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Compound Detail

CHEMBL4069412

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CN1C[C@H](Nc2cnn(C)c(=O)c2Br)C[C@H](c2ccccc2)C1

Basic Information

ChEMBL ID CHEMBL4069412
Phase Preclinical
Structure Type MOL
InChI Key VZAFGXCWAWRULT-UONOGXRCSA-N
9
Targets
22
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

377.3
MW (Da)
2.44
ALogP
5
HBA
1
HBD
50.2
PSA (Ų)
0.89
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug Chemical Probe

Extended Properties

Molecular Formula C17H21BrN4O
MW 377.29
Aromatic Rings 2
Heavy Atoms 23
NP-Likeness -0.77

Activity Summary

Ki 14 meas. best 8.9
IC50 7 meas. best 7.4
Kd 1 meas. best 5.77

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone acetyltransferase KAT2B
CHEMBL5500
Ki 8.9 8.8667 1.3 3
Histone acetyltransferase KAT2A
CHEMBL5501
Ki 8.9 8.8667 1.3 3
Histone acetyltransferase KAT2B
CHEMBL5500
IC50 7.4 6.688 39.8 5
Bromodomain and PHD finger-containing protein 3
CHEMBL3108644
Ki 7.0 7.0 100.0 2
Bromodomain-containing protein 1
CHEMBL2176774
Ki 6.96 6.96 110.0 1
Nucleosome-remodeling factor subunit BPTF
CHEMBL3085621
Ki 6.89 6.89 130.0 1
Peregrin
CHEMBL3132741
Ki 6.85 6.85 140.0 1
Bromodomain adjacent to zinc finger domain protein 2B
CHEMBL1741220
Ki 6.08 6.08 840.0 1
Bromodomain-containing protein 9
CHEMBL3108640
Ki 5.85 5.85 1400.0 1
Nucleosome-remodeling factor subunit BPTF
CHEMBL3085621
IC50 5.82 5.82 1500.0 1
Bromodomain-containing protein 7
CHEMBL3085622
Ki 5.82 5.82 1500.0 1
Nucleosome-remodeling factor subunit BPTF
CHEMBL3085621
Kd 5.77 5.77 1700.0 1
Bromodomain-containing protein 9
CHEMBL3108640
IC50 5.1 5.1 7943.3 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone acetyltransferase KAT2A Ki = 1.259 nM 8.9 Binding affinity to human partial length GCN5 expressed in bacterial expression ... 28002667
Histone acetyltransferase KAT2B Ki = 1.259 nM 8.9 Binding affinity to human partial length PCAF bromodomain expressed in mammalian... 28002667
Histone acetyltransferase KAT2A Ki = 1.4 nM 8.85 Affinity Biochemical interaction (Bromoscan assay (DiscoverX)) EUB0000256b KAT2... -
Histone acetyltransferase KAT2B Ki = 1.4 nM 8.85 Affinity Biochemical interaction (Bromoscan assay (DiscoverX)) EUB0000256b KAT2... -
Histone acetyltransferase KAT2A Ki = 1.4 nM 8.85 Binding affinity to human partial length GCN5 expressed in bacterial expression ... 28002667
Histone acetyltransferase KAT2B Ki = 1.4 nM 8.85 Binding affinity to human partial length PCAF bromodomain expressed in mammalian... 28002667
Histone acetyltransferase KAT2B IC50 = 39.81 nM 7.4 Displacement of GSK3103956A from FLAG-6 His-Halo tagged human PCAF bromodomain (... 28002667
Histone acetyltransferase KAT2B IC50 = 60.0 nM 7.22 Displacement of Halo-tagged histone H3.3 from NanoLuc-tagged full length human P... 28002667
Histone acetyltransferase KAT2B IC50 = 60.0 nM 7.22 Affinity On-target Cellular interaction (NanoBRET assay (HEK293T cells)) EUB0000... -
Histone acetyltransferase KAT2B IC50 = 63.1 nM 7.2 Displacement of Halo-tagged histone H3.3 from NanoLuc-tagged full length human P... 28002667
Bromodomain and PHD finger-containing protein 3 Ki = 100.0 nM 7.0 Binding affinity to human partial length BRPF3 expressed in bacterial expression... 28002667
Bromodomain and PHD finger-containing protein 3 Ki = 100.0 nM 7.0 Selectivity interaction (BROMOscan™ panel (DiscoverX)) EUB0000256b BRPF3 -
Bromodomain-containing protein 1 Ki = 110.0 nM 6.96 Selectivity interaction (BROMOscan™ panel (DiscoverX)) EUB0000256b BRD1 -
Nucleosome-remodeling factor subunit BPTF Ki = 130.0 nM 6.89 Selectivity interaction (BROMOscan™ panel (DiscoverX)) EUB0000256b BPTF -
Peregrin Ki = 140.0 nM 6.85 Selectivity interaction (BROMOscan™ panel (DiscoverX)) EUB0000256b BRPF1 -
Bromodomain adjacent to zinc finger domain protein 2B Ki = 840.0 nM 6.08 Selectivity interaction (BROMOscan™ panel (DiscoverX)) EUB0000256b BAZ2B -
Bromodomain-containing protein 9 Ki = 1400.0 nM 5.85 Selectivity interaction (BROMOscan™ panel (DiscoverX)) EUB0000256b BRD9 -
Nucleosome-remodeling factor subunit BPTF IC50 = 1500.0 nM 5.82 Inhibition of HIS9-tagged BPTF (unknown origin) expressed in Escherichia coli BL... 34515477
Bromodomain-containing protein 7 Ki = 1500.0 nM 5.82 Selectivity interaction (BROMOscan™ panel (DiscoverX)) EUB0000256b BRD7 -
Nucleosome-remodeling factor subunit BPTF Kd = 1700.0 nM 5.77 Binding affinity to BPTF (unknown origin) expressed in Escherichia coli BL21 (DE... 34375106

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL4689842 Fibroblast 20
- 10.6019/CHEMBL4689842 HEK-293T 20
- 10.6019/CHEMBL4689842 U2OS 16
- 10.6019/CHEMBL5674860 Colon cancer organoid 12
- 10.6019/CHEMBL5724558 Colon cancer organoid 12
- 10.6019/CHEMBL5608141 Colon cancer organoid 6
28002667 10.1021/acs.jmedchem.6b01566 Histone acetyltransferase KAT2B 5
- 10.1158/2159-8290.CD-23-0050 Colon cancer organoid 5
28002667 10.1021/acs.jmedchem.6b01566 No relevant target 4
28002667 10.1021/acs.jmedchem.6b01566 Histone acetyltransferase KAT2A 2
28002667 10.1021/acs.jmedchem.6b01566 Bromodomain and PHD finger-containing protein 3 1
28002667 10.1021/acs.jmedchem.6b01566 Bromodomain-containing protein 9 1
34375106 10.1021/acs.jmedchem.1c00721 Nucleosome-remodeling factor subunit BPTF 1
- 10.6019/CHEMBL5060014 Tyrosine-protein kinase ABL1 1
- 10.6019/CHEMBL5060014 Aurora kinase A 1
- 10.6019/CHEMBL5060014 Bromodomain-containing protein 4 1
- 10.6019/CHEMBL5060014 Peregrin 1
- 10.6019/CHEMBL5724564 Hepatocyte spheroids 1
- 10.6019/CHEMBL5060014 Fibroblast growth factor receptor 3 1
- 10.6019/CHEMBL5060014 Glycogen synthase kinase-3 beta 1

Data from ChEMBL 36 via Core Engine