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Compound Detail

CHEMBL402221

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O=C([O-])C1=CS[C@@H]2/C(=C\c3cn4c5c(sc4n3)CCCC5)C(=O)N12.[Na+]

Basic Information

ChEMBL ID CHEMBL402221
Phase Preclinical
Structure Type MOL
InChI Key MRYQNSOCZWWRRK-MBZBDMRWSA-M
Parent Compound CHEMBL1207389
Active Moiety CHEMBL1207389
1
Targets
3
Activities
1
Assay Types
0
PK Parameters
7
Publications
0
Known Names

Molecular Properties

359.4
MW (Da)
2.50
ALogP
6
HBA
1
HBD
74.9
PSA (Ų)
0.66
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C16H12N3NaO3S2
MW 381.41
Aromatic Rings 2
Heavy Atoms 24
NP-Likeness -0.92

Activity Summary

IC50 3 meas. best 9.21

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
IC50 9.21 8.47 0.6 3

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 0.62 nM 9.21 Inhibition of AmpC beta-lactamase 18061461
Unchecked IC50 = 1.9 nM 8.72 Inhibition of TEM1 beta-lactamase 18061461
Unchecked IC50 = 33.0 nM 7.48 Inhibition of Imi1 beta lactamase 18061461

Literature References

PubMed DOI Target Context # Activities
18061461 10.1016/j.bmc.2007.11.006 Escherichia coli 12
18061461 10.1016/j.bmc.2007.11.006 Enterobacter cloacae 4
18061461 10.1016/j.bmc.2007.11.006 Unchecked 3
18061461 10.1016/j.bmc.2007.11.006 Serratia marcescens 2
18061461 10.1016/j.bmc.2007.11.006 Pseudomonas aeruginosa 1
18061461 10.1016/j.bmc.2007.11.006 Stenotrophomonas maltophilia 1
18061461 10.1016/j.bmc.2007.11.006 Staphylococcus aureus 1

Data from ChEMBL 36 via Core Engine