Compound Detail

CHEMBL197916

CUDRAXANTHONE L

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C=CC(C)(C)c1c(O)cc2oc3c(CC=C(C)C)c(O)c(O)cc3c(=O)c2c1O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL197916
Name	CUDRAXANTHONE L
Phase	Preclinical
Structure Type	MOL
InChI Key	LVKPSBFBKBJJOB-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

396.4

MW (Da)

4.74

ALogP

HBA

HBD

111.1

PSA (Å²)

0.29

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	C23H24O6
MW	396.44
Aromatic Rings	3
Heavy Atoms	29
NP-Likeness	2.34

Activity Summary

IC50 11 meas. best 6.64

Ki 2 meas. best 6.86

EC50 1 meas. best 5.09

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Sialidase CHEMBL5189	Ki	6.86	6.555	138.0	2
Sialidase CHEMBL5189	IC50	6.64	6.64	228.0	1
A549 CHEMBL392	IC50	5.5	5.5	3150.0	1
Plasma CHEMBL613652	IC50	5.42	5.42	3800.0	1
SK-OV-3 CHEMBL614925	IC50	5.33	5.33	4720.0	1
NON-PROTEIN TARGET CHEMBL3879801	EC50	5.09	5.09	8200.0	1
Radical scavenging activity CHEMBL613712	IC50	4.86	4.5967	13700.0	3
Unchecked CHEMBL612545	IC50	4.28	4.245	52900.0	2
Sterol O-acyltransferase 1 CHEMBL2782	IC50	4.17	4.17	68000.0	1
Sterol O-acyltransferase 2 CHEMBL4465	IC50	4.13	4.13	74400.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Sialidase	Ki	=	138.0	nM	6.86	Competitive inhibition of Clostridium perfringens neuraminidase by Lineweaver-Bu...	19285413
Sialidase	IC50	=	228.0	nM	6.64	Inhibition of Clostridium perfringens neuraminidase by fluorimetry	19285413
Sialidase	Ki	=	567.6	nM	6.25	Apparent binding affinity at Clostridium perfringens neuraminidase by fluorimetr...	19285413
A549	IC50	=	3150.0	nM	5.5	Cytotoxicity against human A549 cells after 48 hrs by SRB assay	15787460
Plasma	IC50	=	3800.0	nM	5.42	Antioxidant activity against human plasma LDL oxidation by TBARS assay	16919944
SK-OV-3	IC50	=	4720.0	nM	5.33	Cytotoxicity against human SKOV3 cells after 48 hrs by SRB assay	15787460
NON-PROTEIN TARGET	EC50	=	8200.0	nM	5.09	Neuroprotective activity against 6-hydroxydopamine-induced human SH-SY5Y cell de...	25051453
Radical scavenging activity	IC50	=	13700.0	nM	4.86	DPPH radical scavenging activity of Cudriana tricuspidata extracts	16203143
Radical scavenging activity	IC50	=	23600.0	nM	4.63	Superoxide radical scavenging activity of Cudriana tricuspidata extracts	16203143
Radical scavenging activity	IC50	=	50300.0	nM	4.3	Hydroxyl radical scavenging activity of Cudriana tricuspidata extracts	16203143
Unchecked	IC50	=	52900.0	nM	4.28	Inhibition of bakers yeast alpha-glucosidase by spectrophotometry	17950599
Unchecked	IC50	=	62310.0	nM	4.21	Inhibition of Saccharomyces cerevisiae alpha-glucosidase using PNPG as substrate...	31927314
Sterol O-acyltransferase 1	IC50	=	68000.0	nM	4.17	Inhibition of human ACAT1 expressed in Hi5 cells	16919944
Sterol O-acyltransferase 2	IC50	=	74400.0	nM	4.13	Inhibition of human ACAT2 expressed in Hi5 cells	16919944

Literature References

PubMed	DOI	Target Context	# Activities
19285413	10.1016/j.bmc.2009.02.042	Sialidase	4
16203143	10.1016/j.bmcl.2005.08.099	Radical scavenging activity	3
16203143	10.1016/j.bmcl.2005.08.099	HL-60	2
17608532	10.1021/np070059k	Amine oxidase [flavin-containing] A	1
31927314	10.1016/j.ejmech.2020.112034	Alpha-mannosidase	1
31927314	10.1016/j.ejmech.2020.112034	Tissue alpha-L-fucosidase	1
31927314	10.1016/j.ejmech.2020.112034	Unchecked	1
25051453	10.1021/np500364x	NON-PROTEIN TARGET	1
15787460	10.1021/np030481a	SK-OV-3	1
15787460	10.1021/np030481a	A549	1
17950599	10.1016/j.bmcl.2007.10.007	Unchecked	1
16919944	10.1016/j.bmcl.2006.08.032	Sterol O-acyltransferase 2	1
16919944	10.1016/j.bmcl.2006.08.032	Sterol O-acyltransferase 1	1
16919944	10.1016/j.bmcl.2006.08.032	Plasma	1
16203143	10.1016/j.bmcl.2005.08.099	A549	1
16203143	10.1016/j.bmcl.2005.08.099	AGS	1
16203143	10.1016/j.bmcl.2005.08.099	SK-OV-3	1
16203143	10.1016/j.bmcl.2005.08.099	HT-29	1

Data from ChEMBL 36 via Core Engine