Compound Detail

CHEMBL464006

MORUSIN

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CC(C)=CCc1c(-c2ccc(O)cc2O)oc2c3c(cc(O)c2c1=O)OC(C)(C)C=C3

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL464006
Name	MORUSIN
Phase	Preclinical
Structure Type	MOL
InChI Key	XFFOMNJIDRDDLQ-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

420.5

MW (Da)

5.27

ALogP

HBA

HBD

100.1

PSA (Å²)

0.50

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	C25H24O6
MW	420.46
Aromatic Rings	3
Heavy Atoms	31
NP-Likeness	2.63

Activity Summary

IC50 30 meas. best 6.05

EC50 4 meas. best 5.94

Ki 2 meas. best 5.51

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
3',5'-cyclic-AMP phosphodiesterase 4D CHEMBL288	IC50	6.05	6.05	900.0	1
Streptokinase A CHEMBL1293228	EC50	5.94	5.925	1149.0	2
Cholinesterase CHEMBL1914	IC50	5.77	5.77	1700.0	1
Streptococcus sp. 'group A' CHEMBL612389	EC50	5.57	5.57	2715.0	1
Streptococcus CHEMBL612313	EC50	5.53	5.53	2965.0	1
Acetylcholinesterase CHEMBL220	Ki	5.51	5.51	3100.0	1
Low molecular weight protein-tyrosine phosphatase A CHEMBL4542	IC50	5.33	5.33	4650.0	1
Phosphotyrosine protein phosphatase CHEMBL4295521	IC50	5.28	5.28	5248.1	2
HepG2 CHEMBL395	IC50	5.03	5.03	9300.0	1
Tyrosine-protein phosphatase non-receptor type 1 CHEMBL335	IC50	4.99	4.825	10320.0	2
MCF7 CHEMBL387	IC50	4.94	4.94	11510.0	1
Tyrosine-protein phosphatase non-receptor type 22 CHEMBL2889	IC50	4.83	4.83	14970.0	1
U-251 CHEMBL615022	IC50	4.75	4.75	17950.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	4.62	4.62	24000.0	5
A549 CHEMBL392	IC50	4.62	4.62	24090.0	1
T98G CHEMBL614775	IC50	4.62	4.62	24000.0	1
SARS-CoV-2 CHEMBL4303835	IC50	4.6	4.6	24900.0	1
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 CHEMBL3585236	IC50	4.54	4.54	28650.0	1
Bcap37 CHEMBL613842	IC50	4.48	4.48	33100.0	1
Replicase polyprotein 1ab CHEMBL4523582	IC50	4.47	4.47	33500.0	1
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 CHEMBL4693	IC50	4.36	4.36	43570.0	1
Beta-secretase 1 CHEMBL4822	IC50	4.23	4.23	59400.0	1
Beta-secretase 1 CHEMBL4822	Ki	4.19	4.19	64100.0	1
Polyunsaturated fatty acid lipoxygenase ALOX12 CHEMBL3687	IC50	4.0	4.0	100000.0	1
Prostaglandin G/H synthase 1 CHEMBL2949	IC50	4.0	4.0	100000.0	1
Prostaglandin G/H synthase 2 CHEMBL230	IC50	4.0	4.0	100000.0	2
Prostaglandin G/H synthase 1 CHEMBL221	IC50	4.0	4.0	100000.0	1
Polyunsaturated fatty acid 5-lipoxygenase CHEMBL215	IC50	4.0	4.0	100000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
3',5'-cyclic-AMP phosphodiesterase 4D	IC50	=	900.0	nM	6.05	Inhibition of human PDE4D2 catalytic domain (86 to 413 residues) expressed in Es...	29291443
Streptokinase A	EC50	=	1149.0	nM	5.94	PUBCHEM_BIOASSAY: Absorbance Microorganism-Based Dose Response HTS to Identify I...	-
Streptokinase A	EC50	=	1234.0	nM	5.91	PUBCHEM_BIOASSAY: Luminescence Microorganism-Based Dose Confirmation HTS to Iden...	-
Cholinesterase	IC50	=	1700.0	nM	5.77	Inhibition of BuChE (unknown origin)	-
Streptococcus sp. 'group A'	EC50	=	2715.0	nM	5.57	PUBCHEM_BIOASSAY: Luminescence Microorganism-Based Dose Confirmation HTS to Iden...	-
Streptococcus	EC50	=	2965.0	nM	5.53	PUBCHEM_BIOASSAY: Luminescence Microorganism-Based Dose Response HTS to Identify...	-
Acetylcholinesterase	Ki	=	3100.0	nM	5.51	Inhibition of AChE (unknown origin)	-
Low molecular weight protein-tyrosine phosphatase A	IC50	=	4650.0	nM	5.33	Inhibition of Mycobacterium tuberculosis PtpA using p-nitrophenyl phosphate as s...	29275228
Phosphotyrosine protein phosphatase	IC50	=	5248.07	nM	5.28	Inhibition of Mycobacterium tuberculosis PtpB using p-nitrophenyl phosphate as s...	29275228
Phosphotyrosine protein phosphatase	IC50	=	5260.0	nM	5.28	Inhibition of Mycobacterium tuberculosis PtpB using p-nitrophenyl phosphate as s...	29275228
HepG2	IC50	=	9300.0	nM	5.03	Cytotoxicity against human HepG2 cells assessed as reduction in cell growth incu...	27400887
Tyrosine-protein phosphatase non-receptor type 1	IC50	=	10320.0	nM	4.99	Inhibition of human PTP1B using p-nitrophenyl phosphate as substrate preincubate...	29275228
MCF7	IC50	=	11510.0	nM	4.94	Cytotoxicity against human MCF7 cells assessed as reduction in cell growth incub...	27400887
Tyrosine-protein phosphatase non-receptor type 22	IC50	=	14970.0	nM	4.83	Inhibition of LYP (unknown origin) using p-nitrophenyl phosphate as substrate pr...	29275228
U-251	IC50	=	17950.0	nM	4.75	Cytotoxicity against human U251 cells assessed as reduction in cell growth incub...	27400887
Tyrosine-protein phosphatase non-receptor type 1	IC50	=	22100.0	nM	4.66	Inhibition of recombinant PTP1B catalytic domain (unknown origin) assessed as re...	34279099
A549	IC50	=	24090.0	nM	4.62	Cytotoxicity against human A549 cells assessed as reduction in cell growth incub...	27400887
T98G	IC50	=	24000.0	nM	4.62	Cytotoxicity against human T98G cells assessed as reduction in cell viability af...	26829656
NON-PROTEIN TARGET	IC50	=	24000.0	nM	4.62	Cytotoxicity against human U251MG cells assessed as reduction in cell viability ...	26829656
NON-PROTEIN TARGET	IC50	=	24000.0	nM	4.62	Cytotoxicity against human U373MG cells assessed as reduction in cell viability ...	26829656

Literature References

PubMed	DOI	Target Context	# Activities
38071943	10.1016/j.bmc.2023.117544	Staphylococcus aureus	36
26829656	10.1021/acs.jnatprod.5b00919	Molecular identity unknown	20
26829656	10.1021/acs.jnatprod.5b00919	U-87 MG	15
26829656	10.1021/acs.jnatprod.5b00919	NON-PROTEIN TARGET	10
38071943	10.1016/j.bmc.2023.117544	Cell membrane	9
26829656	10.1021/acs.jnatprod.5b00919	U373 MG	9
26829656	10.1021/acs.jnatprod.5b00919	T98G	9
32435418	10.1021/acsmedchemlett.0c00047	Sarcoplasmic/endoplasmic reticulum calcium ATPase 1	9
9358644	10.1021/np970186o	NON-PROTEIN TARGET	8
26829656	10.1021/acs.jnatprod.5b00919	U-251	6
27908762	10.1016/j.bmcl.2016.11.046	RAW264.7	5
27908762	10.1016/j.bmcl.2016.11.046	Mus musculus	5
28427808	10.1016/j.bmcl.2017.04.018	MC3T3-E1	4
38071943	10.1016/j.bmc.2023.117544	Enterococcus	4
26829656	10.1021/acs.jnatprod.5b00919	LN-18	4
29275228	10.1016/j.ejmech.2017.11.087	Unchecked	4
20485427	10.1038/nature09107	Plasmodium falciparum	4
36651644	10.1021/acs.jnatprod.2c00843	Replicase polyprotein 1ab	3
27908762	10.1016/j.bmcl.2016.11.046	NON-PROTEIN TARGET	3
29275228	10.1016/j.ejmech.2017.11.087	Phosphotyrosine protein phosphatase	2

Data from ChEMBL 36 via Core Engine