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Compound Detail

CHEMBL332565

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

Basic Information

ChEMBL ID CHEMBL332565
Phase Preclinical
Structure Type MOL
InChI Key SAMBXFHUJGAXDI-UCLXNXGOSA-M
Parent Compound CHEMBL1206992
Active Moiety CHEMBL1206992
7
Targets
15
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 C12H11N2NaO5S2
MW 350.35
Aromatic Rings 1
Heavy Atoms 21
NP-Likeness 0.15

Activity Summary

IC50 15 meas. best 7.27

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 IC50 7.27 5.5825 54.0 4
Beta-lactamase
CHEMBL1255130
 IC50 6.39 6.39 410.0 1
Beta-lactamase
CHEMBL5633
 IC50 6.27 6.27 540.0 1
Beta-lactamase
CHEMBL2026
 IC50 5.57 5.57 2700.0 1
Beta-lactamase
CHEMBL5031
 IC50 5.05 5.05 8900.0 1
Penicillin-binding protein 4
CHEMBL2549
 IC50 4.85 4.85 14000.0 1
Penicillin-binding protein 2
CHEMBL3825
 IC50 4.85 4.755 14100.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 54.0 nM 7.27 Compound was tested for inhibition of TEM-3, class A of beta-lactamases. 8809160
Beta-lactamase IC50 = 410.0 nM 6.39 Compound was tested for inhibition of Citrobacter freundii 1928, class C of Beta... 8809160
Beta-lactamase IC50 = 540.0 nM 6.27 Compound was tested for inhibition of Bacillus licheniformis 749/C, class A of B... 8809160
Beta-lactamase IC50 = 2700.0 nM 5.57 Compound was tested for inhibition of Escherichia coli AmpC, class C of Beta-lac... 8809160
Unchecked IC50 = 4800.0 nM 5.32 Compound was tested for inhibition of Penicillin-binding protein 2x from Strepto... 8809160
Beta-lactamase IC50 = 8900.0 nM 5.05 Compound was tested for inhibition of Pseudomonas aeruginosa 18SH, class C of Be... 8809160
Unchecked IC50 = 13000.0 nM 4.89 Compound was tested for inhibition of TEM-1, class A of beta-lactamases. 8809160
Unchecked IC50 = 14000.0 nM 4.85 Compound was tested for inhibition of Penicillin-binding protein 1 from Staphylo... 8809160
Penicillin-binding protein 4 IC50 = 14000.0 nM 4.85 Compound was tested for inhibition of Penicillin-binding protein 4 from Staphylo... 8809160
Penicillin-binding protein 2 IC50 = 14100.0 nM 4.85 Compound was tested for inhibition of 604 Cephalosporin resistant mutants of Pen... 8809160
Penicillin-binding protein 2 IC50 = 22000.0 nM 4.66 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