Compound Detail

CHEMBL6461

Ro-481220

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C[C@]1(/C=C/C#N)[C@H](C(=O)[O-])N2C(=O)C[C@H]2S1(=O)=O.[Na+]

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL6461
Name	Ro-481220
Phase	Preclinical
Structure Type	MOL
InChI Key	DRNHQKOSAXWVCX-LSTOSFGNSA-M
Parent Compound	CHEMBL1204630
Active Moiety	CHEMBL1204630

Known Names

Ro-481220

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

270.3

MW (Da)

-0.74

ALogP

HBA

HBD

115.5

PSA (Å²)

0.52

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C10H9N2NaO5S
MW	292.25
Aromatic Rings	0
Heavy Atoms	18
NP-Likeness	0.67

Activity Summary

IC50 42 meas. best 7.38

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Beta-lactamase TEM CHEMBL2065	IC50	7.38	6.5625	42.0	4
Beta-lactamase pse-1 CHEMBL1744490	IC50	7.05	7.05	90.0	1
Beta-lactamase OXA-1 CHEMBL4951	IC50	7.0	6.685	100.0	2
Unchecked CHEMBL612545	IC50	6.89	5.905	130.0	4
Beta-lactamase OXA-2 CHEMBL1744485	IC50	6.68	6.68	210.0	1
Beta-lactamase CHEMBL1255130	IC50	6.68	6.68	210.0	2
Beta-lactamase CHEMBL2725	IC50	6.68	6.1	210.0	6
Beta-lactamase CHEMBL4114	IC50	6.6	6.6	250.0	1
Bacillus licheniformis CHEMBL612626	IC50	6.5	6.5	320.0	1
Beta-lactamase CHEMBL5633	IC50	6.5	6.5	320.0	1
Beta-lactamase CHEMBL5031	IC50	6.42	6.0667	380.0	3
Beta-lactamase SHV-1 CHEMBL5956	IC50	6.27	6.27	540.0	1
Enterobacter cloacae CHEMBL349	IC50	6.0	6.0	1000.0	1
Citrobacter freundii CHEMBL612615	IC50	6.0	6.0	1000.0	1
Beta-lactamase CHEMBL2026	IC50	5.95	5.69	1133.0	2
Pseudomonas aeruginosa CHEMBL348	IC50	5.4	5.4	4000.0	1
Penicillin-binding protein 2 CHEMBL3825	IC50	5.3	5.035	5000.0	2
Penicillin-binding protein 4 CHEMBL2549	IC50	4.77	4.77	17000.0	1
Beta-lactamase L1 CHEMBL3326	IC50	4.62	4.62	24000.0	1
Peptidoglycan D,D-transpeptidase MrdA CHEMBL1840	IC50	4.47	4.47	34000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Beta-lactamase TEM	IC50	=	42.0	nM	7.38	Inhibitory activity against TEM-1 (class A) beta-lactamase	10230627
Beta-lactamase pse-1	IC50	=	90.0	nM	7.05	Compound was tested for inhibition of Beta-lactamase from PSE-1	8809160
Beta-lactamase OXA-1	IC50	=	100.0	nM	7.0	Compound was tested for inhibition of Beta-lactamase from OXA-1	8809160
Unchecked	IC50	=	130.0	nM	6.89	Compound was tested for inhibition of TEM-3, class A of beta-lactamases.	8809160
Beta-lactamase TEM	IC50	=	130.0	nM	6.89	Compound was tested for inhibition of Beta-lactamase from RTEM-3	8809160
Beta-lactamase	IC50	=	210.0	nM	6.68	Compound was tested for inhibition of Citrobacter freundii 1928, class C of Beta...	8809160
Beta-lactamase	IC50	=	210.0	nM	6.68	Compound was tested for inhibition of Beta-lactamase from Morganell morgani U162...	8809160
Beta-lactamase	IC50	=	210.0	nM	6.68	Compound was tested for inhibition of Beta-lactamase from Citrobacter freundii 1...	8809160
Beta-lactamase OXA-2	IC50	=	210.0	nM	6.68	Compound was tested for inhibition of Beta-lactamase fromOXA-2	8809160
Beta-lactamase	IC50	=	250.0	nM	6.6	Compound was tested for inhibition of Beta-lactamase from Staphylococcus aureus ...	8809160
Bacillus licheniformis	IC50	=	320.0	nM	6.5	Compound was tested for inhibition of Bacillus licheniformis 749/C, class A of b...	8809160
Beta-lactamase	IC50	=	320.0	nM	6.5	Compound was tested for inhibition of Beta-lactamase from Bacillus licheniformis...	8809160
Beta-lactamase	IC50	=	380.0	nM	6.42	Compound was tested for inhibition of Pseudomonas aeruginosa 18SH, class C of Be...	8809160
Beta-lactamase	IC50	=	380.0	nM	6.42	Compound was tested for inhibition of Beta-lactamase from Pseudomonas aeruginosa...	8809160
Beta-lactamase	IC50	=	410.0	nM	6.39	Compound was tested for inhibition of Beta-lactamase from Enterobacter cloacae 9...	8809160
Beta-lactamase OXA-1	IC50	=	430.0	nM	6.37	Compound was tested for inhibition of Beta-lactamase from Bacteroides fragilis 3...	8809160
Beta-lactamase SHV-1	IC50	=	540.0	nM	6.27	Compound was tested for inhibition of Beta-lactamase from SHV-2	8809160
Beta-lactamase	IC50	=	860.0	nM	6.07	Compound was tested for inhibition of Beta-lactamase from Pseudomonas aeruginosa...	8809160
Beta-lactamase TEM	IC50	=	980.0	nM	6.01	Compound was tested for inhibition of Beta-lactamase from RTEM-2	8809160
Citrobacter freundii	IC50	=	1000.0	nM	6.0	Compound was tested for inhibition of Citrobacter freundii 1928 in combination w...	8809160

Literature References

PubMed	DOI	Target Context	# Activities
8809160	10.1021/jm9601967	Beta-lactamase	14
8809160	10.1021/jm9601967	Escherichia coli	9
8809160	10.1021/jm9601967	Unchecked	7
8809160	10.1021/jm9601967	Citrobacter freundii	4
8809160	10.1021/jm9601967	Beta-lactamase TEM	3
8809160	10.1021/jm9601967	Penicillin-binding protein 2	3
8809160	10.1021/jm9601967	Penicillin-binding protein 2b	2
8809160	10.1021/jm9601967	Beta-lactamase OXA-1	2
10230627	10.1016/s0960-894x(99)00107-9	Serratia marcescens	2
10230627	10.1016/s0960-894x(99)00107-9	Escherichia coli	2
8809160	10.1021/jm9601967	Peptidoglycan D,D-transpeptidase MrdA	1
8809160	10.1021/jm9601967	Pseudomonas aeruginosa	1
8809160	10.1021/jm9601967	Penicillin-binding protein 4	1
8809160	10.1021/jm9601967	Bacillus licheniformis	1
8809160	10.1021/jm9601967	Beta-lactamase SHV-1	1
8809160	10.1021/jm9601967	Beta-lactamase pse-1	1
8809160	10.1021/jm9601967	Beta-lactamase OXA-2	1
8809160	10.1021/jm9601967	Beta-lactamase L1	1
8809160	10.1021/jm9601967	Metallo-beta-lactamase type 2	1
8809160	10.1021/jm9601967	Enterobacter cloacae	1

Data from ChEMBL 36 via Core Engine