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Compound Detail

CHEMBL4209110

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CC(=O)N1c2ccc(-c3ccco3)cc2[C@H](NC(=O)OC(C)C)C[C@@H]1C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4209110
Phase Preclinical
Structure Type MOL
InChI Key OZBRAEGGHPSXJE-SUMWQHHRSA-N
5
Targets
14
Activities
3
Assay Types
0
PK Parameters
8
Publications
0
Known Names

Molecular Properties

356.4
MW (Da)
4.27
ALogP
4
HBA
1
HBD
71.8
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

Extended Properties

Molecular Formula C20H24N2O4
MW 356.42
Aromatic Rings 2
Heavy Atoms 26
NP-Likeness -0.70

Activity Summary

EC50 6 meas. best 6.77
Kd 6 meas. best 7.33
IC50 2 meas. best 6.21

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Bromodomain-containing protein 2
CHEMBL1293289
 Kd 7.33 6.475 47.0 6
Unchecked
CHEMBL612545
 EC50 6.77 6.555 170.0 2
Bromodomain-containing protein 2
CHEMBL1293289
 EC50 6.32 6.32 480.0 1
NALM-6
CHEMBL614187
 EC50 6.26 6.26 550.0 1
Bromodomain-containing protein 2
CHEMBL1293289
 IC50 6.21 5.955 610.0 2
697
CHEMBL2366253
 EC50 5.97 5.97 1080.0 1
LOUCY
CHEMBL2366252
 EC50 5.64 5.64 2270.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Bromodomain-containing protein 2 Kd = 47.0 nM 7.33 Binding affinity to His-tagged BRD2 bromodomain 2 (unknown origin) by SPR assay 29170024
Bromodomain-containing protein 2 Kd = 80.0 nM 7.1 Binding affinity to His-tagged BRD2 bromodomain 1 (unknown origin) by SPR assay 29170024
Unchecked EC50 = 170.0 nM 6.77 Cytotoxicity against human HD-MB03 cells assessed as reduction in cell viability... 29170024
Bromodomain-containing protein 2 Kd = 280.44 nM 6.55 Binding affinity to BRD2 bromodomain 2 (348 to 455 residues) (unknown origin) by... 29170024
Bromodomain-containing protein 2 Kd = 280.0 nM 6.55 Isothermal Titration Calorimetry Analysis of Binding to Brd2-BD1 and Brd2-BD2: B... -
Unchecked EC50 = 460.0 nM 6.34 Cytotoxicity against human NALM16 cells assessed as reduction in cell viability ... 29170024
Bromodomain-containing protein 2 EC50 = 480.0 nM 6.32 Inhibition of BRD2 in human HD-MB03 cells assessed as reduction in c-Myc protein... 29170024
NALM-6 EC50 = 550.0 nM 6.26 Cytotoxicity against human NALM6 cells assessed as reduction in cell viability a... 29170024
Bromodomain-containing protein 2 IC50 = 610.0 nM 6.21 Inhibition of recombinant human BRD2 bromodomain 2 (342 to 460 residues) using b... 29170024
697 EC50 = 1080.0 nM 5.97 Cytotoxicity against human 697 cells assessed as reduction in cell viability aft... 29170024
Bromodomain-containing protein 2 IC50 = 2020.0 nM 5.7 Inhibition of recombinant human BRD2 bromodomain 1 (49 to 170 residues) using bi... 29170024
Bromodomain-containing protein 2 Kd = 2188.61 nM 5.66 Binding affinity to BRD2 bromodomain 1 (74 to 194 residues) (unknown origin) by ... 29170024
Bromodomain-containing protein 2 Kd = 2190.0 nM 5.66 Isothermal Titration Calorimetry Analysis of Binding to Brd2-BD1 and Brd2-BD2: B... -
LOUCY EC50 = 2270.0 nM 5.64 Cytotoxicity against human Loucy cells assessed as reduction in cell viability a... 29170024

Literature References

PubMed DOI Target Context # Activities
29170024 10.1016/j.bmc.2017.10.042 Bromodomain-containing protein 2 8
29170024 10.1016/j.bmc.2017.10.042 Unchecked 5
29170024 10.1016/j.bmc.2017.10.042 NALM-6 1
29170024 10.1016/j.bmc.2017.10.042 697 1
29170024 10.1016/j.bmc.2017.10.042 LOUCY 1
29170024 10.1016/j.bmc.2017.10.042 BJ 1
29170024 10.1016/j.bmc.2017.10.042 HEK293 1
29170024 10.1016/j.bmc.2017.10.042 HepG2 1

Data from ChEMBL 36 via Core Engine