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Compound Detail

CHEMBL3287735

GSK2816126
Phase I
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Phase I
CC[C@H](C)n1cc(C)c2c(C(=O)NCc3c(C)cc(C)[nH]c3=O)cc(-c3ccc(N4CCNCC4)nc3)cc21
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3287735
Name GSK2816126
Phase Phase I
Structure Type MOL
InChI Key FKSFKBQGSFSOSM-QFIPXVFZSA-N

Known Names

Gsk2816126
21
Targets
53
Activities
3
Assay Types
2
PK Parameters
20
Publications
1
Known Names
2
Indications
1
Mechanisms

Molecular Properties

526.7
MW (Da)
4.63
ALogP
6
HBA
3
HBD
95.0
PSA (Ų)
0.33
QED
1
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Unknown

Extended Properties

Molecular Formula C31H38N6O2
MW 526.69
Aromatic Rings 4
Heavy Atoms 39
NP-Likeness -1.38

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Histone-lysine N-methyltransferase EZH2 inhibitor INHIBITOR Histone-lysine N-methyltransferase EZH2 ✓ ✓

Indications

Neoplasms Neoplasms

Activity Summary

IC50 43 meas. best 9.0
Ki 8 meas. best 9.3
Kd 2 meas. best 7.66

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone-lysine N-methyltransferase EZH2
CHEMBL2189110
 Ki 9.3 9.3 0.5 8
Histone-lysine N-methyltransferase EZH2
CHEMBL2189110
 IC50 9.0 8.0964 1.0 14
A549
CHEMBL392
 IC50 8.16 6.81 6.9 3
EZH2/SUZ12/EED complex
CHEMBL3137286
 IC50 7.8 7.8 16.0 1
Unchecked
CHEMBL612545
 Kd 7.66 7.66 21.8 1
Histone-lysine N-methyltransferase EZH2
CHEMBL2189110
 Kd 7.22 7.22 60.7 1
Histone-lysine N-methyltransferase EZH1
CHEMBL2189116
 IC50 7.12 7.12 75.0 1
Unchecked
CHEMBL612545
 IC50 6.92 6.92 121.0 1
Medulloblastoma cell
CHEMBL4296520
 IC50 5.33 5.33 4640.0 1
MDA-MB-231
CHEMBL400
 IC50 5.2 4.99 6320.0 3
MV4-11
CHEMBL613835
 IC50 5.13 5.13 7340.0 1
BT-549
CHEMBL614072
 IC50 5.08 4.805 8280.0 4
PC-3
CHEMBL390
 IC50 5.0 5.0 10040.0 1
SK-OV-3
CHEMBL614925
 IC50 4.98 4.575 10490.0 2
4T1
CHEMBL612589
 IC50 4.98 4.98 10400.0 1
MDA-MB-468
CHEMBL614335
 IC50 4.92 4.92 11920.0 1
A2780
CHEMBL614004
 IC50 4.92 4.92 12000.0 1
PA-1
CHEMBL614949
 IC50 4.91 4.91 12200.0 1
HL-60
CHEMBL383
 IC50 4.85 4.85 14050.0 1
SK-BR-3
CHEMBL613834
 IC50 4.81 4.81 15500.0 1
MCF7
CHEMBL387
 IC50 4.73 4.7 18800.0 2
OVCAR-3
CHEMBL614213
 IC50 4.53 4.53 29800.0 1
ES-2
CHEMBL5058622
 IC50 4.49 4.49 32200.0 1
OAW-42
CHEMBL1075554
 IC50 4.26 4.26 55400.0 1

Pharmacokinetic Data

Parameter Value Units Species
Ka 1.911 10^6/Ms Homo sapiens
Ka 5.83 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 Ki = 0.5 nM 9.3 Inhibition of human wild-type EZH2 assessed as H3K27me0 level after 30 mins by s... 25406853
Histone-lysine N-methyltransferase EZH2 Ki = 0.5 nM 9.3 Inhibition of human EZH2 Y641C mutant assessed as H3K27me2 level after 30 mins b... 25406853
Histone-lysine N-methyltransferase EZH2 Ki = 0.5 nM 9.3 Inhibition of human EZH2 Y641S mutant assessed as H3K27me2 level after 30 mins b... 25406853
Histone-lysine N-methyltransferase EZH2 Ki = 0.5 nM 9.3 Inhibition of human EZH2 Y641N mutant assessed as H3K27me2 level after 30 mins b... 25406853
Histone-lysine N-methyltransferase EZH2 Ki = 0.5 nM 9.3 Inhibition of human EZH2 Y641H mutant assessed as H3K27me2 level after 30 mins b... 25406853
Histone-lysine N-methyltransferase EZH2 Ki = 0.5 nM 9.3 Inhibition of human EZH2 Y641F mutant assessed as H3K27me2 level after 30 mins b... 25406853
Histone-lysine N-methyltransferase EZH2 Ki = 0.5 nM 9.3 Inhibition of human EZH2 A677G mutant assessed as H3K27me1 level after 30 mins b... 25406853
Histone-lysine N-methyltransferase EZH2 Ki = 0.5 nM 9.3 Inhibition of human EZH2 A677G mutant assessed as H3K27me0 level after 30 mins b... 25406853
Histone-lysine N-methyltransferase EZH2 IC50 = 1.0 nM 9.0 Inhibition of EZH2 (unknown origin) using biotinylated nucleosome, H3K27me3 acti... 26189078
Histone-lysine N-methyltransferase EZH2 IC50 = 1.62 nM 8.79 Inhibition of wild type EZH2 (unknown origin) by AlphaLlSA assay 36692394
Histone-lysine N-methyltransferase EZH2 IC50 = 2.0 nM 8.7 Inhibition of EZH2 Y641N mutant (unknown origin) using biotinylated nucleosome, ... 26189078
Histone-lysine N-methyltransferase EZH2 IC50 = 2.7 nM 8.57 Inhibition of N-terminal His-tagged EZH2 in human PRC2 complex (2 to end residue... 33606537
Histone-lysine N-methyltransferase EZH2 IC50 = 3.25 nM 8.49 Inhibition of human EZH2 using SAM as substrate incubated for 1 hr by microplate... 37021456
Histone-lysine N-methyltransferase EZH2 IC50 = 5.5 nM 8.26 Inhibition of EZH2 Y641F mutant (unknown origin) using SAM as substrate incubate... 34664960
A549 IC50 = 6.9 nM 8.16 Antiproliferative activity against human A549 cells harbouring KrasG12D/+ mutant... 30487290
Histone-lysine N-methyltransferase EZH2 IC50 = 10.0 nM 8.0 Inhibition of EZH2 (unknown origin) 35014841
Histone-lysine N-methyltransferase EZH2 IC50 = 10.0 nM 8.0 Inhibition of wild type EZH2 methyltransferase activity (unknown origin) using 3... 23614352
Histone-lysine N-methyltransferase EZH2 IC50 = 9.9 nM 8.0 Inhibition of EZH2 (unknown origin) 35569264
Histone-lysine N-methyltransferase EZH2 IC50 = 9.9 nM 8.0 Inhibition of wild-type EZH2 (unknown origin) 35531606
Histone-lysine N-methyltransferase EZH2 IC50 = 10.48 nM 7.98 Inhibition of EZH2 (unknown origin) in PRC2 complex preincubated for 30 mins fol... 38134746

Literature References

PubMed DOI Target Context # Activities
33606537 10.1021/acs.jmedchem.0c02234 Unchecked 26
25406853 10.1021/jm501234a Unchecked 21
30487290 10.1084/jem.20180801 Histone-lysine N-methyltransferase EZH2 20
30487290 10.1084/jem.20180801 Unchecked 12
32579914 10.1016/j.celrep.2020.107782 Medulloblastoma cell 12
25406853 10.1021/jm501234a Histone-lysine N-methyltransferase EZH2 8
38134746 10.1016/j.ejmech.2023.116054 MDA-MB-231 7
38134746 10.1016/j.ejmech.2023.116054 Histone-lysine N-methyltransferase EZH2 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
29223978 10.1534/g3.117.300311 Histone-lysine N-methyltransferase EZH2 4
26189078 10.1016/j.bmcl.2015.06.056 Plasma 4
26189078 10.1016/j.bmcl.2015.06.056 Liver microsome 3
35623249 10.1016/j.ejmech.2022.114462 Unchecked 3
26189078 10.1016/j.bmcl.2015.06.056 Histone-lysine N-methyltransferase EZH2 3
24767850 10.1016/j.bmcl.2014.04.010 NON-PROTEIN TARGET 3
38134746 10.1016/j.ejmech.2023.116054 MCF-10A 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
38134746 10.1016/j.ejmech.2023.116054 BT-549 2
30487290 10.1084/jem.20180801 A549 2

Data from ChEMBL 36 via Core Engine