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Compound Detail

CHEMBL4476316

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C[C@]1(COC(=O)Cc2ccc(O)c(O)c2)[C@H](C(=O)O)N2C(=O)/C(=C/c3cc(Br)ccn3)[C@H]2S1(=O)=O

Basic Information

ChEMBL ID CHEMBL4476316
Phase Preclinical
Structure Type MOL
InChI Key NUTDSXJOEFQYGG-WVMBVAROSA-N
1
Targets
3
Activities
2
Assay Types
1
PK Parameters
5
Publications
0
Known Names

Molecular Properties

567.4
MW (Da)
1.23
ALogP
9
HBA
3
HBD
171.4
PSA (Ų)
0.20
QED
1
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H19BrN2O9S
MW 567.37
Aromatic Rings 2
Heavy Atoms 35
NP-Likeness 0.21

Activity Summary

Ki 2 meas. best 7.85
IC50 1 meas. best 9.05

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
IC50 9.05 9.05 0.9 1
Unchecked
CHEMBL612545
Ki 7.85 7.35 14.0 2

Pharmacokinetic Data

Parameter Value Units Species
T1/2 1.75 hr Pseudomonas aeruginosa PAO1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
33913328 10.1021/acs.jmedchem.1c00369 Unchecked 45
32196336 10.1021/acs.jmedchem.0c00127 Unchecked 13
32196336 10.1021/acs.jmedchem.0c00127 No relevant target 3
32196336 10.1021/acs.jmedchem.0c00127 Beta-lactamase OXA-23 1
32196336 10.1021/acs.jmedchem.0c00127 Beta-lactamase TEM-1 1

Data from ChEMBL 36 via Core Engine