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Compound Detail

CHEMBL264944

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O=C(CCc1ccc(Br)cc1)N[C@H]1CCOC1=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL264944
Phase Preclinical
Structure Type MOL
InChI Key SGDZSJUYCLTPRG-NSHDSACASA-N
5
Targets
10
Activities
2
Assay Types
0
PK Parameters
11
Publications
0
Known Names

Molecular Properties

312.2
MW (Da)
1.81
ALogP
3
HBA
1
HBD
55.4
PSA (Ų)
0.86
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C13H14BrNO3
MW 312.16
Aromatic Rings 1
Heavy Atoms 18
NP-Likeness -0.55

Activity Summary

IC50 9 meas. best 6.8
EC50 1 meas. best 5.08

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 IC50 6.8 6.635 160.0 2
Transcriptional activator protein LasR
CHEMBL1075207
 IC50 6.6 5.9967 250.0 3
Transcriptional activator protein TraR
CHEMBL5865
 IC50 6.04 6.04 920.0 2
Transcriptional activator protein LuxR
CHEMBL5351
 IC50 5.87 5.87 1350.0 1
Transcriptional activator protein LuxR
CHEMBL5867
 IC50 5.87 5.87 1350.0 1
Unchecked
CHEMBL612545
 EC50 5.08 5.08 8400.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 160.0 nM 6.8 Inhibition of LasR in Escherichia coli JLD271 harboring pSC11/pJN105L using CPRG... 31918952
Transcriptional activator protein LasR IC50 = 250.0 nM 6.6 Antagonist activity at Pseudomonas aeruginosa LasR expressed in Escherichia coli... 29999316
Unchecked IC50 = 340.0 nM 6.47 Antagonist activity at Escherichia coli DH5alpha LasR receptor assessed as inhib... 18760602
Transcriptional activator protein LasR IC50 = 340.0 nM 6.47 Antagonist activity at Pseudomonas aeruginosa LasR receptor expressed in Escheri... 20669927
Transcriptional activator protein TraR IC50 = 920.0 nM 6.04 Antagonist activity at Agrobacterium tumefaciens WCF47 TraR receptor assessed as... 18760602
Transcriptional activator protein TraR IC50 = 920.0 nM 6.04 Antagonist activity at Agrobacterium tumefaciens TraR receptor in presence of 10... 20669927
Transcriptional activator protein LuxR IC50 = 1350.0 nM 5.87 Antagonist activity at Vibrio fischeri ES114 LuxR receptor assessed as inhibitio... 18760602
Transcriptional activator protein LuxR IC50 = 1350.0 nM 5.87 Antagonist activity at Vibrio fischeri luxR receptor in presence of 5 uM 3-oxo-C... 20669927
Unchecked EC50 = 8400.0 nM 5.08 Activation of LasR in Escherichia coli JLD271 harboring pSC11/pJN105L using CPRG... 31918952
Transcriptional activator protein LasR IC50 = 12000.0 nM 4.92 Inhibition of LasR in Pseudomonas aeruginosa PAO-JP2 harboring plasI-LVAgfp incu... 31918952

Literature References

PubMed DOI Target Context # Activities
18083553 10.1016/j.bmcl.2007.11.095 PhzR 2
31918952 10.1016/j.bmc.2019.115282 Transcriptional activator protein LasR 2
31918952 10.1016/j.bmc.2019.115282 Unchecked 2
18083553 10.1016/j.bmcl.2007.11.095 Transcriptional activator protein LasR 1
18760602 10.1016/j.bmcl.2008.07.089 Transcriptional activator protein TraR 1
18760602 10.1016/j.bmcl.2008.07.089 Unchecked 1
18760602 10.1016/j.bmcl.2008.07.089 Transcriptional activator protein LuxR 1
20669927 10.1021/jm901742e Transcriptional activator protein LasR 1
20669927 10.1021/jm901742e Transcriptional activator protein LuxR 1
20669927 10.1021/jm901742e Transcriptional activator protein TraR 1
29999316 10.1021/acs.jmedchem.8b00540 Transcriptional activator protein LasR 1

Data from ChEMBL 36 via Core Engine