Compound Detail

CHEMBL414883

RADICICOL

Enter ChEMBL ID:

Free Research Context This compound will appear in recent viewed items on the research home for this browser.

C[C@@H]1C[C@H]2O[C@@H]2/C=C\C=C\C(=O)Cc2c(Cl)c(O)cc(O)c2C(=O)O1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL414883
Name	RADICICOL
Phase	Preclinical
Structure Type	MOL
InChI Key	WYZWZEOGROVVHK-GTMNPGAYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

364.8

MW (Da)

2.69

ALogP

HBA

HBD

96.4

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	C18H17ClO6
MW	364.78
Aromatic Rings	1
Heavy Atoms	25
NP-Likeness	2.32

Activity Summary

IC50 49 meas. best 9.57

Kd 15 meas. best 8.92

Ki 9 meas. best 6.28

EC50 5 meas. best 9.1

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Unchecked CHEMBL612545	IC50	9.57	6.7783	0.3	6
Unchecked CHEMBL612545	EC50	9.1	9.1	0.8	1
Heat shock protein HSP 90-alpha CHEMBL3880	Kd	8.92	8.466	1.2	5
Unchecked CHEMBL612545	Kd	8.7	8.196	2.0	5
Heat shock protein HSP 90-beta CHEMBL4303	Kd	8.66	8.66	2.2	1
SK-BR-3 CHEMBL613834	IC50	8.44	7.935	3.6	2
Heat shock protein HSP 90-alpha CHEMBL3880	IC50	7.8	6.9667	16.0	3
Heat shock protein HSP90 CHEMBL2095165	Kd	7.72	7.72	19.0	1
ATP-dependent molecular chaperone HSP82 CHEMBL3536	Kd	7.72	7.72	19.0	1
Heat shock protein HSP 90-beta CHEMBL4303	IC50	7.72	7.71	19.0	2
Heat shock protein HSP90 CHEMBL2095165	IC50	7.7	7.26	20.0	2
MCF7 CHEMBL387	IC50	7.64	7.2417	23.0	6
Heat shock protein HSP90 CHEMBL2095165	EC50	7.6	7.6	25.0	1
Prostaglandin G/H synthase 2 CHEMBL230	IC50	7.57	7.57	27.0	1
Macrophage CHEMBL612578	IC50	7.57	7.57	27.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	7.23	7.095	59.0	2
HeLa CHEMBL399	IC50	7.0	7.0	100.0	1
A549 CHEMBL392	IC50	7.0	7.0	100.0	1
Proto-oncogene tyrosine-protein kinase Src CHEMBL3014	IC50	6.75	6.75	180.0	1
Human alphaherpesvirus 1 CHEMBL377	IC50	6.7	6.7	200.0	1
ATP-dependent molecular chaperone HSC82 CHEMBL4199	IC50	6.7	6.7	200.0	1
Leishmania donovani CHEMBL367	IC50	6.54	6.375	290.0	2
NRK CHEMBL613518	IC50	6.54	6.54	290.0	1
Carbonyl reductase [NADPH] 1 CHEMBL5586	Ki	6.28	6.28	520.0	1
3Y1 cell line CHEMBL614741	IC50	6.16	6.16	700.0	1
Phytophthora litchii CHEMBL4296591	IC50	5.85	5.85	1400.0	1
Schistosoma mansoni CHEMBL612893	EC50	5.74	5.74	1828.0	1
J774.A1 CHEMBL614040	IC50	5.63	5.63	2350.0	1
Carbonyl reductase [NADPH] 1 CHEMBL5586	IC50	5.49	5.49	3270.0	1
Plasmodium falciparum CHEMBL364	IC50	5.25	5.195	5600.0	2
ATP-citrate synthase CHEMBL2745	Ki	5.16	5.052	7000.0	5
Fusarium verticillioides CHEMBL613823	IC50	5.1	5.1	8000.0	1
Human immunodeficiency virus 1 CHEMBL378	EC50	5.04	5.04	9100.0	1
ATP-citrate synthase CHEMBL3720	Ki	4.89	4.89	13000.0	1
Alpha-ketoglutarate-dependent dioxygenase FTO CHEMBL2331065	IC50	4.8	4.7933	16000.0	3
Heat shock protein HSP90 CHEMBL2095165	Ki	4.7	4.7	20000.0	1
Unchecked CHEMBL612545	Ki	4.06	4.06	87000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Unchecked	IC50	=	0.27	nM	9.57	Inhibition of p60v-src kinase	18077363
Unchecked	EC50	=	0.8	nM	9.1	Binding affinity at purified Hsp90 by DELFIA assay	18243703
Heat shock protein HSP 90-alpha	Kd	=	1.2	nM	8.92	Binding affinity to recombinant human HSP90 alpha by Surface plasmon resonance a...	30839211
Heat shock protein HSP 90-alpha	Kd	=	1.8	nM	8.74	Binding affinity to recombinant human HSP90alpha by surface plasmon resonance an...	33661631
Unchecked	Kd	=	2.0	nM	8.7	Binding affinity to recombinant Candida albicans Hsp90 NBD expressed in Escheric...	35298171
Heat shock protein HSP 90-beta	Kd	=	2.2	nM	8.66	Binding affinity to human Hsp90 by surface plasmon resonance analysis	23770448
Heat shock protein HSP 90-alpha	Kd	=	2.7	nM	8.57	The compound was tested for binding affinity against isolated N-domain of Heat s...	9925731
Unchecked	Kd	=	3.04	nM	8.52	Binding affinity to HSP90 after 4 hrs by surface plasmon resonance analysis	20655237
SK-BR-3	IC50	=	3.64	nM	8.44	Cytotoxicity against human SKBR3 cells after 24 hrs	18487051
Heat shock protein HSP 90-alpha	Kd	=	4.2	nM	8.38	Binding affinity to recombinant Hsp90 alpha (unknown origin) by surface plasmon ...	23362862
Unchecked	Kd	=	4.8	nM	8.32	Binding affinity to dog N-terminal GST-tagged GRP94 N41 deletion mutant (69 to 3...	29528635
Heat shock protein HSP 90-alpha	IC50	=	16.0	nM	7.8	Binding affinity to Hsp90alpha N-terminal ATPase domain by TR-FRET assay based c...	21106457
ATP-dependent molecular chaperone HSP82	Kd	=	19.0	nM	7.72	Binding affinity to N-terminal ATP/ADP-binding domain of yeast Hsp90	19017562
Heat shock protein HSP90	Kd	=	19.0	nM	7.72	Binding affinity to HSP90 (unknown origin) by isothermal titration calorimetry	31663736
Heat shock protein HSP 90-alpha	Kd	=	19.0	nM	7.72	The compound was tested for binding affinity against yeast Heat shock protein HS...	9925731
Unchecked	Kd	=	19.0	nM	7.72	Inhibition of Saccharomyces cerevisiae Hsp90	21235241
Unchecked	Kd	=	19.0	nM	7.72	Binding affinity to yeast Hsp90 by isothermal titration calorimetric method	-
Heat shock protein HSP 90-beta	IC50	=	19.0	nM	7.72	Inhibition of HSP90 (unknown origin)	24495105
Heat shock protein HSP 90-beta	IC50	=	20.0	nM	7.7	Inhibition of Hsp90	19017562
Unchecked	IC50	=	20.0	nM	7.7	Inhibition of Saccharomyces cerevisiae PP30 HSP82 expressed in Escherichia coli ...	-

Literature References

PubMed	DOI	Target Context	# Activities
16499313	10.1021/np058095b	Heat shock protein HSP90	7
35298171	10.1021/acs.jmedchem.1c01991	Candida albicans	6
19097799	10.1016/j.bmc.2008.11.076	Carbonyl reductase [NADPH] 1	5
-	10.1021/np50107a012	Agrobacterium tumefaciens	4
-	10.6019/CHEMBL5096127	Schistosoma mansoni	4
32692166	10.1021/acs.jmedchem.0c00748	Unchecked	4
16499313	10.1021/np058095b	Unchecked	4
17060533	10.1128/aac.00808-06	Plasmodium falciparum	4
30195238	10.1016/j.ejmech.2018.09.001	ATP-citrate synthase	3
19097799	10.1016/j.bmc.2008.11.076	Carbonyl reductase [NADPH] 3	3
18243703	10.1016/j.bmcl.2008.01.072	Unchecked	3
24495105	10.1021/np400889x	Human immunodeficiency virus 1	3
32692166	10.1021/acs.jmedchem.0c00748	Mucor mucedo	3
29110989	10.1016/j.bmcl.2017.10.036	Virulence sensor histidine kinase PhoQ	3
28835791	10.1021/acsmedchemlett.7b00039	Leishmania donovani	2
21235241	10.1021/jm101121s	Unchecked	2
18077363	10.1073/pnas.0708800104	Serine/threonine-protein kinase 26	2
17603540	10.1038/nchembio.2007.10	Heat shock protein HSP 90-beta	2
12773056	10.1021/jm030110r	NON-PROTEIN TARGET	2
18077363	10.1073/pnas.0708800104	Ribosomal protein S6 kinase alpha-3	2

Data from ChEMBL 36 via Core Engine