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

CHEMBL576781

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
COc1cc2c(NC3CCN(C)CC3)nc(N3CCCN(C)CC3)nc2cc1OCCCN(C)C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL576781
Phase Preclinical
Structure Type MOL
InChI Key XIVUGRBSBIXXJE-UHFFFAOYSA-N
3
Targets
20
Activities
4
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

485.7
MW (Da)
2.62
ALogP
9
HBA
1
HBD
69.2
PSA (Ų)
0.54
QED
0
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C26H43N7O2
MW 485.68
Aromatic Rings 2
Heavy Atoms 35
NP-Likeness -1.17

Activity Summary

IC50 15 meas. best 7.82
Kd 2 meas. best 7.64
Ki 2 meas. best 8.59
EC50 1 meas. best 4.47

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone-lysine N-methyltransferase EHMT2
CHEMBL6032
 Ki 8.59 8.59 2.6 2
Histone-lysine N-methyltransferase EHMT2
CHEMBL6032
 IC50 7.82 6.8722 15.0 9
Histone-lysine N-methyltransferase EHMT1
CHEMBL6031
 IC50 7.7 7.424 20.0 5
Histone-lysine N-methyltransferase EHMT2
CHEMBL6032
 Kd 7.64 7.64 23.0 2
MDA-MB-231
CHEMBL400
 EC50 4.47 4.47 34000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone-lysine N-methyltransferase EHMT2 Ki = 2.6 nM 8.59 Inhibition of G9a (unknown origin) using histone H3 (1 to 25 residues) as substr... 27720557
Histone-lysine N-methyltransferase EHMT2 Ki = 2.6 nM 8.59 Binding affinity to human recombinant G9a catalytic domain amino acid 913 to 119... 22975593
Histone-lysine N-methyltransferase EHMT2 IC50 = 15.0 nM 7.82 Inhibition of G9a by Thioglo assay 19891491
Histone-lysine N-methyltransferase EHMT2 IC50 = 15.0 nM 7.82 Inhibition of G9a (unknown origin) 37974951
Histone-lysine N-methyltransferase EHMT2 IC50 = 15.0 nM 7.82 Inhibition of G9a (unknown origin) using histone H3 (1 to 25 residues) as substr... 27720557
Histone-lysine N-methyltransferase EHMT2 IC50 = 15.0 nM 7.82 Inhibition of lysine methyltransferase G9a 21316248
Histone-lysine N-methyltransferase EHMT1 IC50 = 20.0 nM 7.7 Inhibition of GLP by Thioglo assay 19891491
Histone-lysine N-methyltransferase EHMT1 IC50 = 23.0 nM 7.64 Inhibition of N-terminal GST tagged human recombinant EHMT1 (794 to 1294 residue... 31350126
Histone-lysine N-methyltransferase EHMT2 Kd = 23.0 nM 7.64 Binding affinity to G9a by isothermal titration calorimetry 19891491
Histone-lysine N-methyltransferase EHMT2 Kd = 23.0 nM 7.64 Binding affinity to G9a by isothermal titration colorimetry 20614940
Histone-lysine N-methyltransferase EHMT2 IC50 = 43.0 nM 7.37 Inhibition of G9a assessed as hydrolysis of S-adenosyl-L-homocysteine after 2 mi... 21780790
Histone-lysine N-methyltransferase EHMT2 IC50 = 43.0 nM 7.37 Inhibition of G9a (913 to 1193 residues) (unknown origin) using peptide H3 (1 to... 29308121
Histone-lysine N-methyltransferase EHMT1 IC50 = 50.0 nM 7.3 Activity at methyl transferase activity GLP by enzyme coupled S-adenocylehomocys... 20614940
Histone-lysine N-methyltransferase EHMT1 IC50 = 58.0 nM 7.24 Inhibition of GLP by Alpha screen assay 19891491
Histone-lysine N-methyltransferase EHMT1 IC50 = 58.0 nM 7.24 Activity at methyl transferase activity GLP by chemiluminescence based oxygen tu... 20614940
Histone-lysine N-methyltransferase EHMT2 IC50 = 60.0 nM 7.22 Inhibition of N-terminal GST tagged human recombinant EHMT2 (785 to 1210 residue... 31350126
MDA-MB-231 EC50 = 34000.0 nM 4.47 Cytotoxicity against human MDA-MB-231 cells assessed as cell viability after 48 ... 21780790
Histone-lysine N-methyltransferase EHMT2 IC50 = 43000.0 nM 4.37 Activity at methyl transferase activity G9a by enzyme coupled S-adenocylehomocys... 20614940
Histone-lysine N-methyltransferase EHMT2 IC50 = 57000.0 nM 4.24 Inhibition of methyl transferase activity of G9a assessed as inhibition of H3K9 ... 20614940

Literature References

PubMed DOI Target Context # Activities
19891491 10.1021/jm901543m Histone-lysine N-methyltransferase EHMT2 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
20614940 10.1021/jm100478y Histone-lysine N-methyltransferase EHMT2 3
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
29308121 10.1039/C7MD00052A Histone-lysine N-methyltransferase EHMT2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
27720557 10.1016/j.bmc.2016.09.071 Histone-lysine N-methyltransferase EHMT2 2
- 10.6019/CHEMBL5724709 U2OS 2
21780790 10.1021/jm200903z Histone-lysine N-methyltransferase EHMT2 2
20614940 10.1021/jm100478y Histone-lysine N-methyltransferase EHMT1 2
- 10.6019/CHEMBL5724709 HEK-293T 2
- 10.6019/CHEMBL5724709 Fibroblast 2
19891491 10.1021/jm901543m Unchecked 2
19891491 10.1021/jm901543m Histone-lysine N-methyltransferase EHMT1 2
20614940 10.1021/jm100478y Histone-lysine N-methyltransferase SETD7 1
21316248 10.1016/j.bmc.2011.01.029 Histone-lysine N-methyltransferase EHMT2 1
- 10.6019/CHEMBL5724796 Bromodomain-containing protein 4 1
21780790 10.1021/jm200903z MDA-MB-231 1
20614940 10.1021/jm100478y Unchecked 1
19891491 10.1021/jm901543m Histamine H1 receptor 1

Data from ChEMBL 36 via Core Engine