L1 expressed in HEK293 cells... 38739112
Programmed cell death 1 ligand 1 Kd = 580.0 nM 6.24 Binding affinity to recombinant human PD-L1 expressed in HEK293 cells by SPR ana... 38739112
U-87 MG IC50 = 770.0 nM 6.11 Antiproliferative activity against human U-87 MG cells incubated for 72 hrs by M... 38739112
U-251 IC50 = 1020.0 nM 5.99 Antiproliferative activity against human U-251 cells incubated for 72 hrs by MTT... 38739112
Unchecked IC50 = 1190.0 nM 5.92 Antiproliferative activity against human GL261 cells incubated for 72 hrs by MTT... 38739112
Programmed cell death protein 1/Programmed cell death 1 ligand 1 IC50 = 1770.0 nM 5.75 Inhibition of PD-1/PD-L1 (unknown origin) interaction assessed as inhibition rat... 38739112

Literature References

PubMed DOI Target Context # Activities
38739112 10.1021/acs.jmedchem.4c00128 ADMET 27
38739112 10.1021/acs.jmedchem.4c00128 Unchecked 11
38739112 10.1021/acs.jmedchem.4c00128 U-87 MG 10
38739112 10.1021/acs.jmedchem.4c00128 Epidermal growth factor receptor 6
38739112 10.1021/acs.jmedchem.4c00128 Programmed cell death 1 ligand 1 4
38739112 10.1021/acs.jmedchem.4c00128 Programmed cell death protein 1/Programmed cell death 1 ligand 1 3
38739112 10.1021/acs.jmedchem.4c00128 Glioblastoma cell line 2
38739112 10.1021/acs.jmedchem.4c00128 U-251 1

Data from ChEMBL 36 via Core Engine