Compound Detail

CHEMBL525240

CHEBULAGIC ACID

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O=C(O)C[C@@H]1C(=O)O[C@H]2[C@@H]3OC(=O)c4cc(O)c(O)c(O)c4-c4c(cc(O)c(O)c4O)C(=O)OC[C@H]2O[C@@H](OC(=O)c2cc(O)c(O)c(O)c2)[C@@H]3OC(=O)c2cc(O)c(O)c3c2[C@H]1[C@H](O)C(=O)O3

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL525240
Name	CHEBULAGIC ACID
Phase	Preclinical
Structure Type	MOL
InChI Key	HGJXAVROWQLCTP-YABCKIEDSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

954.7

MW (Da)

0.00

ALogP

HBA

HBD

447.1

PSA (Å²)

0.06

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	C41H30O27
MW	954.66
Aromatic Rings	4
Heavy Atoms	68
NP-Likeness	1.49

Activity Summary

IC50 6 meas. best 7.3

EC50 2 meas. best 4.88

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
DNA topoisomerase 1 CHEMBL1781	IC50	7.3	7.15	50.0	2
Squalene monooxygenase CHEMBL4241	IC50	5.5	5.5	3200.0	1
Unchecked CHEMBL612545	IC50	5.04	4.68	9030.0	2
dengue virus type 2 CHEMBL613966	EC50	4.88	4.88	13110.0	1
Hepatitis C virus CHEMBL379	EC50	4.65	4.65	22250.0	1
Protein kinase C (PKC) CHEMBL2093867	IC50	4.52	4.52	30000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
DNA topoisomerase 1	IC50	=	50.0	nM	7.3	Inhibition of human COLO201 cellular topoisomerase-1 mediated plasmid DNA cleava...	1324981
DNA topoisomerase 1	IC50	=	100.0	nM	7.0	Inhibition of human COLO201 cellular topoisomerase-1 mediated plasmid DNA cleava...	1324981
Squalene monooxygenase	IC50	=	3200.0	nM	5.5	Inhibition of C-terminal hexahistidine-tagged rat recombinant squalene epoxidase...	11520216
Unchecked	IC50	=	9030.0	nM	5.04	Inhibition of Hepatitic C virus NS3/4A protease by FRET assay	22196120
dengue virus type 2	EC50	=	13110.0	nM	4.88	Antiviral activity against DENV2 16681 infected in African green monkey Vero E6 ...	34020338
Hepatitis C virus	EC50	=	22250.0	nM	4.65	Antiviral activity against Hepatitis C virus infected in human Huh7.5 cells asse...	22196120
Protein kinase C (PKC)	IC50	=	30000.0	nM	4.52	Inhibitory activity against protein kinase C (PKC)	-
Unchecked	IC50	=	48000.0	nM	4.32	Inhibition of xanthine oxidase assessed as conversion of xanthine to uric acid i...	15652581

Literature References

PubMed	DOI	Target Context	# Activities
2413172	10.1021/np50040a016	Unchecked	10
1698933	10.1021/np50069a008	Human immunodeficiency virus 1	5
-	10.6019/CHEMBL5096127	Schistosoma mansoni	2
12502337	10.1021/np020289t	Unchecked	2
12502337	10.1021/np020289t	Candida albicans	2
12502337	10.1021/np020289t	Cryptococcus neoformans	2
22196120	10.1016/j.bmcl.2011.11.109	Unchecked	2
1324981	10.1021/np50082a001	DNA topoisomerase 1	2
1431932	10.1021/np50086a002	HCT-8	1
34020338	10.1016/j.ejmech.2021.113527	dengue virus type 2	1
22196120	10.1016/j.bmcl.2011.11.109	ADMET	1
-	10.1021/np50094a030	Rattus norvegicus	1
1431932	10.1021/np50086a002	NON-PROTEIN TARGET	1
1431932	10.1021/np50086a002	KB	1
1431932	10.1021/np50086a002	A549	1
-	10.1016/S0960-894X(01)81072-6	Protein kinase C (PKC)	1
1431932	10.1021/np50086a002	TE-671	1
11520216	10.1021/np010100y	Squalene monooxygenase	1
11754604	10.1021/np010370g	Radical scavenging activity	1
-	10.1016/S0960-894X(01)81072-6	Unchecked	1

Data from ChEMBL 36 via Core Engine