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Compound Detail

CHEMBL4555209

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Cc1nnc2n1-c1sc(C#Cc3cnn(C)c3)c(Cc3ccccc3)c1COC2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4555209
Phase Preclinical
Structure Type MOL
InChI Key RPBWYZZANXCAJX-UHFFFAOYSA-N
11
Targets
29
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

401.5
MW (Da)
3.39
ALogP
7
HBA
0
HBD
57.8
PSA (Ų)
0.48
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H19N5OS
MW 401.50
Aromatic Rings 4
Heavy Atoms 29
NP-Likeness -1.11

Activity Summary

IC50 17 meas. best 8.46
Kd 6 meas. best 7.46
Ki 6 meas. best 8.77

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Bromodomain-containing protein 2
CHEMBL1293289
 Ki 8.77 8.42 1.7 2
Bromodomain-containing protein 4
CHEMBL1163125
 Ki 8.64 8.185 2.3 2
Bromodomain-containing protein 3
CHEMBL1795186
 Ki 8.6 8.395 2.5 2
Bromodomain-containing protein 2
CHEMBL1293289
 IC50 8.46 7.925 3.5 2
Bromodomain-containing protein 4
CHEMBL1163125
 IC50 8.0 7.59 10.0 2
Bromodomain-containing protein 3
CHEMBL1795186
 IC50 7.79 7.625 16.4 2
Bromodomain-containing protein 4
CHEMBL1163125
 Kd 7.46 7.245 35.0 2
MV4-11
CHEMBL613835
 IC50 7.25 7.04 55.8 2
Bromodomain-containing protein 3
CHEMBL1795186
 Kd 7.14 6.945 73.0 2
HL-60
CHEMBL383
 IC50 6.95 6.95 113.0 1
Bromodomain-containing protein 2
CHEMBL1293289
 Kd 6.92 6.545 120.0 2
MDA-MB-231
CHEMBL400
 IC50 6.82 6.82 151.0 1
RS4-11
CHEMBL2366159
 IC50 6.76 6.745 173.0 2
MOLM-13
CHEMBL3706572
 IC50 6.68 6.675 207.0 2
T47D
CHEMBL614361
 IC50 6.21 6.21 623.0 1
MDA-MB-453
CHEMBL614334
 IC50 6.16 6.16 689.0 1
MCF7
CHEMBL387
 IC50 6.09 6.09 804.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Bromodomain-containing protein 2 Ki = 1.7 nM 8.77 Binding affinity to human BRD2 BD1 (72 to 205 residues) by fluorescence polariza... 30019901
Bromodomain-containing protein 4 Ki = 2.3 nM 8.64 Binding affinity to human BRD4 BD1 (44 to 168 residues) by fluorescence polariza... 30019901
Bromodomain-containing protein 3 Ki = 2.5 nM 8.6 Binding affinity to human BRD3 BD1 (24 to 144 residues) by fluorescence polariza... 30019901
Bromodomain-containing protein 2 IC50 = 3.5 nM 8.46 Binding affinity to human BRD2 BD1 (72 to 205 residues) by fluorescence polariza... 30019901
Bromodomain-containing protein 3 Ki = 6.5 nM 8.19 Binding affinity to human BRD3 BD2 (306 to 417 residues) by fluorescence polariz... 30019901
Bromodomain-containing protein 2 Ki = 8.5 nM 8.07 Binding affinity to human BRD2 BD2 (349 to 460 residues) by fluorescence polariz... 30019901
Bromodomain-containing protein 4 IC50 = 10.0 nM 8.0 Binding affinity to human BRD4 BD1 (44 to 168 residues) by fluorescence polariza... 30019901
Bromodomain-containing protein 3 IC50 = 16.4 nM 7.79 Binding affinity to human BRD3 BD1 (24 to 144 residues) by fluorescence polariza... 30019901
Bromodomain-containing protein 4 Ki = 18.5 nM 7.73 Binding affinity to human BRD4 BD2 (333 to 460 residues) by fluorescence polariz... 30019901
Bromodomain-containing protein 3 IC50 = 35.1 nM 7.46 Binding affinity to human BRD3 BD2 (306 to 417 residues) by fluorescence polariz... 30019901
Bromodomain-containing protein 4 Kd = 35.0 nM 7.46 Binding affinity to recombinant BRD4 BD1 (unknown origin) assessed as dissociati... 37289649
Bromodomain-containing protein 2 IC50 = 40.6 nM 7.39 Binding affinity to human BRD2 BD2 (349 to 460 residues) by fluorescence polariz... 30019901
MV4-11 IC50 = 55.8 nM 7.25 Growth inhibition of human MV4-11 cells after 96 hrs by CCK8 assay 30019901
Bromodomain-containing protein 4 IC50 = 66.6 nM 7.18 Binding affinity to human BRD4 BD2 (333 to 460 residues) by fluorescence polariz... 30019901
Bromodomain-containing protein 3 Kd = 73.0 nM 7.14 Binding affinity to recombinant BRD3 BD1 (unknown origin) assessed as dissociati... 37289649
Bromodomain-containing protein 4 Kd = 94.0 nM 7.03 Binding affinity to recombinant BRD4 BD2 (unknown origin) assessed as dissociati... 37289649
HL-60 IC50 = 113.0 nM 6.95 Antiproliferative activity against human HL-60 cells assessed as cell growth inh... 37289649
Bromodomain-containing protein 2 Kd = 120.0 nM 6.92 Binding affinity to recombinant BRD2 BD1 (unknown origin) assessed as dissociati... 37289649
MV4-11 IC50 = 149.0 nM 6.83 Antiproliferative activity against human MV4-11 cells assessed as cell growth in... 37289649
MDA-MB-231 IC50 = 151.0 nM 6.82 Antiproliferative activity against human MDA-MB-231 cells assessed as cell growt... 37289649

Literature References

PubMed DOI Target Context # Activities
30019901 10.1021/acs.jmedchem.8b00506 Bromodomain-containing protein 2 4
37289649 10.1021/acs.jmedchem.3c00520 Protein cereblon/Bromodomain-containing protein 4 4
37289649 10.1021/acs.jmedchem.3c00520 Protein cereblon/Bromodomain-containing protein 3 4
37289649 10.1021/acs.jmedchem.3c00520 Protein cereblon/Bromodomain-containing protein 2 4
30019901 10.1021/acs.jmedchem.8b00506 Bromodomain-containing protein 4 4
30019901 10.1021/acs.jmedchem.8b00506 Bromodomain-containing protein 3 4
37289649 10.1021/acs.jmedchem.3c00520 MDA-MB-231 2
37289649 10.1021/acs.jmedchem.3c00520 MV4-11 2
37289649 10.1021/acs.jmedchem.3c00520 Bromodomain-containing protein 4 2
37289649 10.1021/acs.jmedchem.3c00520 Bromodomain-containing protein 3 2
37289649 10.1021/acs.jmedchem.3c00520 Bromodomain-containing protein 2 2
30019901 10.1021/acs.jmedchem.8b00506 Protein cereblon/Cullin-4A/Bromodomain-containing protein 4 2
30019901 10.1021/acs.jmedchem.8b00506 Protein cereblon/Cullin-4A/Bromodomain-containing protein 3 2
30019901 10.1021/acs.jmedchem.8b00506 Protein cereblon/Cullin-4A/Bromodomain-containing protein 2 2
30019901 10.1021/acs.jmedchem.8b00506 Unchecked 2
30019901 10.1021/acs.jmedchem.8b00506 RS4-11 2
30019901 10.1021/acs.jmedchem.8b00506 MV4-11 1
37289649 10.1021/acs.jmedchem.3c00520 MOLM-13 1
37289649 10.1021/acs.jmedchem.3c00520 HL-60 1
37289649 10.1021/acs.jmedchem.3c00520 T47D 1

Data from ChEMBL 36 via Core Engine