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Compound Detail

CHEMBL333330

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C[C@]1(/C=C/c2cncs2)[C@H](C(=O)O)N2C(=O)C[C@H]2S1(=O)=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL333330
Phase Preclinical
Structure Type MOL
InChI Key MXGCFDVNRRWXED-ORTLZNSKSA-N
8
Targets
13
Activities
1
Assay Types
0
PK Parameters
10
Publications
0
Known Names

Molecular Properties

328.4
MW (Da)
0.35
ALogP
6
HBA
1
HBD
104.6
PSA (Ų)
0.80
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 C12H12N2O5S2
MW 328.37
Aromatic Rings 1
Heavy Atoms 21
NP-Likeness 0.15

Activity Summary

IC50 13 meas. best 6.8

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 IC50 6.8 5.3167 160.0 3
Beta-lactamase
CHEMBL5031
 IC50 6.27 6.27 540.0 1
Beta-lactamase
CHEMBL1255130
 IC50 5.89 5.89 1300.0 1
Beta-lactamase
CHEMBL5633
 IC50 5.27 5.27 5400.0 1
Peptidoglycan D,D-transpeptidase MrdA
CHEMBL1840
 IC50 4.85 4.85 14000.0 1
Penicillin-binding protein 2b
CHEMBL2565
 IC50 4.55 4.55 28000.0 1
Penicillin-binding protein 2
CHEMBL3825
 IC50 4.55 4.2167 28000.0 3
Beta-lactamase
CHEMBL2026
 IC50 4.35 4.35 45000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 160.0 nM 6.8 Compound was tested for inhibition of TEM-3, class A of beta-lactamases. 8809160
Beta-lactamase IC50 = 540.0 nM 6.27 Compound was tested for inhibition of Pseudomonas aeruginosa 18SH, class C of Be... 8809160
Beta-lactamase IC50 = 1300.0 nM 5.89 Compound was tested for inhibition of Citrobacter freundii 1928, class C of Beta... 8809160
Beta-lactamase IC50 = 5400.0 nM 5.27 Compound was tested for inhibition of Bacillus licheniformis 749/C, class A of B... 8809160
Peptidoglycan D,D-transpeptidase MrdA IC50 = 14000.0 nM 4.85 Compound was tested for inhibition of Penicillin-binding protein 2 from Escheric... 8809160
Unchecked IC50 = 14000.0 nM 4.85 Compound was tested for inhibition of Penicillin-binding protein 1 from Staphylo... 8809160
Penicillin-binding protein 2 IC50 = 28000.0 nM 4.55 Compound was tested for inhibition of Penicillin-binding protein 2 from Staphylo... 8809160
Penicillin-binding protein 2b IC50 = 28000.0 nM 4.55 Compound was tested for inhibition of Penicillin-binding protein 3 from Staphylo... 8809160
Beta-lactamase IC50 = 45000.0 nM 4.35 Compound was tested for inhibition of Escherichia coli AmpC, class C of Beta-lac... 8809160
Unchecked IC50 = 50000.0 nM 4.3 Compound was tested for inhibition of Penicillin-binding protein 2x from Strepto... 8809160
Penicillin-binding protein 2 IC50 = 80000.0 nM 4.1 Compound was tested for inhibition of 604 Cephalosporin resistant mutants of Pen... 8809160
Penicillin-binding protein 2 IC50 = 100000.0 nM 4.0 Compound was tested for inhibition of 503 Cephalosporin resistant mutants of Pen... 8809160

Literature References

PubMed DOI Target Context # Activities
8809160 10.1021/jm9601967 Unchecked 6
8809160 10.1021/jm9601967 Beta-lactamase 4
8809160 10.1021/jm9601967 Penicillin-binding protein 2 3
8809160 10.1021/jm9601967 Penicillin-binding protein 2b 2
8809160 10.1021/jm9601967 Enterobacter cloacae 1
8809160 10.1021/jm9601967 Citrobacter freundii 1
8809160 10.1021/jm9601967 Pseudomonas aeruginosa 1
8809160 10.1021/jm9601967 Penicillin-binding protein 1B 1
8809160 10.1021/jm9601967 Peptidoglycan D,D-transpeptidase MrdA 1
8809160 10.1021/jm9601967 Penicillin-binding protein 4 1

Data from ChEMBL 36 via Core Engine