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Compound Detail

CHEMBL3739699

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CCCOc1ccn2c(C(C)=O)cc(-c3ccccc3S(C)(=O)=O)c2c1

Basic Information

ChEMBL ID CHEMBL3739699
Phase Preclinical
Structure Type MOL
InChI Key KHWCPNJRJCNVRI-UHFFFAOYSA-N
6
Targets
35
Activities
2
Assay Types
12
PK Parameters
20
Publications
0
Known Names

Molecular Properties

371.5
MW (Da)
4.00
ALogP
5
HBA
0
HBD
64.8
PSA (Ų)
0.61
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug Chemical Probe

Extended Properties

Molecular Formula C20H21NO4S
MW 371.46
Aromatic Rings 3
Heavy Atoms 26
NP-Likeness -0.93

Activity Summary

Kd 26 meas. best 7.22
IC50 9 meas. best 6.44

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Bromodomain adjacent to zinc finger domain protein 2B
CHEMBL1741220
Kd 7.22 6.553 60.0 10
Bromodomain adjacent to zinc finger domain protein 2A
CHEMBL3108642
Kd 7.22 6.2463 60.0 8
Bromodomain adjacent to zinc finger domain protein 2B
CHEMBL1741220
IC50 6.44 6.3875 360.0 4
Bromodomain adjacent to zinc finger domain protein 2A
CHEMBL3108642
IC50 6.4 6.4 400.0 3
Bromodomain-containing protein 9
CHEMBL3108640
Kd 5.96 5.93 1100.0 4
Transcription initiation factor TFIID subunit 1-like
CHEMBL3108641
Kd 5.5 5.5 3190.0 4
Transcription intermediary factor 1-alpha
CHEMBL3108638
IC50 4.34 4.34 45310.0 1
E3 ubiquitin-protein ligase TRIM33
CHEMBL2176772
IC50 4.29 4.29 50870.0 1

Pharmacokinetic Data

Parameter Value Units Species
Cmax 4495.77 nM Mus musculus
Cmax 1171.05 nM Mus musculus
Cmax 4495.77 nM Mus musculus
Cmax 1171.05 nM Mus musculus
T1/2 4.5 hr Mus musculus
T1/2 1.5 hr Mus musculus
T1/2 4.5 hr Mus musculus
T1/2 1.5 hr Mus musculus
Tmax 0.25 hr Mus musculus
Tmax 1.0 hr Mus musculus
Tmax 0.25 hr Mus musculus
Tmax 1.0 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Bromodomain adjacent to zinc finger domain protein 2B Kd = 60.0 nM 7.22 Binding affinity to biotinylated C-terminal Avi/His-TEV-tagged BAZ2B (unknown or... 25799074
Bromodomain adjacent to zinc finger domain protein 2A Kd = 60.0 nM 7.22 Selectivity interaction (Biolayer Interferometry experiment (Octet-RED BLI)) EUB... -
Bromodomain adjacent to zinc finger domain protein 2B Kd = 60.0 nM 7.22 Binding affinity to biotinylated C-terminal Avi/His-TEV-tagged BAZ2B (unknown or... 25799074
Bromodomain adjacent to zinc finger domain protein 2B Kd = 100.0 nM 7.0 Selectivity interaction (Biolayer Interferometry experiment) EUB0000222b BAZ2B -
Bromodomain adjacent to zinc finger domain protein 2B Kd = 100.0 nM 7.0 Binding affinity to recombinant His6-TEV fused human BAZ2B expressed in Escheric... 25799074
Bromodomain adjacent to zinc finger domain protein 2B Kd = 136.0 nM 6.87 Selectivity interaction (ITC) EUB0000222b BAZ2B -
Bromodomain adjacent to zinc finger domain protein 2B Kd = 136.0 nM 6.87 Binding affinity to recombinant His6-TEV fused human BAZ2B expressed in Escheric... 25799074
Bromodomain adjacent to zinc finger domain protein 2B Kd = 140.0 nM 6.85 Binding affinity to BAZ2B (unknown origin) -
Bromodomain adjacent to zinc finger domain protein 2A Kd = 257.0 nM 6.59 Binding affinity to recombinant His6-TEV fused human BAZ2A expressed in Escheric... 25799074
Bromodomain adjacent to zinc finger domain protein 2A Kd = 257.0 nM 6.59 Selectivity interaction (ITC) EUB0000222b BAZ2A -
Bromodomain adjacent to zinc finger domain protein 2A Kd = 257.0 nM 6.59 Binding affinity to recombinant His6-TEV fused human BAZ2A expressed in Escheric... 25799074
Bromodomain adjacent to zinc finger domain protein 2A Kd = 260.0 nM 6.58 Binding affinity to BAZ2A (unknown origin) -
Bromodomain adjacent to zinc finger domain protein 2B IC50 = 360.0 nM 6.44 Competitive binding affinity to His-tagged BRAZ2B (unknown origin) expressed in ... 26982797
Bromodomain adjacent to zinc finger domain protein 2A IC50 = 400.0 nM 6.4 Inhibition of recombinant His6-TEV fused human BAZ2A expressed in Escherichia co... 25799074
Bromodomain adjacent to zinc finger domain protein 2A IC50 = 400.0 nM 6.4 Displacement of biotinylated peptide from recombinant His6-TEV fused human BAZ2A... 25799074
Bromodomain adjacent to zinc finger domain protein 2A IC50 = 400.0 nM 6.4 Affinity Biochemical interaction (AlphaScreen assay) EUB0000222b BAZ2A -
Bromodomain adjacent to zinc finger domain protein 2B IC50 = 430.0 nM 6.37 Displacement of biotinylated peptide from recombinant His6-TEV fused human BAZ2B... 25799074
Bromodomain adjacent to zinc finger domain protein 2B IC50 = 430.0 nM 6.37 Affinity Biochemical interaction (AlphaScreen assay) EUB0000222b BAZ2B -
Bromodomain adjacent to zinc finger domain protein 2B IC50 = 430.0 nM 6.37 Inhibition of recombinant His6-TEV fused human BAZ2B expressed in Escherichia co... 25799074
Bromodomain-containing protein 9 Kd = 1100.0 nM 5.96 Selectivity interaction (ITC) EUB0000222b BRD9 -

Literature References

PubMed DOI Target Context # Activities
25799074 10.1021/acs.jmedchem.5b00209 Bromodomain adjacent to zinc finger domain protein 2B 15
25799074 10.1021/acs.jmedchem.5b00209 Bromodomain adjacent to zinc finger domain protein 2A 14
- 10.6019/CHEMBL5674860 Colon cancer organoid 12
- 10.6019/CHEMBL5724558 Colon cancer organoid 12
25799074 10.1021/acs.jmedchem.5b00209 Protein polybromo-1 10
25799074 10.1021/acs.jmedchem.5b00209 Transcription initiation factor TFIID subunit 1-like 10
25799074 10.1021/acs.jmedchem.5b00209 Bromodomain-containing protein 9 9
25799074 10.1021/acs.jmedchem.5b00209 Bromodomain-containing protein 4 6
- 10.6019/CHEMBL5608141 Colon cancer organoid 6
25799074 10.1021/acs.jmedchem.5b00209 Mus musculus 6
25799074 10.1021/acs.jmedchem.5b00209 ADMET 6
- 10.1158/2159-8290.CD-23-0050 Colon cancer organoid 5
25799074 10.1021/acs.jmedchem.5b00209 Bromodomain-containing protein 3 4
33691794 10.1186/s13148-021-01037-1 A549 4
25799074 10.1021/acs.jmedchem.5b00209 Bromodomain testis-specific protein 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
25799074 10.1021/acs.jmedchem.5b00209 Bromodomain-containing protein 2 4
25799074 10.1021/acs.jmedchem.5b00209 Transcription initiation factor TFIID subunit 1 4
- 10.6019/CHEMBL5212743 Transcription initiation factor TFIID subunit 1-like 3
- 10.6019/CHEMBL5212743 Bromodomain-containing protein 9 3

Data from ChEMBL 36 via Core Engine