Compound Detail

CHEMBL551842

LOBARIC ACID

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CCCCCc1c2c(cc(O)c1C(=O)O)OC(=O)c1c(cc(OC)cc1C(=O)CCCC)O2

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL551842
Name	LOBARIC ACID
Phase	Preclinical
Structure Type	MOL
InChI Key	JHEWMLHQNRHTQX-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

456.5

MW (Da)

5.53

ALogP

HBA

HBD

119.4

PSA (Å²)

0.21

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	C25H28O8
MW	456.49
Aromatic Rings	2
Heavy Atoms	33
NP-Likeness	1.11

Activity Summary

EC50 9 meas. best 6.1

IC50 9 meas. best 6.14

Ki 2 meas. best 6.4

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Solute carrier organic anion transporter family member 1B1 CHEMBL1697668	Ki	6.4	6.4	400.0	1
Solute carrier organic anion transporter family member 1B1 CHEMBL1697668	IC50	6.14	6.14	724.4	1
Tyrosine-protein phosphatase non-receptor type 1 CHEMBL335	IC50	6.1	6.08	800.0	2
NON-PROTEIN TARGET CHEMBL3879801	EC50	6.1	5.724	800.0	5
Solute carrier organic anion transporter family member 1B3 CHEMBL1743121	Ki	5.9	5.9	1250.0	1
Solute carrier organic anion transporter family member 1B3 CHEMBL1743121	IC50	5.79	5.79	1621.8	1
G-protein coupled receptor 35 CHEMBL1293267	EC50	5.62	5.185	2390.0	2
G-protein coupled receptor 35 CHEMBL1293267	IC50	5.34	5.34	4540.0	1
Protein RecA CHEMBL1741171	EC50	5.3	5.3	4980.0	1
Chikungunya virus CHEMBL4296563	EC50	5.28	5.28	5300.0	1
SUMO-activating enzyme CHEMBL2095174	IC50	5.19	5.005	6520.0	2
Envelope glycoprotein gp160 CHEMBL1293311	IC50	4.88	4.88	13100.0	1
Unchecked CHEMBL612545	IC50	4.0	4.0	100000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Solute carrier organic anion transporter family member 1B1	Ki	=	400.0	nM	6.4	Ki values for sodium fluorescein (10 uM) uptake in OATP1B1-transfected CHO cells	23571415
Solute carrier organic anion transporter family member 1B1	IC50	=	724.44	nM	6.14	pIC50 values for sodium fluorescein (10 uM) uptake in OATP1B1-transfected CHO ce...	23571415
NON-PROTEIN TARGET	EC50	=	800.0	nM	6.1	Cytotoxicity against human HCT116 cells assessed as growth inhibition after 72 h...	27300079
Tyrosine-protein phosphatase non-receptor type 1	IC50	=	800.0	nM	6.1	Inhibition of PTP1B (1 to 298 residues) (unknown origin) using p-nitrophenylphos...	29878768
Tyrosine-protein phosphatase non-receptor type 1	IC50	=	870.0	nM	6.06	Inhibition of PTP1B	19362837
Solute carrier organic anion transporter family member 1B3	Ki	=	1250.0	nM	5.9	Ki values for sodium fluorescein (10 uM) uptake in OATP1B3-transfected CHO cells	23571415
NON-PROTEIN TARGET	EC50	=	1400.0	nM	5.85	Cytotoxicity against human K562 cells assessed as growth inhibition after 72 hrs...	27300079
NON-PROTEIN TARGET	EC50	=	1600.0	nM	5.8	Cytotoxicity against human BxPC3 cells assessed as growth inhibition after 72 hr...	27300079
Solute carrier organic anion transporter family member 1B3	IC50	=	1621.81	nM	5.79	pIC50 values for sodium fluorescein (10 uM) uptake in OATP1B3-transfected CHO ce...	23571415
G-protein coupled receptor 35	EC50	=	2390.0	nM	5.62	Agonist activity at GPR35 receptor in human HT-29 cells after 10 mins by dynamic...	24900447
NON-PROTEIN TARGET	EC50	=	3600.0	nM	5.44	Cytotoxicity against human J82 cells assessed as growth inhibition after 72 hrs ...	27300079
NON-PROTEIN TARGET	EC50	=	3700.0	nM	5.43	Cytotoxicity against human UM-UC-3 cells assessed as growth inhibition after 72 ...	27300079
G-protein coupled receptor 35	IC50	=	4540.0	nM	5.34	Desensitization of GPR35 receptor in human HT-29 cells assessed as inhibition of...	24900447
Protein RecA	EC50	=	4980.0	nM	5.3	PUBCHEM_BIOASSAY: Fluorescence Cell-Free Homogeneous Dose Retest to Identify Inh...	-
Chikungunya virus	EC50	=	5300.0	nM	5.28	Antiviral activity against CHIKV infected in hamster Huh-7 cells	36940609
SUMO-activating enzyme	IC50	=	6520.0	nM	5.19	PUBCHEM_BIOASSAY: AlphaScreen confirmatory assay for validation of inhibitors of...	-
Envelope glycoprotein gp160	IC50	=	13100.0	nM	4.88	PUBCHEM_BIOASSAY: uHTS fluorescence assay for the identification of Human Immuno...	-
SUMO-activating enzyme	IC50	=	15270.0	nM	4.82	PUBCHEM_BIOASSAY: uHTS HTRF assay for identification of inhibitors of SUMOylatio...	-
G-protein coupled receptor 35	EC50	=	17600.0	nM	4.75	Agonist activity at GPR35 receptor in human U2OS cells coexpressing Gal4-VP16-TE...	24900447
Unchecked	IC50	=	100000.0	nM	4.0	Inhibition of tubulin polymerization	19481447

Literature References

PubMed	DOI	Target Context	# Activities
30420328	10.1016/j.bmc.2018.10.035	U-937	17
30420328	10.1016/j.bmc.2018.10.035	Toll-like receptor 4	7
24900447	10.1021/ml2003058	G-protein coupled receptor 35	6
27300079	10.1021/acs.jnatprod.5b00962	NON-PROTEIN TARGET	5
19362837	10.1016/j.bmcl.2009.03.108	Tyrosine-protein phosphatase non-receptor type 1	3
23571415	10.1124/mol.112.084152	Solute carrier organic anion transporter family member 1B3	3
23571415	10.1124/mol.112.084152	Solute carrier organic anion transporter family member 1B1	3
28079378	10.1021/acs.jnatprod.6b00831	Porphyromonas gingivalis	2
28079378	10.1021/acs.jnatprod.6b00831	Streptococcus mutans	2
30852084	10.1016/j.bmcl.2019.02.028	GroEL/GroES	2
19481447	10.1016/j.bmcl.2009.03.170	Unchecked	1
28079378	10.1021/acs.jnatprod.6b00831	Candida albicans	1
29878768	10.1021/acs.jnatprod.8b00227	Tyrosine-protein phosphatase non-receptor type 1	1
30420328	10.1016/j.bmc.2018.10.035	Peroxisome proliferator-activated receptor gamma	1
36940609	10.1016/j.bmc.2023.117239	Chikungunya virus	1

Data from ChEMBL 36 via Core Engine