Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL575294

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
O=C(Cc1ccc(Br)cc1)N[C@H]1CCOC1=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL575294
Phase Preclinical
Structure Type MOL
InChI Key ARMCPRYGJUZWON-JTQLQIEISA-N
4
Targets
9
Activities
1
Assay Types
0
PK Parameters
11
Publications
0
Known Names

Molecular Properties

298.1
MW (Da)
1.42
ALogP
3
HBA
1
HBD
55.4
PSA (Ų)
0.86
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 C12H12BrNO3
MW 298.14
Aromatic Rings 1
Heavy Atoms 17
NP-Likeness -0.66

Activity Summary

IC50 9 meas. best 6.6

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Transcriptional activator protein TraR
CHEMBL5865
 IC50 6.6 6.6 250.0 1
Unchecked
CHEMBL612545
 IC50 5.46 4.9433 3500.0 3
Transcriptional activator protein LuxR
CHEMBL5351
 IC50 5.43 5.43 3700.0 1
Transcriptional activator protein LasR
CHEMBL1075207
 IC50 4.83 4.8033 14800.0 3

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Transcriptional activator protein TraR IC50 = 250.0 nM 6.6 Inhibition of Agrobacterium tumefaciens TraR 19945196
Unchecked IC50 = 3500.0 nM 5.46 Inhibition of LasR in Escherichia coli JLD271 harboring pSC11/pJN105L using CPRG... 31918952
Transcriptional activator protein LuxR IC50 = 3700.0 nM 5.43 Antagonist activity at Aliivibrio fischeri ES114 LuxR after 4 to 8 hrs by lumine... 31918952
Transcriptional activator protein LasR IC50 = 14800.0 nM 4.83 Antagonist activity at GFP-fused LasR in Pseudomonas aeruginosa PAO-JP2 co-expre... 29999316
Transcriptional activator protein LasR IC50 = 16100.0 nM 4.79 Inhibition of Pseudomonas aeruginosa LasR 19945196
Unchecked IC50 = 16400.0 nM 4.79 Antagonist activity at Pseudomonas aeruginosa LasR expressed in Escherichia coli... 25699144
Transcriptional activator protein LasR IC50 = 16100.0 nM 4.79 Inhibition of LasR-mediated quorum sensing system in Pseudomonas aeruginosa PAO1 37866335
Unchecked IC50 = 26310.0 nM 4.58 Antagonist activity at Pseudomonas aeruginosa LasR expressed in Escherichia coli... 27825554

Literature References

PubMed DOI Target Context # Activities
31706639 10.1016/j.ejmech.2019.111800 Pseudomonas aeruginosa 2
19945196 10.1016/j.ejmech.2009.11.004 Transcriptional activator protein TraR 1
19945196 10.1016/j.ejmech.2009.11.004 Transcriptional activator protein LasR 1
25699144 10.1021/ml500459f Unchecked 1
27825554 10.1016/j.bmc.2016.10.021 Unchecked 1
29999316 10.1021/acs.jmedchem.8b00540 Transcriptional activator protein LasR 1
31918952 10.1016/j.bmc.2019.115282 Transcriptional activator protein LuxR 1
31918952 10.1016/j.bmc.2019.115282 Transcriptional activator protein LasR 1
31918952 10.1016/j.bmc.2019.115282 Unchecked 1
26804741 10.1021/acs.jmedchem.5b01698 Transcriptional activator protein LasR 1
37866335 10.1016/j.ejmech.2023.115867 Transcriptional activator protein LasR 1

Data from ChEMBL 36 via Core Engine