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Compound Detail

CHEMBL4532174

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Cc1cc(C)c(CNC(=O)c2cc(-c3ccc(N4CCN(C(C)C)CC4)nc3)cc3c2cnn3C(C)C)c(=O)[nH]1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4532174
Phase Preclinical
Structure Type MOL
InChI Key XHJAGCFBPKQPDU-UHFFFAOYSA-N
7
Targets
14
Activities
2
Assay Types
1
PK Parameters
16
Publications
0
Known Names

Molecular Properties

541.7
MW (Da)
4.44
ALogP
7
HBA
2
HBD
99.2
PSA (Ų)
0.36
QED
1
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C31H39N7O2
MW 541.70
Aromatic Rings 4
Heavy Atoms 40
NP-Likeness -1.77

Activity Summary

IC50 13 meas. best 7.92
Kd 1 meas. best 7.68

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone-lysine N-methyltransferase EZH2
CHEMBL2189110
 IC50 7.92 7.68 12.0 4
Unchecked
CHEMBL612545
 Kd 7.68 7.68 21.0 1
HCT-116
CHEMBL394
 IC50 6.04 5.405 920.0 2
MDA-MB-231
CHEMBL400
 IC50 5.96 5.445 1100.0 2
BT-549
CHEMBL614072
 IC50 5.33 5.075 4730.0 2
A549
CHEMBL392
 IC50 5.13 4.96 7480.0 2
MV4-11
CHEMBL613835
 IC50 4.95 4.95 11120.0 1

Pharmacokinetic Data

Parameter Value Units Species
Ka 6.43 10^5/M/s Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone-lysine N-methyltransferase EZH2 IC50 = 12.0 nM 7.92 Inhibition of EZH2 histone methyltransferase activity of EZH2/EED/SUZ12 protein ... 27468126
Histone-lysine N-methyltransferase EZH2 IC50 = 12.0 nM 7.92 Inhibition of EZH2 methyltransferase activity (unknown origin) assessed `transfe... 32871345
Unchecked Kd = 21.0 nM 7.68 Binding affinity to recombinant PRC2 complex (unknown origin) incubated for 90 s... 36153841
Histone-lysine N-methyltransferase EZH2 IC50 = 30.0 nM 7.52 Inhibition of EZH2 (unknown origin) 36153841
Histone-lysine N-methyltransferase EZH2 IC50 = 44.0 nM 7.36 Inhibition of EZH2 (unknown origin) 36306471
HCT-116 IC50 = 920.0 nM 6.04 Synergistic antiproliferative activity against human HCT-116 cells at JQ1 and co... 37379621
MDA-MB-231 IC50 = 1100.0 nM 5.96 Synergistic antiproliferative activity against human MDA-MB-231 cells at JQ1 and... 37379621
BT-549 IC50 = 4730.0 nM 5.33 Synergistic antiproliferative activity against human BT-549 cells at JQ1 and com... 37379621
A549 IC50 = 7480.0 nM 5.13 Synergistic antiproliferative activity against human A549 cells at JQ1 and compo... 37379621
MV4-11 IC50 = 11120.0 nM 4.95 Antiproliferative activity against human MV4-11 cells assessed as reduction in c... 36153841
MDA-MB-231 IC50 = 11650.0 nM 4.93 Antiproliferative activity against human MDA-MB-231 cells incubated for 72 hrs b... 37379621
BT-549 IC50 = 15050.0 nM 4.82 Antiproliferative activity against human BT-549 cells incubated for 72 hrs by MT... 37379621
A549 IC50 = 16140.0 nM 4.79 Antiproliferative activity against human A549 cells incubated for 72 hrs by MTT ... 37379621
HCT-116 IC50 = 16950.0 nM 4.77 Antiproliferative activity against human HCT-116 cells incubated for 72 hrs by M... 37379621

Literature References

PubMed DOI Target Context # Activities
36153841 10.1021/acs.jmedchem.2c00673 Unchecked 3
36153841 10.1021/acs.jmedchem.2c00673 HL-60 2
36153841 10.1021/acs.jmedchem.2c00673 MV4-11 2
36153841 10.1021/acs.jmedchem.2c00673 SU-DHL10 2
36153841 10.1021/acs.jmedchem.2c00673 MDA-MB-231 2
36153841 10.1021/acs.jmedchem.2c00673 HCT-116 2
37379621 10.1016/j.bmc.2023.117386 HCT-116 2
37379621 10.1016/j.bmc.2023.117386 MDA-MB-231 2
37379621 10.1016/j.bmc.2023.117386 BT-549 2
37379621 10.1016/j.bmc.2023.117386 A549 2
27468126 10.1021/acs.jmedchem.6b00855 Histone-lysine N-methyltransferase EZH1 1
27468126 10.1021/acs.jmedchem.6b00855 Histone-lysine N-methyltransferase EZH2 1
36153841 10.1021/acs.jmedchem.2c00673 Histone-lysine N-methyltransferase EZH2 1
32871345 10.1016/j.ejmech.2020.112750 Histone-lysine N-methyltransferase EZH2 1
32871345 10.1016/j.ejmech.2020.112750 Histone-lysine N-methyltransferase EZH1 1
36306471 10.1021/acs.jmedchem.2c01159 Histone-lysine N-methyltransferase EZH2 1

Data from ChEMBL 36 via Core Engine