Compound Detail

CHEMBL524100

MALABARICONE C

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O=C(CCCCCCCCc1ccc(O)c(O)c1)c1c(O)cccc1O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL524100
Name	MALABARICONE C
Phase	Preclinical
Structure Type	MOL
InChI Key	HCOZRFYGIFMIEX-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

358.4

MW (Da)

4.67

ALogP

HBA

HBD

98.0

PSA (Å²)

0.28

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	C21H26O5
MW	358.43
Aromatic Rings	2
Heavy Atoms	26
NP-Likeness	0.67

Activity Summary

IC50 16 meas. best 6.52

Ki 5 meas. best 7.0

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Sialidase A CHEMBL4105839	Ki	7.0	7.0	100.0	1
Sialidase A CHEMBL4105839	IC50	6.52	6.52	300.0	1
Phosphatidylcholine:ceramide cholinephosphotransferase 2 CHEMBL3112379	IC50	6.0	5.91	1000.0	2
Acetylcholinesterase CHEMBL220	IC50	5.71	5.71	1940.0	1
Phosphatidylcholine:ceramide cholinephosphotransferase 1 CHEMBL3611965	IC50	5.7	5.61	2000.0	2
Unchecked CHEMBL612545	Ki	5.68	5.6	2100.0	2
RAW264.7 CHEMBL612557	IC50	5.64	5.64	2300.0	1
Cholinesterase CHEMBL5763	IC50	5.55	5.55	2800.0	1
Unchecked CHEMBL612545	IC50	5.54	5.1133	2900.0	3
MCF7 CHEMBL387	IC50	5.28	5.28	5260.0	1
Acetylcholinesterase CHEMBL220	Ki	5.23	5.23	5860.0	1
Pancreatic alpha-amylase CHEMBL5730	IC50	4.97	4.97	10630.0	1
Phosphatidylcholine:ceramide cholinephosphotransferase 2 CHEMBL4523444	IC50	4.96	4.96	11000.0	1
Cholinesterase CHEMBL5763	Ki	4.94	4.94	11460.0	1
Phosphatidylcholine:ceramide cholinephosphotransferase 1 CHEMBL4523408	IC50	4.89	4.89	13000.0	1
Albumin CHEMBL3728	IC50	4.82	4.82	14990.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Sialidase A	Ki	=	100.0	nM	7.0	Competitive inhibition of Streptococcus pneumoniae sialidase NanA using 4-methyl...	28551100
Sialidase A	IC50	=	300.0	nM	6.52	Inhibition of Streptococcus pneumoniae sialidase NanA using 4-methylumbelliferyl...	28551100
Phosphatidylcholine:ceramide cholinephosphotransferase 2	IC50	=	1000.0	nM	6.0	Noncompetitive inhibition of SMS2 (unknown origin) stably expressed in mouse ZS ...	31413799
Phosphatidylcholine:ceramide cholinephosphotransferase 2	IC50	=	1500.0	nM	5.82	Inhibition of SMS2 (unknown origin) stably expressed in mouse ZS cells using C6-...	31413799
Acetylcholinesterase	IC50	=	1940.0	nM	5.71	Inhibition of AChE (unknown origin) using acetylthiocholine iodide as substrate ...	27236720
Phosphatidylcholine:ceramide cholinephosphotransferase 1	IC50	=	2000.0	nM	5.7	Noncompetitive inhibition of SMS1 (unknown origin) stably expressed in mouse ZS ...	31413799
Unchecked	Ki	=	2100.0	nM	5.68	Noncompetitive inhibition of Streptococcus pneumoniae sialidase NanC using 4-met...	28551100
RAW264.7	IC50	=	2300.0	nM	5.64	Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-...	21978676
Cholinesterase	IC50	=	2800.0	nM	5.55	Inhibition of equine serum BChE using S-butyrylthiocholine chloride as substrate...	27236720
Unchecked	IC50	=	2900.0	nM	5.54	Inhibition of Streptococcus pneumoniae sialidase NanC using 4-methylumbelliferyl...	28551100
Phosphatidylcholine:ceramide cholinephosphotransferase 1	IC50	=	3000.0	nM	5.52	Inhibition of SMS1 (unknown origin) stably expressed in mouse ZS cells using C6-...	31413799
Unchecked	Ki	=	3000.0	nM	5.52	Noncompetitive inhibition of Streptococcus pneumoniae sialidase NanB using 4-met...	28551100
Unchecked	IC50	=	3600.0	nM	5.44	Inhibition of Streptococcus pneumoniae sialidase NanB using 4-methylumbelliferyl...	28551100
MCF7	IC50	=	5260.0	nM	5.28	Cytotoxicity against human MCF7 cells after 72 hrs by MTT assay	20805034
Acetylcholinesterase	Ki	=	5860.0	nM	5.23	Mixed inhibition of AChE (unknown origin) using acetylthiocholine iodide as subs...	27236720
Pancreatic alpha-amylase	IC50	=	10630.0	nM	4.97	Inhibition of porcine pancreatic alpha-amylase using starch as substrate after 3...	29789207
Phosphatidylcholine:ceramide cholinephosphotransferase 2	IC50	=	11000.0	nM	4.96	Inhibition of SMS2 in MEF cells using C6-NBD-ceramide as substrate preincubated ...	31413799
Cholinesterase	Ki	=	11460.0	nM	4.94	Mixed inhibition of equine serum BChE using S-butyrylthiocholine chloride as sub...	27236720
Phosphatidylcholine:ceramide cholinephosphotransferase 1	IC50	=	13000.0	nM	4.89	Inhibition of SMS1 in MEF cells using C6-NBD-ceramide as substrate preincubated ...	31413799
Albumin	IC50	=	14990.0	nM	4.82	Antiglycation activity in bovine serum albumin assessed as inhibition of advance...	29789207

Literature References

PubMed	DOI	Target Context	# Activities
20805034	10.1016/j.bmc.2010.08.011	Nucleic Acid	21
20805034	10.1016/j.bmc.2010.08.011	MCF7	9
31413799	10.1021/acsmedchemlett.9b00171	Mus musculus	9
1955885	10.1021/np50075a017	Candida albicans	6
21910441	10.1021/np100872k	Unchecked	6
28551100	10.1016/j.bmcl.2017.05.055	Unchecked	6
29789207	10.1016/j.bmc.2018.05.020	L6	5
21978676	10.1016/j.bmcl.2011.09.021	RAW264.7	5
31413799	10.1021/acsmedchemlett.9b00171	Phosphatidylcholine:ceramide cholinephosphotransferase 1	4
31413799	10.1021/acsmedchemlett.9b00171	Phosphatidylcholine:ceramide cholinephosphotransferase 2	4
31413799	10.1021/acsmedchemlett.9b00171	HepG2	4
31413799	10.1021/acsmedchemlett.9b00171	ADMET	4
27236720	10.1016/j.bmcl.2016.05.046	Acetylcholinesterase	3
28551100	10.1016/j.bmcl.2017.05.055	Sialidase A	3
27236720	10.1016/j.bmcl.2016.05.046	Cholinesterase	3
20805034	10.1016/j.bmc.2010.08.011	Calf thymus DNA	3
20805034	10.1016/j.bmc.2010.08.011	No relevant target	3
27236720	10.1016/j.bmcl.2016.05.046	Unchecked	2
1955885	10.1021/np50075a017	Enterococcus durans	2
1955885	10.1021/np50075a017	Staphylococcus aureus	2

Data from ChEMBL 36 via Core Engine