Compound Detail

CHEMBL244695

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O=C(O)c1ccc2c(c1)C1C=CCC1C(C(=O)O)N2

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL244695
Phase	Preclinical
Structure Type	MOL
InChI Key	RKSORIGFRQYENG-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

259.3

MW (Da)

1.92

ALogP

HBA

HBD

86.6

PSA (Å²)

0.71

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C14H13NO4
MW	259.26
Aromatic Rings	1
Heavy Atoms	19
NP-Likeness	0.20

Activity Summary

IC50 9 meas. best 6.4

Kd 2 meas. best 9.32

Ki 1 meas. best 4.2

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
RAC-alpha serine/threonine-protein kinase CHEMBL4282	Kd	9.32	9.32	0.5	1
Histone-lysine N-methyltransferase EZH2 CHEMBL2189110	IC50	6.4	6.4	400.0	1
Heat shock 70 kDa protein 1A CHEMBL5460	IC50	5.62	5.62	2420.0	1
Tyrosine-protein phosphatase non-receptor type 7 CHEMBL2219	IC50	5.6	5.6	2510.0	1
M-phase inducer phosphatase 2 CHEMBL4804	IC50	5.6	5.6	2500.0	1
MSN-CD44 CHEMBL5465400	IC50	5.44	4.905	3600.0	2
Tyrosine-protein phosphatase non-receptor type 1 CHEMBL335	IC50	5.18	5.18	6600.0	1
Dual specificity protein phosphatase 6 CHEMBL5511	IC50	4.81	4.78	15523.0	2
Mannan-binding lectin serine protease 2 CHEMBL4295646	Ki	4.2	4.2	62500.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
RAC-alpha serine/threonine-protein kinase	Kd	=	0.474	nM	9.32	Binding affinity to AKT PH-domain (unknown origin) at 0.01 to 50 uM by SPR spect...	-
Histone-lysine N-methyltransferase EZH2	IC50	=	400.0	nM	6.4	Inhibition of recombinant full-length PRC2 catalytic core EZH2 Y641F mutant (unk...	37874947
Heat shock 70 kDa protein 1A	IC50	=	2420.0	nM	5.62	PUBCHEM_BIOASSAY: In Vitro Hsp70 Dose Response Fluorescence Polarization Assay f...	-
Tyrosine-protein phosphatase non-receptor type 7	IC50	=	2510.0	nM	5.6	PUBCHEM_BIOASSAY: In Vitro HePTP Dose Response Colorimetric Assay for SAR Study....	-
M-phase inducer phosphatase 2	IC50	=	2500.0	nM	5.6	Inhibition of full-length 6His/GST-tagged recombinant human CDC25B using OMFP as...	37874947
MSN-CD44	IC50	=	3600.0	nM	5.44	Inhibition of full-length human GST-tagged MSN/Venus-Flag-tagged CD44 interactio...	37874947
Tyrosine-protein phosphatase non-receptor type 1	IC50	=	6600.0	nM	5.18	Inhibition of human recombinant PTP1B using OMFP as substrate incubated for 60 m...	37874947
Dual specificity protein phosphatase 6	IC50	=	15523.0	nM	4.81	PUBCHEM_BIOASSAY: In Vitro MKP-3 Dose Response Assay for SAR Study. (Class of as...	-
Dual specificity protein phosphatase 6	IC50	=	17800.0	nM	4.75	PUBCHEM_BIOASSAY: MKP-3 in vitro secondary assay for identification of irreversi...	-
MSN-CD44	IC50	=	43000.0	nM	4.37	Inhibition of MSN/CD44 interaction (unknown origin) by TR-FRET assay	37874947
Mannan-binding lectin serine protease 2	Ki	=	62500.0	nM	4.2	Enzymatic Assay for MASP-2: The assay was run at room temperature in an assay bu...	-

Literature References

PubMed	DOI	Target Context	# Activities
37874947	10.1021/acs.jmedchem.3c01277	Tyrosine-protein phosphatase non-receptor type 1	2
37874947	10.1021/acs.jmedchem.3c01277	MSN-CD44	2
17367895	10.1016/j.ejmech.2007.01.017	Low molecular weight phosphotyrosine protein phosphatase	1
37874947	10.1021/acs.jmedchem.3c01277	M-phase inducer phosphatase 2	1
37874947	10.1021/acs.jmedchem.3c01277	Tyrosine-protein phosphatase non-receptor type 5	1
37874947	10.1021/acs.jmedchem.3c01277	Tyrosine-protein phosphatase non-receptor type 7	1
37874947	10.1021/acs.jmedchem.3c01277	Receptor-type tyrosine-protein phosphatase R	1
37874947	10.1021/acs.jmedchem.3c01277	Histone-lysine N-methyltransferase EZH2	1
37874947	10.1021/acs.jmedchem.3c01277	Unchecked	1

Data from ChEMBL 36 via Core Engine