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Compound Detail

CHEMBL3360855

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Cc1cc(C)c(CNC(=O)c2cc(-c3ccc(CN4CCOCC4)cc3)cc3c2cnn3C2CCCC2)c(=O)[nH]1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3360855
Phase Preclinical
Structure Type MOL
InChI Key ZOIBZSZLMJDVDQ-UHFFFAOYSA-N
3
Targets
20
Activities
3
Assay Types
3
PK Parameters
20
Publications
0
Known Names

Molecular Properties

539.7
MW (Da)
4.89
ALogP
6
HBA
2
HBD
92.2
PSA (Ų)
0.35
QED
1
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug Chemical Probe

Extended Properties

Molecular Formula C32H37N5O3
MW 539.68
Aromatic Rings 4
Heavy Atoms 40
NP-Likeness -1.48

Activity Summary

IC50 15 meas. best 8.09
Ki 4 meas. best 7.62
EC50 1 meas. best 5.54

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone-lysine N-methyltransferase EZH2
CHEMBL2189110
 IC50 8.09 6.9986 8.2 14
Histone-lysine N-methyltransferase EZH2
CHEMBL2189110
 Ki 7.62 7.62 24.0 2
Unchecked
CHEMBL612545
 Ki 7.62 7.62 24.0 2
Histone-lysine N-methyltransferase EZH1
CHEMBL2189116
 IC50 7.35 7.35 45.0 1
Histone-lysine N-methyltransferase EZH2
CHEMBL2189110
 EC50 5.54 5.54 2900.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 2900.0 ng.hr.mL-1 Mus musculus
CL 11.0 mL.min-1.kg-1 Mus musculus
F 47.0 % Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone-lysine N-methyltransferase EZH2 IC50 = 8.2 nM 8.09 Inhibition Assay: Test compounds were serially diluted 3-fold in DMSO in a 10 po... -
Histone-lysine N-methyltransferase EZH2 IC50 = 11.3 nM 7.95 Inhibition Assay: Test compounds were serially diluted 3-fold in DMSO in a 10 po... -
Unchecked Ki = 24.0 nM 7.62 Inhibition of PRC2 (unknown origin) assessed as inhibition constant 35531606
Unchecked Ki = 24.0 nM 7.62 Binding affinity to PRC2 (unknown origin) assessed as inhibition constant 35569264
Histone-lysine N-methyltransferase EZH2 Ki = 24.0 nM 7.62 Competitive inhibition of wild type EZH2 in human PRC2 complex using S-adenosylm... 33283516
Histone-lysine N-methyltransferase EZH2 Ki = 24.0 nM 7.62 Competitive inhibition of human EZH2 using SAM and histone H3 (16 to 30) as subs... 25406853
Histone-lysine N-methyltransferase EZH1 IC50 = 45.0 nM 7.35 Inhibition of EZH1 in PRC2 complex (unknown origin) using biotinylated peptide a... 33283516
Histone-lysine N-methyltransferase EZH2 IC50 = 54.0 nM 7.27 Inhibition of EZH2 (unknown origin) 35531606
Histone-lysine N-methyltransferase EZH2 IC50 = 54.0 nM 7.27 Inhibition of EZH2 (unknown origin) 35014841
Histone-lysine N-methyltransferase EZH2 IC50 = 54.0 nM 7.27 Inhibition of Ezh2 (unknown origin) 36155354
Histone-lysine N-methyltransferase EZH2 IC50 = 54.0 nM 7.27 Inhibition of C-terminal recombinant human EZH2 37156182
Histone-lysine N-methyltransferase EZH2 IC50 = 54.0 nM 7.27 Inhibition of human EZH2 using histone H1 as substrate incubated for 30 mins fol... 23614352
Histone-lysine N-methyltransferase EZH2 IC50 = 54.0 nM 7.27 Inhibition of EZH2 (unknown origin) 35569264
Histone-lysine N-methyltransferase EZH2 IC50 = 54.0 nM 7.27 Inhibition of EZH2 in human PRC2 complex preincubated for 30 mins followed by hi... 33283516
Histone-lysine N-methyltransferase EZH2 IC50 = 75.0 nM 7.12 Inhibition Assay: Test compounds were serially diluted 3-fold in DMSO in a 10 po... -
Histone-lysine N-methyltransferase EZH2 IC50 = 80.0 nM 7.1 Inhibition of wild-type EZH2 in human OCI-LY19 cells assessed as reduction of H3... 25406853
Histone-lysine N-methyltransferase EZH2 IC50 = 95.0 nM 7.02 Inhibition Assay: Test compounds were serially diluted 3-fold in DMSO in a 10 po... -
Histone-lysine N-methyltransferase EZH2 IC50 = 2900.0 nM 5.54 Inhibition of EZH2 in human OCILY19 cells assessed as reduction in H3K27me3 leve... 35531606
Histone-lysine N-methyltransferase EZH2 EC50 = 2900.0 nM 5.54 Inhibition of methyltransferase activity of EZH2 in human G401 cells assessed as... 26769278
Histone-lysine N-methyltransferase EZH2 IC50 = 54000.0 nM 4.27 Inhibition of human EZH2 using SAM and histone H3 (16 to 30) as substrate preinc... 25406853

Literature References

PubMed DOI Target Context # Activities
25406853 10.1021/jm501234a Unchecked 16
26769278 10.1021/acs.jmedchem.5b01501 Mus musculus 4
25369470 10.1021/jm501230c DB 3
25406853 10.1021/jm501234a Histone-lysine N-methyltransferase EZH2 3
25369470 10.1021/jm501230c Molecular identity unknown 3
25746006 10.1038/onc.2015.38 Histone-lysine N-methyltransferase EZH2 2
35531606 10.1021/acs.jmedchem.2c00047 Histone-lysine N-methyltransferase EZH2 2
35569264 10.1016/j.ejmech.2022.114419 Unchecked 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
33283516 10.1021/acs.jmedchem.0c01344 Histone-lysine N-methyltransferase EZH2 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
33283516 10.1021/acs.jmedchem.0c01344 Histone-lysine N-methyltransferase EZH1 1
33283516 10.1021/acs.jmedchem.0c01344 ADMET 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1
- 10.1101/2020.04.21.054387 SARS-CoV-2 1
35569264 10.1016/j.ejmech.2022.114419 Histone-lysine N-methyltransferase EZH2 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
35531606 10.1021/acs.jmedchem.2c00047 Unchecked 1
35014841 10.1021/acs.jmedchem.1c01208 Histone-lysine N-methyltransferase EZH2 1
25746006 10.1038/onc.2015.38 Unchecked 1

Data from ChEMBL 36 via Core Engine