Compound Detail

CHEMBL365617

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CCNC(=O)c1n[nH]c(-c2cc(Cl)c(O)cc2O)c1-c1ccc(OC)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL365617
Phase	Preclinical
Structure Type	MOL
InChI Key	HUNAOTXNHVALTN-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

387.8

MW (Da)

3.57

ALogP

HBA

HBD

107.5

PSA (Å²)

0.54

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula	C19H18ClN3O4
MW	387.82
Aromatic Rings	3
Heavy Atoms	27
NP-Likeness	-0.58

Activity Summary

Ki 8 meas. best 5.9

IC50 7 meas. best 7.72

EC50 4 meas. best 6.68

Kd 2 meas. best 7.97

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Heat shock protein HSP 90-alpha CHEMBL3880	Kd	7.97	7.97	10.7	1
Heat shock protein HSP 90-alpha CHEMBL3880	IC50	7.72	7.1267	19.0	3
Heat shock protein HSP90 CHEMBL2095165	IC50	7.6	7.6	25.0	1
Unchecked CHEMBL612545	IC50	7.6	7.6	25.0	1
Heat shock protein HSP 90-beta CHEMBL4303	IC50	7.6	7.6	25.0	1
Heat shock protein HSP90 CHEMBL2095165	Kd	7.11	7.11	78.0	1
ATP-dependent molecular chaperone HSC82 CHEMBL4199	IC50	6.85	6.85	140.0	1
Heat shock protein HSP 90-alpha CHEMBL3880	EC50	6.68	6.48	210.0	3
SK-BR-3 CHEMBL613834	EC50	6.6	6.6	250.0	1
Macrophage colony-stimulating factor 1 receptor CHEMBL1844	Ki	5.9	5.9	1258.9	1
Serine/threonine-protein kinase D3 CHEMBL2595	Ki	5.8	5.8	1584.9	1
Serine/threonine-protein kinase D2 CHEMBL4900	Ki	5.8	5.8	1584.9	1
Rho-associated protein kinase 2 CHEMBL2973	Ki	5.6	5.6	2511.9	1
Serine/threonine-protein kinase pim-1 CHEMBL2147	Ki	5.6	5.6	2511.9	1
Ribosomal protein S6 kinase alpha-3 CHEMBL2345	Ki	5.5	5.5	3162.3	1
Rho-associated protein kinase 1 CHEMBL3231	Ki	5.4	5.4	3981.1	1
Cyclin-dependent kinase 2 CHEMBL301	Ki	5.2	5.2	6309.6	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Heat shock protein HSP 90-alpha	Kd	=	10.7	nM	7.97	Recombinant Hsp90 [His-Tev-huHsp90-alpha (9-236)] was immobilized on a Biacore C...	-
Heat shock protein HSP 90-alpha	IC50	=	19.0	nM	7.72	Binding affinity to Hsp90alpha N-terminal ATPase domain by TR-FRET assay based c...	21106457
Heat shock protein HSP 90-alpha	IC50	=	25.0	nM	7.6	Inhibitory concentration against activity of Hsp90 was determined by fluorescenc...	15974572
Heat shock protein HSP90	IC50	=	25.0	nM	7.6	Displacement of fluorescent labelled VER-00051001 from human Hsp90-beta by FP as...	18020435
Heat shock protein HSP 90-beta	IC50	=	25.0	nM	7.6	Binding affinity to Hsp90 by fluorescence polarization assay	19017562
Unchecked	IC50	=	25.0	nM	7.6	Inhibition of HSP90	17108987
Heat shock protein HSP90	Kd	=	78.0	nM	7.11	Binding affinity to HSP90 (unknown origin)	28605676
ATP-dependent molecular chaperone HSC82	IC50	=	140.0	nM	6.85	Inhibitory concentration against ATPase activity of Hsp90 of Saccharomyces cerev...	15974572
Heat shock protein HSP 90-alpha	EC50	=	210.0	nM	6.68	Inhibition of Hsp90alpha in human H1299 cells assessed as HIF-1alpha degradation...	21106457
SK-BR-3	EC50	=	250.0	nM	6.6	Cytotoxicity against human SKBR3 cells	21106457
Heat shock protein HSP 90-alpha	EC50	=	350.0	nM	6.46	Inhibition of Hsp90alpha in human SKBR3 cells assessed as ErbB2 degradation by W...	21106457
Heat shock protein HSP 90-alpha	EC50	=	500.0	nM	6.3	Inhibition of Hsp90alpha in human SKBR3 cells assessed as up-regulation of HSP70...	21106457
Heat shock protein HSP 90-alpha	IC50	=	880.0	nM	6.06	Inhibition of Hsp90alpha ATPase activity by malachite green ATP-ase assay	21106457
Macrophage colony-stimulating factor 1 receptor	Ki	=	1258.93	nM	5.9	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Serine/threonine-protein kinase D2	Ki	=	1584.89	nM	5.8	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Serine/threonine-protein kinase D3	Ki	=	1584.89	nM	5.8	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Rho-associated protein kinase 2	Ki	=	2511.89	nM	5.6	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Serine/threonine-protein kinase pim-1	Ki	=	2511.89	nM	5.6	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Ribosomal protein S6 kinase alpha-3	Ki	=	3162.28	nM	5.5	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Rho-associated protein kinase 1	Ki	=	3981.07	nM	5.4	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-

Literature References

PubMed	DOI	Target Context	# Activities
21106457	10.1016/j.bmcl.2010.10.010	Heat shock protein HSP 90-alpha	5
-	10.6019/CHEMBL4495565	SARS-CoV-2	4
-	10.6019/CHEMBL3885741	Heat shock protein HSP 90-alpha	3
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
-	10.6019/CHEMBL4495564	Replicase polyprotein 1ab	2
18020435	10.1021/jm701018h	NON-PROTEIN TARGET	2
17108987	10.1038/nchembio840	Unchecked	1
-	10.6019/EOS300108	HepG2	1
28605676	10.1016/j.ejmech.2017.06.002	Heat shock protein HSP90	1
-	10.21203/rs.3.rs-23951/v1	SARS-CoV-2	1
24345447	10.1016/j.bmcl.2013.11.034	NCI-H1975	1
21106457	10.1016/j.bmcl.2010.10.010	SK-BR-3	1
15974572	10.1021/jm050355z	Heat shock protein HSP 90-alpha	1
19017562	10.1016/j.bmc.2008.10.087	Heat shock protein HSP 90-beta	1
18020435	10.1021/jm701018h	SF-268	1
18020435	10.1021/jm701018h	SK-MEL-28	1
18020435	10.1021/jm701018h	DU-145	1
18020435	10.1021/jm701018h	HCT-116	1
18020435	10.1021/jm701018h	Heat shock protein HSP90	1
15974572	10.1021/jm050355z	HCT-116	1

Data from ChEMBL 36 via Core Engine