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Compound Detail

CHEMBL4297458

EZOBRESIB
🧪 Phase II
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🧪 Phase II
Cc1nnn(C)c1-c1cnc2c3ccc(C(C)(C)O)cc3n([C@H](c3ccccc3)C3CCOCC3)c2c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4297458
Name EZOBRESIB
Phase Phase II
Structure Type MOL
InChI Key KGERZPVQIRYWRK-GDLZYMKVSA-N

Known Names

Bet inhibitor bms-986158 Bms-986158 Ezobresib
23
Targets
35
Activities
1
Assay Types
30
PK Parameters
20
Publications
3
Known Names
4
Indications
1
Mechanisms

Molecular Properties

495.6
MW (Da)
5.54
ALogP
7
HBA
1
HBD
78.0
PSA (Ų)
0.35
QED
1
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer
USAN Stem -bresib
USAN Year 2023

Extended Properties

Molecular Formula C30H33N5O2
MW 495.63
Aromatic Rings 5
Heavy Atoms 37
NP-Likeness -0.43

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Bromodomain and extra-terminal motif (BET) inhibitor INHIBITOR Bromodomain and extra-terminal motif (BET) ✓ ✓

Indications

Lymphoma Multiple Myeloma Neoplasms Primary Myelofibrosis

Activity Summary

IC50 35 meas. best 9.64

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 IC50 9.64 8.61 0.2 9
DMS-53
CHEMBL1075434
 IC50 9.54 9.54 0.3 1
NCI-H211
CHEMBL4523578
 IC50 9.52 8.65 0.3 3
DMS-114
CHEMBL614642
 IC50 9.49 9.49 0.3 1
NCI-H146
CHEMBL4523572
 IC50 9.39 9.39 0.4 1
Myc proto-oncogene protein
CHEMBL1250348
 IC50 9.15 9.15 0.7 1
OCI-AML-3
CHEMBL4296479
 IC50 9.15 9.15 0.7 1
Bromodomain-containing protein 4
CHEMBL1163125
 IC50 9.1 9.0067 0.8 3
Bromodomain-containing protein 3
CHEMBL1795186
 IC50 8.96 8.96 1.1 1
Bromodomain-containing protein 2
CHEMBL1293289
 IC50 8.85 8.85 1.4 1
MOLM-13
CHEMBL3706572
 IC50 8.77 8.77 1.7 1
HCC44
CHEMBL4296385
 IC50 8.57 8.57 2.7 1
MDA-MB-231
CHEMBL400
 IC50 8.3 8.3 5.0 1
HCC95
CHEMBL4296387
 IC50 8.09 8.09 8.1 1
NCI-H23
CHEMBL614997
 IC50 7.21 7.21 62.0 1
NCI-H2170
CHEMBL1075534
 IC50 7.04 7.04 91.0 1
NCI-H441
CHEMBL1075542
 IC50 6.93 6.93 118.0 1
NCI-H2228
CHEMBL1075536
 IC50 6.78 6.78 166.0 1
SK-LU-1
CHEMBL614913
 IC50 6.68 6.68 210.0 1
NCI-H647
CHEMBL614999
 IC50 6.36 6.36 441.0 1
Cytochrome P450 2C19
CHEMBL3622
 IC50 5.25 5.25 5600.0 1
Cytochrome P450 2C9
CHEMBL3397
 IC50 4.93 4.93 11800.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 4.55 4.55 28000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 24583.25 ng.hr.mL-1 Mus musculus
AUC 232.95 ng.hr.mL-1 Mus musculus
AUC 297.38 ng.hr.mL-1 Mus musculus
AUC 148.69 ng.hr.mL-1 Mus musculus
AUC 8921.34 ng.hr.mL-1 Mus musculus
AUC 991.26 ng.hr.mL-1 Rattus norvegicus
AUC 203.21 ng.hr.mL-1 Canis lupus familiaris
AUC 42.13 ng.hr.mL-1 Macaca fascicularis
AUC 1288.64 ng.hr.mL-1 Mus musculus
CL 12.0 mL.min-1.kg-1 Mus musculus
CL 41.0 mL.min-1.kg-1 Rattus norvegicus
CL 15.0 mL.min-1.kg-1 Canis lupus familiaris
CL 32.0 mL.min-1.kg-1 Macaca mulatta
CL 12.0 mL.min-1.kg-1 Mus musculus
CL 41.0 mL.min-1.kg-1 Rattus norvegicus
CL 15.0 mL.min-1.kg-1 Canis lupus familiaris
CL 32.0 mL.min-1.kg-1 Macaca fascicularis
Cmax 11900.0 nM Mus musculus
Cmax 40.0 nM Mus musculus
Cmax 150.0 nM Mus musculus
F 100.0 % Mus musculus
F 47.0 % Rattus norvegicus
F 59.0 % Canis lupus familiaris
F 16.0 % Macaca mulatta
F 100.0 % Mus musculus
F 47.0 % Rattus norvegicus
F 59.0 % Canis lupus familiaris
F 16.0 % Macaca fascicularis
T1/2 0.1833 hr Macaca
T1/2 0.3833 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 0.23 nM 9.64 Anticancer activity against human HCC33 cells 34543572
DMS-53 IC50 = 0.29 nM 9.54 Anticancer activity against human DMS-53 cells 34543572
NCI-H211 IC50 = 0.3 nM 9.52 Anticancer activity against human NCI-H211 cells 34543572
DMS-114 IC50 = 0.32 nM 9.49 Anticancer activity against human DMS-114 cells 34543572
NCI-H146 IC50 = 0.41 nM 9.39 Anticancer activity against human NCI-H146 cells 34543572
Myc proto-oncogene protein IC50 = 0.7 nM 9.15 Inhibition of c-MYC (unknown origin) 34560263
Unchecked IC50 = 0.7 nM 9.15 Inhibition of c-MYC expression in human JJN3R cells measured after 4 hrs 34543572
Unchecked IC50 = 0.7 nM 9.15 Anticancer activity against human JJN3R cells 34543572
OCI-AML-3 IC50 = 0.7 nM 9.15 Anticancer activity against human OCI-AML3 cells 34543572
Unchecked IC50 = 0.7 nM 9.15 Inhibition of c-MYC expression in human JJN-3R cells measured after 4 hrs 35859878
Bromodomain-containing protein 4 IC50 = 0.8 nM 9.1 Inhibition of BRD4 (unknown origin) 34560263
Bromodomain-containing protein 4 IC50 = 1.1 nM 8.96 Inhibition of human BRD4 (1 to 477 residues) measured after 60 mins by TR-FRET a... 34543572
Bromodomain-containing protein 3 IC50 = 1.1 nM 8.96 Inhibition of human BRD3 measured by TR-FRET assay 34543572
Bromodomain-containing protein 4 IC50 = 1.1 nM 8.96 Inhibition of N-terminal His6-tagged recombinant human BRD4 (44 to 168 residues)... 35859878
Bromodomain-containing protein 2 IC50 = 1.4 nM 8.85 Inhibition of human BRD2 measured by TR-FRET assay 34543572
MOLM-13 IC50 = 1.7 nM 8.77 Anticancer activity against human MOLM-13 cells 34543572
Unchecked IC50 = 2.3 nM 8.64 Anticancer activity against human NCI-H187 cells 34543572
HCC44 IC50 = 2.7 nM 8.57 Anticancer activity against human HCC44 cells 34543572
Unchecked IC50 = 3.6 nM 8.44 Antitumour activity against human JJN3R cells measured after 72 hrs by MTS assay 34543572
Unchecked IC50 = 3.6 nM 8.44 Antiproliferative activity against human JJN-3R cells assessed as inhibition of ... 35859878

Literature References

PubMed DOI Target Context # Activities
34543572 10.1021/acs.jmedchem.1c00625 Unchecked 35
35859878 10.1021/acsmedchemlett.2c00219 ADMET 34
34543572 10.1021/acs.jmedchem.1c00625 ADMET 32
34560263 10.1016/j.bmcl.2021.128376 ADMET 5
35859878 10.1021/acsmedchemlett.2c00219 Unchecked 3
34543572 10.1021/acs.jmedchem.1c00625 NCI-H211 2
34543572 10.1021/acs.jmedchem.1c00625 Voltage-gated inwardly rectifying potassium channel KCNH2 2
34543572 10.1021/acs.jmedchem.1c00625 Cytochrome P450 2C9 1
34543572 10.1021/acs.jmedchem.1c00625 DMS-53 1
34543572 10.1021/acs.jmedchem.1c00625 Histone acetyltransferase p300 1
36893627 10.1016/j.ejmech.2023.115254 MDA-MB-231 1
34543572 10.1021/acs.jmedchem.1c00625 Cytochrome P450 3A4 1
34543572 10.1021/acs.jmedchem.1c00625 Cytochrome P450 2D6 1
34543572 10.1021/acs.jmedchem.1c00625 Cytochrome P450 2C19 1
34543572 10.1021/acs.jmedchem.1c00625 Cytochrome P450 1A2 1
34543572 10.1021/acs.jmedchem.1c00625 Bromodomain-containing protein 3 1
34543572 10.1021/acs.jmedchem.1c00625 Bromodomain-containing protein 2 1
34543572 10.1021/acs.jmedchem.1c00625 Bromodomain-containing protein 4 1
34560263 10.1016/j.bmcl.2021.128376 Bromodomain-containing protein 4 1
34560263 10.1016/j.bmcl.2021.128376 Myc proto-oncogene protein 1

Data from ChEMBL 36 via Core Engine