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Compound Detail

CHEMBL480517

NITROCEFIN
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O=C(Cc1cccs1)N[C@@H]1C(=O)N2C(C(=O)O)=C(/C=C/c3ccc([N+](=O)[O-])cc3[N+](=O)[O-])CS[C@H]12

Basic Information

ChEMBL ID CHEMBL480517
Name NITROCEFIN
Phase Preclinical
Structure Type MOL
InChI Key LHNIIDJCEODSHA-OQRUQETBSA-N

Known Names

Nitrocefin
2
Targets
3
Activities
2
Assay Types
0
PK Parameters
20
Publications
1
Known Names

Molecular Properties

516.5
MW (Da)
2.56
ALogP
9
HBA
2
HBD
173.0
PSA (Ų)
0.30
QED
1
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product

Extended Properties

Molecular Formula C21H16N4O8S2
MW 516.51
Aromatic Rings 2
Heavy Atoms 35
NP-Likeness -0.93

Activity Summary

Ki 2 meas. best 5.3
IC50 1 meas. best 4.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
Ki 5.3 4.87 5000.0 2
N-acyl-phosphatidylethanolamine-hydrolyzing phospholipase D
CHEMBL4630839
IC50 4.0 4.0 100000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
17591851 10.1128/aac.00218-07 Beta-lactamase 20
23898798 10.1021/jm400769b Unchecked 16
19884379 10.1128/aac.01004-09 Beta-lactamase 10
20421396 10.1128/aac.00197-10 Unchecked 10
20498317 10.1128/aac.01336-09 Unchecked 9
18160520 10.1128/aac.01028-07 Unchecked 9
19470510 10.1128/aac.00219-09 Unchecked 7
23252553 10.1021/jm301490d Unchecked 6
21041509 10.1128/aac.00858-10 Unchecked 6
18474583 10.1128/aac.01107-07 Unchecked 6
19467869 10.1016/j.bmcl.2009.04.149 Unchecked 6
27165692 10.1021/acs.jmedchem.6b00660 OXA-48 6
17470648 10.1128/aac.00083-07 Unchecked 4
17438050 10.1128/aac.01395-06 PER-2 beta-lactamase 4
19467869 10.1016/j.bmcl.2009.04.149 Beta-lactamase VIM-4 3
19467869 10.1016/j.bmcl.2009.04.149 Beta-lactamase OXA-10 3
19467869 10.1016/j.bmcl.2009.04.149 Imipenem-hydrolyzing beta-lactamase 3
18362187 10.1128/aac.01025-07 Metallo-beta-lactamase VIM-11 3
18362187 10.1128/aac.01025-07 Metallo-beta-lactamase VIM-2 3
19104021 10.1128/aac.01284-08 Class C beta-lactamase CMY-36 3

Data from ChEMBL 36 via Core Engine