Compound Detail

CHEMBL2018876

MORACIN C

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CC(C)=CCc1c(O)cc(-c2cc3ccc(O)cc3o2)cc1O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL2018876
Name	MORACIN C
Phase	Preclinical
Structure Type	MOL
InChI Key	ZTGHWUWBQNCCOH-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

310.4

MW (Da)

4.73

ALogP

HBA

HBD

73.8

PSA (Å²)

0.61

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	C19H18O4
MW	310.35
Aromatic Rings	3
Heavy Atoms	23
NP-Likeness	1.61

Activity Summary

IC50 18 meas. best 6.68

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Polyunsaturated fatty acid lipoxygenase ALOX12 CHEMBL3687	IC50	6.68	6.68	210.0	1
Xanthine dehydrogenase/oxidase CHEMBL1929	IC50	6.6	6.6	250.0	1
Polyunsaturated fatty acid lipoxygenase ALOX15 CHEMBL2903	IC50	5.92	5.92	1210.0	1
Tyrosinase CHEMBL3318	IC50	5.64	5.64	2270.0	1
Polyunsaturated fatty acid 5-lipoxygenase CHEMBL215	IC50	5.63	5.63	2350.0	1
THP-1 CHEMBL614245	IC50	5.5	5.5	3200.0	1
Unchecked CHEMBL612545	IC50	5.39	5.39	4040.0	1
RAW264.7 CHEMBL612557	IC50	5.1	5.1	8000.0	2
Tyrosine-protein phosphatase non-receptor type 1 CHEMBL335	IC50	4.99	4.99	10200.0	1
HepG2 CHEMBL395	IC50	4.78	4.78	16800.0	1
3',5'-cyclic-AMP phosphodiesterase 4B CHEMBL275	IC50	4.74	4.74	18100.0	1
3',5'-cyclic-AMP phosphodiesterase 4D CHEMBL288	IC50	4.58	4.58	26000.0	1
Pancreatic triacylglycerol lipase CHEMBL1687677	IC50	4.5	4.5	32000.0	1
Staphylococcus aureus CHEMBL352	IC50	4.13	4.13	74800.0	1
Enoyl-[acyl-carrier-protein] reductase [NADPH] FabI CHEMBL3994	IC50	4.08	4.08	83800.0	2

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Polyunsaturated fatty acid lipoxygenase ALOX12	IC50	=	210.0	nM	6.68	Inhibition of human N-terminal His-tagged 12-LOX expressed in Escherichia coli(R...	30108915
Xanthine dehydrogenase/oxidase	IC50	=	250.0	nM	6.6	Inhibition of XOD (unknown origin) using xanthine as substrate preincubated for ...	37625387
Polyunsaturated fatty acid lipoxygenase ALOX15	IC50	=	1210.0	nM	5.92	Inhibition of human N-terminal His-tagged 15-LOX expressed in Escherichia coli(R...	30108915
Tyrosinase	IC50	=	2270.0	nM	5.64	Inhibition of mushroom tyrosinase	25461329
Polyunsaturated fatty acid 5-lipoxygenase	IC50	=	2350.0	nM	5.63	Inhibition of human N-terminal His-tagged 5-LOX expressed in Escherichia coli(Ro...	30108915
THP-1	IC50	=	3200.0	nM	5.5	Cytotoxicity against human THP1 cells after 24 hrs by WST1 assay	24901948
Unchecked	IC50	=	4040.0	nM	5.39	Inhibition of alpha-glucosidase (unknown origin)	25461329
RAW264.7	IC50	=	8000.0	nM	5.1	Antiinflammatory activity against mouse RAW264.7 cells assessed as reduction of ...	25461329
RAW264.7	IC50	=	8000.0	nM	5.1	Antiinflammatory activity against mouse RAW264.7 cells assessed as reduction of ...	25461329
Tyrosine-protein phosphatase non-receptor type 1	IC50	=	10200.0	nM	4.99	Inhibition of recombinant PTP1B catalytic domain (unknown origin) assessed as re...	34279099
HepG2	IC50	=	16800.0	nM	4.78	Inhibition of PCSK9 mRNA expression in human HepG2 cells after 24 hrs by SYBR Gr...	30448414
3',5'-cyclic-AMP phosphodiesterase 4B	IC50	=	18100.0	nM	4.74	Inhibition of human PDE4B2 catalytic domain and UCR2 (92 to 521) expressed in Es...	22483586
3',5'-cyclic-AMP phosphodiesterase 4D	IC50	=	26000.0	nM	4.58	Inhibition of human PDE4D2 catalytic domain (86 to 413) expressed in Escherichia...	22483586
Pancreatic triacylglycerol lipase	IC50	=	32000.0	nM	4.5	Inhibition of porcine pancreatic lipase using p-nitrophenylbutyrate as substrate...	25935644
Staphylococcus aureus	IC50	=	74800.0	nM	4.13	Inhibition of fatty acid biosynthesis in Staphylococcus aureus assessed as incor...	25461329
Enoyl-[acyl-carrier-protein] reductase [NADPH] FabI	IC50	=	83800.0	nM	4.08	Inhibition of Staphylococcus aureus FabI-mediated trans-2-octenoyl N-acetylcyste...	25461329
Enoyl-[acyl-carrier-protein] reductase [NADPH] FabI	IC50	=	83800.0	nM	4.08	Inhibition of Staphylococcus aureus FabI assessed as inhibition at 10 uM	32883635

Literature References

PubMed	DOI	Target Context	# Activities
37625387	10.1021/acs.jnatprod.3c00099	Rattus norvegicus	18
25461329	10.1016/j.ejmech.2014.11.047	Staphylococcus aureus	8
25461329	10.1016/j.ejmech.2014.11.047	Molecular identity unknown	6
37625387	10.1021/acs.jnatprod.3c00099	Mus musculus	4
37625387	10.1021/acs.jnatprod.3c00099	RAW264.7	4
25461329	10.1016/j.ejmech.2014.11.047	NON-PROTEIN TARGET	3
25461329	10.1016/j.ejmech.2014.11.047	Pseudomonas aeruginosa	3
25461329	10.1016/j.ejmech.2014.11.047	Escherichia coli	3
25461329	10.1016/j.ejmech.2014.11.047	Klebsiella pneumoniae	3
25461329	10.1016/j.ejmech.2014.11.047	RAW264.7	2
37625387	10.1021/acs.jnatprod.3c00099	Xanthine dehydrogenase/oxidase	2
25935644	10.1016/j.bmcl.2015.04.045	Pancreatic triacylglycerol lipase	2
25461329	10.1016/j.ejmech.2014.11.047	Citrobacter freundii	2
25461329	10.1016/j.ejmech.2014.11.047	Shigella dysenteriae	2
25461329	10.1016/j.ejmech.2014.11.047	Salmonella typhi	2
25461329	10.1016/j.ejmech.2014.11.047	Bacillus cereus	2
25461329	10.1016/j.ejmech.2014.11.047	Enterococcus faecalis	2
25461329	10.1016/j.ejmech.2014.11.047	Candida albicans	2
25461329	10.1016/j.ejmech.2014.11.047	Microsporum audouinii	2
34279099	10.1021/acs.jnatprod.1c00403	Tyrosine-protein phosphatase non-receptor type 1	2

Data from ChEMBL 36 via Core Engine