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Compound Detail

CHEMBL3086883

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Cc1cc(/N=N/c2ccc(S(=O)(=O)Nc3ccccn3)cc2)c(N)cc1O

Basic Information

ChEMBL ID CHEMBL3086883
Phase Preclinical
Structure Type MOL
InChI Key DZTGIRNXWSZBIM-QURGRASLSA-N
9
Targets
15
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

383.4
MW (Da)
3.89
ALogP
7
HBA
3
HBD
130.0
PSA (Ų)
0.45
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug Chemical Probe

Extended Properties

Molecular Formula C18H17N5O3S
MW 383.43
Aromatic Rings 3
Heavy Atoms 27
NP-Likeness -1.15

Activity Summary

Ki 13 meas. best 7.07
IC50 2 meas. best 5.42

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Bromodomain-containing protein 4
CHEMBL1163125
Ki 7.07 6.67 85.1 3
Bromodomain-containing protein 3
CHEMBL1795186
Ki 7.0 6.925 100.0 4
CREB-binding protein
CHEMBL5747
Ki 5.66 5.66 2180.0 1
Bromodomain-containing protein 7
CHEMBL3085622
Ki 5.57 5.57 2720.0 1
Bromodomain adjacent to zinc finger domain protein 2B
CHEMBL1741220
Ki 5.48 5.48 3290.0 1
Bromodomain-containing protein 4
CHEMBL3085619
IC50 5.42 5.365 3800.0 2
Histone acetyltransferase KAT2B
CHEMBL5500
Ki 5.26 5.26 5520.0 1
Nucleosome-remodeling factor subunit BPTF
CHEMBL3085621
Ki 5.22 5.22 6060.0 1
Transcription activator BRG1
CHEMBL3085620
Ki 5.1 5.1 7970.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Bromodomain-containing protein 4 Ki = 85.11 nM 7.07 Displacement of fluorescein-labeled MS574 from recombinant human BRD4 BrD1 after... 24144283
Bromodomain-containing protein 3 Ki = 100.0 nM 7.0 Displacement of fluorescein-labeled MS574 from recombinant human BRD3 BrD1 after... 24144283
Bromodomain-containing protein 3 Ki = 100.0 nM 7.0 Inhibition of human 6x-His-tagged BRD3 bromodomain 1 expressed in Escherichia co... 30253095
Bromodomain-containing protein 3 Ki = 140.0 nM 6.85 Displacement of fluorescein-labeled MS574 from recombinant human BRD3 BrD2 after... 24144283
Bromodomain-containing protein 3 Ki = 140.0 nM 6.85 Inhibition of human 6x-His-tagged BRD3 bromodomain 2 expressed in Escherichia co... 30253095
Bromodomain-containing protein 4 Ki = 340.0 nM 6.47 Displacement of fluorescein-labeled MS574 from recombinant human BRD4 BrD2 after... 24144283
Bromodomain-containing protein 4 Ki = 340.0 nM 6.47 Inhibition of human 6x-His-tagged BRD4 bromodomain 2 expressed in Escherichia co... 30253095
CREB-binding protein Ki = 2180.0 nM 5.66 Displacement of fluorescein-labeled MS226 from recombinant human CBP bromodomain... 24144283
Bromodomain-containing protein 7 Ki = 2720.0 nM 5.57 Displacement of fluorescein-labeled MS226 from recombinant human BRD7 after 1 hr... 24144283
Bromodomain adjacent to zinc finger domain protein 2B Ki = 3290.0 nM 5.48 Displacement of fluorescein-labeled MS239 from recombinant human BAZ2b after 1 h... 24144283
Bromodomain-containing protein 4 IC50 = 3800.0 nM 5.42 Inhibition of BRD4 in LPS-stimulated mouse RAW264.7 cells assessed as inhibition... 24144283
Bromodomain-containing protein 4 IC50 = 4900.0 nM 5.31 Inhibition of BRD4 in LPS-stimulated mouse RAW264.7 cells assessed as inhibition... 24144283
Histone acetyltransferase KAT2B Ki = 5520.0 nM 5.26 Displacement of fluorescein-labeled MS239 from recombinant human PCAF after 1 hr... 24144283
Nucleosome-remodeling factor subunit BPTF Ki = 6060.0 nM 5.22 Displacement of fluorescein-labeled MS239 from recombinant human BPTF after 1 hr... 24144283
Transcription activator BRG1 Ki = 7970.0 nM 5.1 Displacement of fluorescein-labeled MS239 from recombinant human SMARCA4 bromodo... 24144283

Literature References

PubMed DOI Target Context # Activities
24144283 10.1021/jm401334s Bromodomain-containing protein 4 8
33691794 10.1186/s13148-021-01037-1 A549 4
24144283 10.1021/jm401334s Bromodomain-containing protein 3 2
30253095 10.1021/acs.jmedchem.8b01248 Bromodomain-containing protein 3 2
30253095 10.1021/acs.jmedchem.8b01248 Bromodomain-containing protein 4 2
24144283 10.1021/jm401334s Nucleosome-remodeling factor subunit BPTF 1
24144283 10.1021/jm401334s Bromodomain-containing protein 7 1
24144283 10.1021/jm401334s Histone acetyltransferase KAT2B 1
24144283 10.1021/jm401334s CREB-binding protein 1
24144283 10.1021/jm401334s Bromodomain adjacent to zinc finger domain protein 2B 1
24144283 10.1021/jm401334s Transcription activator BRG1 1
24144283 10.1021/jm401334s RAW264.7 1
- 10.6019/CHEMBL5724796 Casein kinase I isoform delta 1
- 10.6019/CHEMBL5724796 Cyclin-dependent kinase 2 1
- 10.6019/CHEMBL5724796 Glycogen synthase kinase-3 beta 1
- 10.6019/CHEMBL5724796 Mitogen-activated protein kinase 1 1
- 10.6019/CHEMBL5724796 Aurora kinase A 1
- 10.6019/CHEMBL5724796 Tyrosine-protein kinase ABL1 1
- 10.6019/CHEMBL5724796 Fibroblast growth factor receptor 2 1
- 10.6019/CHEMBL5724796 Peregrin 1

Data from ChEMBL 36 via Core Engine