Compound Detail

CHEMBL139702

LICOAGROCHACONE A

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C=CC(C)(C)c1cc(/C=C/C(=O)c2ccc(O)cc2)c(OC)cc1O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL139702
Name	LICOAGROCHACONE A
Phase	Preclinical
Structure Type	MOL
InChI Key	KAZSKMJFUPEHHW-DHZHZOJOSA-N

Targets

126

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

338.4

MW (Da)

4.47

ALogP

HBA

HBD

66.8

PSA (Å²)

0.46

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	C21H22O4
MW	338.40
Aromatic Rings	2
Heavy Atoms	25
NP-Likeness	1.13

Activity Summary

IC50 122 meas. best 9.55

Kd 2 meas. best 5.55

EC50 1 meas. best 4.85

Ki 1 meas. best 4.11

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
HEK293 CHEMBL614818	IC50	9.55	7.9989	0.3	18
Plasmodium yoelii yoelii CHEMBL612328	IC50	9.03	9.03	0.9	2
Plasmodium falciparum CHEMBL364	IC50	8.38	5.9375	4.2	4
S1 CHEMBL4630779	IC50	8.35	7.8022	4.4	9
Broad substrate specificity ATP-binding cassette transporter ABCG2 CHEMBL5393	IC50	8.21	6.7513	6.2	24
NCI-H460 CHEMBL396	IC50	7.7	7.3589	19.8	9
Leishmania donovani CHEMBL367	IC50	6.19	5.75	650.0	5
UDP-glucuronosyltransferase 1A1 CHEMBL1287617	IC50	6.01	6.01	970.0	1
Unchecked CHEMBL612545	IC50	5.92	5.0992	1200.0	12
Isocitrate dehydrogenase [NADP] cytoplasmic CHEMBL2007625	Kd	5.55	5.22	2810.0	2
Leishmania major CHEMBL612879	IC50	5.4	5.13	4000.0	3
Isocitrate dehydrogenase [NADP] cytoplasmic CHEMBL2007625	IC50	5.29	4.7	5170.0	4
S1-M1-80 CHEMBL4630718	IC50	5.0	5.0	10000.0	1
HT-1080 CHEMBL614580	IC50	4.97	4.97	10750.0	1
Broad substrate specificity ATP-binding cassette transporter ABCG2 CHEMBL5393	EC50	4.85	4.85	14000.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	4.77	4.77	17000.0	1
Tyrosine-protein phosphatase non-receptor type 1 CHEMBL335	IC50	4.72	4.72	19100.0	3
MDA-MB-231 CHEMBL400	IC50	4.66	4.66	22000.0	1
MCF7 CHEMBL387	IC50	4.66	4.66	22000.0	1
MSTO-211H CHEMBL1075509	IC50	4.58	4.58	26000.0	1
Dipeptidyl peptidase 4 CHEMBL284	IC50	4.52	4.52	30390.0	1
NCI-H28 CHEMBL1075541	IC50	4.52	4.52	30000.0	1
SiHa CHEMBL612542	IC50	4.38	4.38	42200.0	1
ADMET CHEMBL612558	IC50	4.32	4.32	48000.0	1
HeLa CHEMBL399	IC50	4.31	4.31	48500.0	1
Multidrug resistance-associated protein 1 CHEMBL3004	IC50	4.31	4.2525	49260.0	4
Isocitrate dehydrogenase [NADP] cytoplasmic CHEMBL2007625	Ki	4.11	4.11	76870.0	1
HK-2 CHEMBL4296428	IC50	4.05	4.05	88700.0	1
WI-38 CHEMBL614391	IC50	4.04	4.04	90200.0	1
ATP-dependent translocase ABCB1 CHEMBL4302	IC50	4.02	4.02	94920.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	836.7	ng.hr.mL-1	Rattus norvegicus
AUC	993.88	ng.hr.mL-1	Rattus norvegicus
Cmax	285.99	nM	Rattus norvegicus
MRT	14.54	hr	Rattus norvegicus
T1/2	10.33	hr	Rattus norvegicus
Tmax	2.5	hr	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
HEK293	IC50	=	0.28	nM	9.55	Effect on etoposide-induced cytotoxicity against HEK293 cells by measuring etopo...	32347726
HEK293	IC50	=	0.3	nM	9.52	Effect on etoposide-induced cytotoxicity against HEK293 cells by measuring etopo...	32347726
HEK293	IC50	=	0.3	nM	9.52	Effect on etoposide-induced cytotoxicity against HEK293 cells by measuring etopo...	32347726
HEK293	IC50	=	0.31	nM	9.51	Effect on etoposide-induced cytotoxicity against HEK293 cells by measuring etopo...	32347726
Plasmodium yoelii yoelii	IC50	=	0.927	nM	9.03	Antimicrobial activity against Plasmodium yoelii 265 liver infected in mammalian...	18212104
Plasmodium yoelii yoelii	IC50	=	0.927	nM	9.03	Antimalarial activity against liver stages of Plasmodium yoelii yoelii	22122518
Plasmodium falciparum	IC50	=	4.2	nM	8.38	Antiplasmodial activity against chloroquine-sensitive Plasmodium falciparum 3D7 ...	19269069
S1	IC50	=	4.44	nM	8.35	Effect on mitoxantrone-induced cytotoxicity against human S1 cells by measuring ...	32347726
HEK293	IC50	=	4.6	nM	8.34	Effect on mitoxantrone-induced cytotoxicity against HEK293 cells by measuring mi...	32347726
S1	IC50	=	4.53	nM	8.34	Effect on mitoxantrone-induced cytotoxicity against human S1 cells by measuring ...	32347726
S1	IC50	=	4.55	nM	8.34	Effect on mitoxantrone-induced cytotoxicity against human S1 cells by measuring ...	32347726
S1	IC50	=	4.73	nM	8.32	Effect on mitoxantrone-induced cytotoxicity against human S1 cells by measuring ...	32347726
HEK293	IC50	=	4.78	nM	8.32	Effect on mitoxantrone-induced cytotoxicity against HEK293 cells by measuring mi...	32347726
HEK293	IC50	=	4.74	nM	8.32	Effect on mitoxantrone-induced cytotoxicity against HEK293 cells by measuring mi...	32347726
HEK293	IC50	=	5.11	nM	8.29	Effect on mitoxantrone-induced cytotoxicity against HEK293 cells by measuring mi...	32347726
Broad substrate specificity ATP-binding cassette transporter ABCG2	IC50	=	6.22	nM	8.21	Reversal of human ABCG2-mediated multidrug resistance in HEK293/R482 cells asses...	32347726
Broad substrate specificity ATP-binding cassette transporter ABCG2	IC50	=	7.09	nM	8.15	Reversal of human ABCG2-mediated multidrug resistance in HEK293/R482 cells asses...	32347726
Broad substrate specificity ATP-binding cassette transporter ABCG2	IC50	=	7.83	nM	8.11	Reversal of human ABCG2-mediated multidrug resistance in HEK293/R482 cells asses...	32347726
HEK293	IC50	=	7.99	nM	8.1	Effect on Colchicine-induced cytotoxicity against HEK293 cells by measuring colc...	32347726
HEK293	IC50	=	8.67	nM	8.06	Effect on Colchicine-induced cytotoxicity against HEK293 cells by measuring colc...	32347726

Literature References

PubMed	DOI	Target Context	# Activities
32347726	10.1021/acs.jnatprod.9b01022	Broad substrate specificity ATP-binding cassette transporter ABCG2	59
32347726	10.1021/acs.jnatprod.9b01022	HEK293	36
31836442	10.1016/j.bmcl.2019.126825	HT-1080	32
32347726	10.1021/acs.jnatprod.9b01022	S1	26
32347726	10.1021/acs.jnatprod.9b01022	NCI-H460	18
28835349	10.1016/j.bmc.2017.08.018	Rattus norvegicus	11
31836442	10.1016/j.bmcl.2019.126825	Isocitrate dehydrogenase [NADP] cytoplasmic	10
32347726	10.1021/acs.jnatprod.9b01022	S1-M1-80	10
32347726	10.1021/acs.jnatprod.9b01022	Multidrug resistance-associated protein 1	9
37659218	10.1016/j.bmc.2023.117454	Unchecked	9
32347726	10.1021/acs.jnatprod.9b01022	ATP-dependent translocase ABCB1	9
37659218	10.1016/j.bmc.2023.117454	Candida albicans	8
17112640	10.1016/j.ejmech.2006.09.019	Staphylococcus aureus	7
37659218	10.1016/j.bmc.2023.117454	Staphylococcus aureus	7
17112640	10.1016/j.ejmech.2006.09.019	Unchecked	7
29224994	10.1016/j.bmc.2017.11.046	Mus musculus	6
28835349	10.1016/j.bmc.2017.08.018	Mus musculus	6
37659218	10.1016/j.bmc.2023.117454	Enterococcus faecalis	6
21123068	10.1016/j.bmcl.2010.11.016	Neuraminidase	5
-	10.1016/0960-894X(95)00053-V	Leishmania major	4

Data from ChEMBL 36 via Core Engine