Compound Detail

CHEMBL17205

CYCLOVALONE

🧪 Phase II

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🧪 Phase II

COc1cc(/C=C2\CCC/C(=C\c3ccc(O)c(OC)c3)C2=O)ccc1O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL17205
Name	CYCLOVALONE
Phase	Phase II
Structure Type	MOL
InChI Key	DHKKONBXGAAFTB-OTYYAQKOSA-N

Known Names

Ciclovalona Cyclovalone NSC-26727

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

366.4

MW (Da)

4.34

ALogP

HBA

HBD

76.0

PSA (Å²)

0.79

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Achiral

Flags

Natural Product

Extended Properties

Molecular Formula	C22H22O5
MW	366.41
Aromatic Rings	2
Heavy Atoms	27
NP-Likeness	0.14

Activity Summary

IC50 18 meas. best 5.44

EC50 4 meas. best 5.58

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
MDA-MB-231 CHEMBL400	EC50	5.58	5.58	2600.0	1
Molecular identity unknown CHEMBL612546	EC50	5.58	5.58	2600.0	1
HEK293 CHEMBL614818	IC50	5.44	5.435	3596.5	2
HT-29 CHEMBL384	IC50	5.43	5.43	3730.0	1
Nuclear factor NF-kappa-B p105 subunit CHEMBL3251	IC50	5.38	5.37	4200.0	2
PANC-1 CHEMBL614139	IC50	5.35	5.35	4430.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	5.34	4.815	4600.0	2
HEK293 CHEMBL614818	EC50	5.31	5.31	4944.0	1
Unchecked CHEMBL612545	IC50	5.3	5.1533	5045.0	3
PC-3 CHEMBL390	IC50	5.23	5.23	5890.0	1
RAW264.7 CHEMBL612557	IC50	5.17	5.17	6680.0	1
Transcription factor Jun CHEMBL4977	IC50	5.14	5.14	7300.0	1
Nucleotide-binding oligomerization domain-containing protein 2 CHEMBL1293266	EC50	5.0	5.0	9950.0	1
CNE CHEMBL613824	IC50	4.75	4.75	17600.0	1
Human immunodeficiency virus type 1 integrase CHEMBL3471	IC50	4.0	4.0	100000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Molecular identity unknown	EC50	=	2600.0	nM	5.58	Inhibition of Wnt3A/beta-catenin signaling in HEK293 cells after 24 hrs by firef...	24275249
MDA-MB-231	EC50	=	2600.0	nM	5.58	Cytotoxicity against human MDA-MB-231 cells after 72 hrs by SRB assay	20728364
HEK293	IC50	=	3596.5	nM	5.44	PUBCHEM_BIOASSAY: HTS dose response assay for identification of inhibitors of TN...	-
HEK293	IC50	=	3749.0	nM	5.43	PUBCHEM_BIOASSAY: uHTS luminescence assay for the identification of compounds th...	-
HT-29	IC50	=	3730.0	nM	5.43	Cytotoxicity against human HT-29 cells after 72 hrs by MTT assay	22551677
Nuclear factor NF-kappa-B p105 subunit	IC50	=	4200.0	nM	5.38	Cellular Firefly Luciferase Assay (NFkB): The NF-kB activities of curcumin and a...	-
Nuclear factor NF-kappa-B p105 subunit	IC50	=	4400.0	nM	5.36	Cellular Firefly Luciferase Assay (NFkB): The NF-kB activities of curcumin and a...	-
PANC-1	IC50	=	4430.0	nM	5.35	Cytotoxicity against human PANC1 cells after 72 hrs by MTT assay	22551677
NON-PROTEIN TARGET	IC50	=	4600.0	nM	5.34	Cytotoxicity against human LS 174T cells after 72 hrs by MTT assay	19243951
HEK293	EC50	=	4944.0	nM	5.31	PUBCHEM_BIOASSAY: uHTS luminescence assay for the identification of compounds th...	-
Unchecked	IC50	=	5045.0	nM	5.3	PubChem BioAssay. nuclear beta catenin stimulation in WNT3A conditioned C2C12 ce...	-
PC-3	IC50	=	5890.0	nM	5.23	Cytotoxicity against human PC3 cells after 72 hrs by MTT assay	22551677
RAW264.7	IC50	=	6680.0	nM	5.17	Anti-inflammatory activity in Mus musculus (mouse) RAW264.7 cells assessed as in...	-
Unchecked	IC50	=	6981.34	nM	5.16	PubChem BioAssay. VEGF stimulated ADSC/ECFC co-culture nuclear area decrease (vi...	-
Transcription factor Jun	IC50	=	7300.0	nM	5.14	Cellular Firefly Luciferase Assay (AP-1): Curcumin is a known inhibitor of the A...	-
Nucleotide-binding oligomerization domain-containing protein 2	EC50	=	9950.0	nM	5.0	PUBCHEM_BIOASSAY: uHTS luminescence assay for the identification of compounds th...	-
Unchecked	IC50	=	10000.0	nM	5.0	Inhibition of NF-kappaB activation in human K562 cells	20728364
CNE	IC50	=	17600.0	nM	4.75	Cytotoxicity against human CNE cells after 72 hrs by MTT assay	19243951
NON-PROTEIN TARGET	IC50	=	51850.0	nM	4.29	Antioxidant activity assessed as DPPH scavenging activity after 30 min by spectr...	-
Human immunodeficiency virus type 1 integrase	IC50	=	100000.0	nM	4.0	Inhibitory activity against HIV-1 Integrase (HIV-1-IN)	11831895

Literature References

PubMed	DOI	Target Context	# Activities
24275249	10.1016/j.ejmech.2013.10.073	Molecular identity unknown	7
-	10.1007/s00044-010-9521-0	RAW264.7	3
-	10.1007/s00044-012-0116-9	NON-PROTEIN TARGET	2
-	10.6019/CHEMBL4651402	SARS-CoV-2	2
12467629	10.1016/s0960-894x(02)00832-6	NON-PROTEIN TARGET	2
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
18234497	10.1016/j.bmcl.2007.12.068	J774.A1	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
18336957	10.1016/j.ejmech.2008.01.031	J774.A1	2
19243951	10.1016/j.bmc.2008.10.044	CNE	1
19359068	10.1016/j.ejmech.2009.03.020	Tyrosinase	1
19359068	10.1016/j.ejmech.2009.03.020	Radical scavenging activity	1
19243951	10.1016/j.bmc.2008.10.044	No relevant target	1
19243951	10.1016/j.bmc.2008.10.044	NON-PROTEIN TARGET	1
19243951	10.1016/j.bmc.2008.10.044	HL-60	1
38318365	10.1016/j.isci.2024.108907	Deoxynucleoside triphosphate triphosphohydrolase SAMHD1	1
9857096	10.1021/jm980424s	Mus musculus	1
9857096	10.1021/jm980424s	Quinone oxidoreductase	1
11831895	10.1021/jm010399h	Human immunodeficiency virus type 1 integrase	1
9767632	10.1021/jm9707232	KB	1

Data from ChEMBL 36 via Core Engine