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Compound Detail

CHEMBL3356143

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COc1ccccc1C(=O)Nc1cc2c(cc1N1CCCC1)n(C)c(=O)n2C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3356143
Phase Preclinical
Structure Type MOL
InChI Key QCIJLRJBZDBVDB-UHFFFAOYSA-N
9
Targets
32
Activities
2
Assay Types
3
PK Parameters
20
Publications
0
Known Names

Molecular Properties

380.4
MW (Da)
2.74
ALogP
6
HBA
1
HBD
68.5
PSA (Ų)
0.76
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug Chemical Probe

Extended Properties

Molecular Formula C21H24N4O3
MW 380.45
Aromatic Rings 3
Heavy Atoms 28
NP-Likeness -1.40

Activity Summary

IC50 20 meas. best 8.1
Kd 12 meas. best 9.49

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Peregrin
CHEMBL3132741
 Kd 9.49 8.21 0.3 5
Peregrin
CHEMBL3132741
 IC50 8.1 7.08 7.9 10
Unchecked
CHEMBL612545
 IC50 7.33 7.33 47.0 1
Bromodomain-containing protein 1
CHEMBL2176774
 Kd 6.29 6.17 512.9 3
Bromodomain-containing protein 7
CHEMBL3085622
 Kd 6.09 6.09 812.8 1
Bromodomain-containing protein 9
CHEMBL3108640
 Kd 6.0 6.0 1000.0 1
Bromodomain and PHD finger-containing protein 3
CHEMBL3108644
 Kd 6.0 6.0 1000.0 1
Bromodomain-containing protein 1
CHEMBL2176774
 IC50 5.96 5.424 1110.0 5
Chromatin remodeling regulator CECR2
CHEMBL3108639
 IC50 5.63 5.63 2320.0 1
Chromatin remodeling regulator CECR2
CHEMBL3108639
 Kd 5.63 5.63 2349.0 1
Bromodomain and PHD finger-containing protein 3
CHEMBL3108644
 IC50 5.29 5.29 5110.0 1
Transcription initiation factor TFIID subunit 1
CHEMBL3217390
 IC50 5.02 5.02 9520.0 1
Bromodomain-containing protein 4
CHEMBL1163125
 IC50 4.98 4.98 10400.0 1

Pharmacokinetic Data

Parameter Value Units Species
Ka 77.85 10^-6M Homo sapiens
Ka 1.291 10^-6M Homo sapiens
Ka 0.426 10^-6M Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Peregrin Kd = 0.32 nM 9.49 Selectivity interaction (BROMOscan™ panel (DiscoverX)) EUB0000224d BRPF1 -
Peregrin IC50 = 7.9 nM 8.1 Affinity Biochemical interaction (TR-FRET assay) EUB0000224d BRPF1 -
Peregrin Kd = 13.0 nM 7.89 Affinity Biochemical interaction (Isothermal titration calorimetry (ITC)) EUB000... -
Peregrin Kd = 13.0 nM 7.89 Binding affinity to BRPF1B bromodomain (unknown origin) by isothermal titration ... 29170712
Peregrin Kd = 13.0 nM 7.89 Binding affinity to BRPF1B (unknown origin) by isothermal titration calorimetric... 26572217
Peregrin Kd = 13.0 nM 7.89 Binding affinity to BRPFIB (unknown origin) assessed as dissociation constant at... 28849908
Peregrin IC50 = 20.0 nM 7.7 Affinity On-target Cellular interaction (NanoBRET assay (HEK293T cells)) EUB0000... -
Peregrin IC50 = 40.0 nM 7.4 Inhibition of His-tagged BRPF1 (626 to 740 residues) (unknown origin) preincubat... 28402630
Unchecked IC50 = 47.0 nM 7.33 Inhibition of His-tagged human recombinant BRPF1B bromodomain using biotinylated... 37951134
Peregrin IC50 = 50.12 nM 7.3 Inhibition of synthetic fluorescent ligand binding to recombinant truncated 6H-F... 27326325
Peregrin IC50 = 50.12 nM 7.3 Binding affinity to 6H-Flag-tagged Tev-BRPF1 (622-738 aa) (unknown origin) by TR... 25408830
Peregrin IC50 = 172.0 nM 6.76 Selectivity interaction (AlphaScreen) EUB0000224e BRPF1 -
Peregrin IC50 = 172.0 nM 6.76 Inhibition of BRPF1B (unknown origin) incubated for 60 mins by alphascreen compe... 28849908
Peregrin IC50 = 171.7 nM 6.76 Alphascreen assay. Binding to BRPF1B (domain start/stop: M626-G740) by alphascre... 28849908
Peregrin IC50 = 242.0 nM 6.62 Affinity On-target Cellular interaction (NanoBRET assay (HEK293T cells)) EUB0000... -
Bromodomain-containing protein 1 Kd = 512.86 nM 6.29 Selectivity interaction (BROMOscan™ panel (DiscoverX)) EUB0000224d BRD1 -
Bromodomain-containing protein 1 Kd = 775.0 nM 6.11 Binding affinity to BRPF2 (unknown origin) assessed as dissociation constant at ... 28849908
Bromodomain-containing protein 1 Kd = 775.0 nM 6.11 Affinity Biochemical interaction (Isothermal titration calorimetry (ITC)) EUB000... -
Peregrin IC50 = 794.33 nM 6.1 Selectivity interaction (TR-FRET assay) EUB0000224e BRPF1 -
Bromodomain-containing protein 7 Kd = 812.83 nM 6.09 Selectivity interaction (BROMOscan™ panel (DiscoverX)) EUB0000224d BRD7 -

Literature References

PubMed DOI Target Context # Activities
28849908 10.1021/acschembio.7b00481 Unchecked 21
- 10.6019/CHEMBL4689842 Fibroblast 16
- 10.6019/CHEMBL4689842 U2OS 15
- 10.6019/CHEMBL5674860 Colon cancer organoid 12
- 10.6019/CHEMBL5724558 Colon cancer organoid 12
- 10.6019/CHEMBL4689842 HEK-293T 12
28849908 10.1021/acschembio.7b00481 Bromodomain-containing protein 1 9
28849908 10.1021/acschembio.7b00481 Peregrin 8
28849908 10.1021/acschembio.7b00481 Chromatin remodeling regulator CECR2 7
28849908 10.1021/acs.jmedchem.7b00306 Protein polybromo-1 7
28849908 10.1021/acschembio.7b00481 Protein polybromo-1 6
- 10.6019/CHEMBL5608141 Colon cancer organoid 6
- 10.1158/2159-8290.CD-23-0050 Colon cancer organoid 5
28849908 10.1021/acs.jmedchem.7b00306 Peregrin 5
- 10.6019/CHEMBL5212743 Peregrin 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
- 10.6019/CHEMBL5212743 Bromodomain-containing protein 1 4
28849908 10.1021/acs.jmedchem.7b00306 Transcription intermediary factor 1-alpha 3
28849908 10.1021/acs.jmedchem.7b00306 Bromodomain-containing protein 1 3
37951134 10.1016/j.bmc.2023.117440 Unchecked 3

Data from ChEMBL 36 via Core Engine