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Compound Detail

CHEMBL44274

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NCCCNC(=O)/C=C/C1=C(C(=O)[O-])N2C(=O)/C(=C/c3ccccn3)[C@H]2S(=O)(=O)C1.[Na+]

Basic Information

ChEMBL ID CHEMBL44274
Phase Preclinical
Structure Type MOL
InChI Key QMISTUPQEYWZAG-FUEDVBHTSA-M
Parent Compound CHEMBL1205027
Active Moiety CHEMBL1205027
2
Targets
2
Activities
1
Assay Types
0
PK Parameters
1
Publications
0
Known Names

Molecular Properties

432.5
MW (Da)
-0.58
ALogP
7
HBA
3
HBD
159.8
PSA (Ų)
0.29
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H19N4NaO6S
MW 454.44
Aromatic Rings 1
Heavy Atoms 30
NP-Likeness -0.41

Activity Summary

IC50 2 meas. best 5.8

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Beta-lactamase
CHEMBL2026
IC50 5.8 5.8 1590.0 1
Beta-lactamase
CHEMBL2725
IC50 5.38 5.38 4200.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Beta-lactamase IC50 = 1590.0 nM 5.8 Inhibitory activity against class A TEM-1 beta-lactamase 12039585
Beta-lactamase IC50 = 4200.0 nM 5.38 Inhibitory activity against Class C beta-lactamase 12039585

Literature References

PubMed DOI Target Context # Activities
12039585 10.1016/s0960-894x(02)00205-6 Beta-lactamase 2

Data from ChEMBL 36 via Core Engine