Compound Detail

CHEMBL16901

HONOKIOL

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C=CCc1ccc(O)c(-c2ccc(O)c(CC=C)c2)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL16901
Name	HONOKIOL
Phase	Preclinical
Structure Type	MOL
InChI Key	FVYXIJYOAGAUQK-UHFFFAOYSA-N

Targets

111

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

266.3

MW (Da)

4.22

ALogP

HBA

HBD

40.5

PSA (Å²)

0.80

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	C18H18O2
MW	266.34
Aromatic Rings	2
Heavy Atoms	20
NP-Likeness	0.88

Activity Summary

IC50 82 meas. best 6.22

EC50 15 meas. best 6.77

Kd 9 meas. best 6.54

Ki 5 meas. best 8.3

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Unchecked CHEMBL612545	Ki	8.3	8.3	5.0	1
NAD-dependent protein deacetylase sirtuin-3, mitochondrial CHEMBL4461	EC50	6.77	6.77	170.0	1
NAD-dependent protein deacetylase sirtuin-3, mitochondrial CHEMBL4461	Kd	6.54	5.694	290.0	5
Unchecked CHEMBL612545	IC50	6.22	4.6013	600.0	8
Neuraminidase CHEMBL6135	IC50	5.86	5.19	1390.0	2
Prostaglandin G/H synthase 1 CHEMBL2949	IC50	5.75	5.75	1800.0	1
Prostaglandin G/H synthase 2 CHEMBL4102	IC50	5.68	5.68	2100.0	1
Human immunodeficiency virus 1 CHEMBL378	EC50	5.48	5.48	3300.0	2
Polyunsaturated fatty acid 5-lipoxygenase CHEMBL215	IC50	5.38	5.38	4200.0	1
UACC-903 CHEMBL612446	IC50	5.29	5.21	5100.0	2
Cannabinoid receptor 2 CHEMBL253	Ki	5.25	5.25	5610.0	1
SARS-CoV CHEMBL4303836	EC50	5.19	5.19	6500.0	1
Cannabinoid receptor 1 CHEMBL218	Ki	5.19	5.19	6460.0	1
A549 CHEMBL392	IC50	5.11	4.557	7750.0	10
Hepatitis C virus CHEMBL379	EC50	5.03	5.03	9400.0	2
CCRF-CEM CHEMBL382	IC50	4.96	4.96	10900.0	1
RKO CHEMBL614879	IC50	4.94	4.94	11420.0	2
MGC-803 CHEMBL3706566	IC50	4.93	4.93	11770.0	1
Retinoic acid receptor RXR-alpha CHEMBL2061	EC50	4.93	4.93	11800.0	1
HT-29 CHEMBL384	IC50	4.88	4.655	13240.0	4
SW480 CHEMBL612544	IC50	4.82	4.82	15140.0	1
ADMET CHEMBL612558	IC50	4.79	4.4167	16100.0	3
HepG2 CHEMBL395	IC50	4.78	4.5671	16500.0	7
BV-2 CHEMBL614781	IC50	4.77	4.77	17000.0	1
Angiotensin-converting enzyme 2 CHEMBL3736	Kd	4.77	4.77	16980.0	1
HCT-116 CHEMBL394	IC50	4.76	4.6	17250.0	3
K562 CHEMBL385	IC50	4.68	4.6275	21100.0	4
Vero CHEMBL391	IC50	4.65	4.65	22500.0	1
Gamma-aminobutyric acid receptor subunit alpha-5/beta-2 CHEMBL3885576	EC50	4.63	4.63	23400.0	1
Spike glycoprotein CHEMBL4662936	Kd	4.6	4.6	25010.0	1
L02 CHEMBL4296457	IC50	4.59	4.455	25490.0	2
PC-3 CHEMBL390	IC50	4.54	4.54	29030.0	1
NCI-H1975 CHEMBL614348	IC50	4.52	4.52	30200.0	2
A2780 CHEMBL614004	IC50	4.52	4.48	30500.0	4
I10 CHEMBL4632333	IC50	4.51	4.51	31110.0	1
CNE2Z CHEMBL4632328	IC50	4.5	4.5	31270.0	1
PANC-1 CHEMBL614139	IC50	4.5	4.5	31240.0	1
NCI-H358 CHEMBL614135	IC50	4.5	4.5	31570.0	1
KYSE-450 CHEMBL1075488	IC50	4.49	4.49	32410.0	1
NCI-H441 CHEMBL1075542	IC50	4.48	4.48	33320.0	1
HCC827 CHEMBL4296422	IC50	4.47	4.47	33880.0	1
MCF7 CHEMBL387	IC50	4.46	4.42	35000.0	2
NON-PROTEIN TARGET CHEMBL3879801	IC50	4.44	4.31	36100.0	2
Unchecked CHEMBL612545	EC50	4.44	4.44	36200.0	1
PC-9 CHEMBL614102	IC50	4.43	4.43	36720.0	1
NCI-H1650 CHEMBL1075518	IC50	4.43	4.43	37350.0	1
NCI-H460 CHEMBL396	IC50	4.42	4.42	38460.0	1
GABA-A receptor; GABA-A site (alpha1/beta2 interface) CHEMBL1907597	EC50	4.41	4.41	39300.0	1
HEK293 CHEMBL614818	IC50	4.4	4.4	40000.0	1
NCI-H446 CHEMBL612440	IC50	4.35	4.35	44490.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Unchecked	Ki	=	5.0	nM	8.3	Binding affinity to human MAPK/ERK signalling assessed as inhibition constant	38295689
NAD-dependent protein deacetylase sirtuin-3, mitochondrial	EC50	=	170.0	nM	6.77	Activation of recombinant human SIRT3 assessed as lysyl deacetylase activity usi...	34605238
NAD-dependent protein deacetylase sirtuin-3, mitochondrial	Kd	=	290.0	nM	6.54	Binding affinity to human Sirt3 (118 to 399 residues) assessed as dissociation c...	36191547
Unchecked	IC50	=	600.0	nM	6.22	Inhibition of collagen-induced platelet aggregation in human platelet suspension...	32463237
NAD-dependent protein deacetylase sirtuin-3, mitochondrial	Kd	=	970.0	nM	6.01	Binding affinity to human Sirt3 (118 to 399 residues) assessed as dissociation c...	36191547
NAD-dependent protein deacetylase sirtuin-3, mitochondrial	Kd	=	1010.0	nM	6.0	Binding affinity to human Sirt3 (118 to 399 residues) assessed as dissociation c...	36191547
Neuraminidase	IC50	=	1390.0	nM	5.86	Inhibition of oseltamivir-resistant Influenza A virus H1N1 B/55/08 neuraminidase...	24313801
Prostaglandin G/H synthase 1	IC50	=	1800.0	nM	5.75	Inhibition of COX1 in ram seminal vesicle by enzyme immunoassay	19481465
Prostaglandin G/H synthase 2	IC50	=	2100.0	nM	5.68	Inhibition of COX2 in sheep placental vesicle by enzyme immunoassay	19481465
NAD-dependent protein deacetylase sirtuin-3, mitochondrial	Kd	=	2990.0	nM	5.52	Binding affinity to human Sirt3 (118 to 399 residues) assessed as dissociation c...	36191547
Human immunodeficiency virus 1	EC50	=	3300.0	nM	5.48	Antiviral activity against HIV1 in human PBM cells	16722664
Human immunodeficiency virus 1	EC50	=	3300.0	nM	5.48	Antiviral activity against HIV1 in human PBM cells	17587572
Polyunsaturated fatty acid 5-lipoxygenase	IC50	=	4200.0	nM	5.38	Inhibition of 5LOX-mediated LTB4 formation in stimulated human polymorphonuclear...	19481465
UACC-903	IC50	=	5100.0	nM	5.29	Cytotoxicity against human UACC-903 cells after 72 hrs by MTS assay	22533983
Cannabinoid receptor 2	Ki	=	5610.0	nM	5.25	Displacement of [3H]CP55,940 from recombinant human CB2 receptor expressed in CH...	24900561
Cannabinoid receptor 1	Ki	=	6460.0	nM	5.19	Displacement of [3H]CP55,940 from recombinant human CB1 receptor expressed in CH...	24900561
SARS-CoV	EC50	=	6500.0	nM	5.19	Antiviral activity against SARS coronavirus in Vero E6 cells assessed as inhibit...	17663539
UACC-903	IC50	=	7450.0	nM	5.13	Cytotoxicity against human UACC-903 cells after 24 hrs by MTS assay	22533983
A549	IC50	=	7750.0	nM	5.11	Cytotoxicity against human A549 cells after 72 hrs by MTS assay	22533983
Hepatitis C virus	EC50	=	9400.0	nM	5.03	Antiviral activity against HCV expressing JC1-Luc2A infected in Huh7.5 cells ass...	24400834

Literature References

PubMed	DOI	Target Context	# Activities
38086195	10.1016/j.ejmech.2023.115996	NCI-H446	18
22533983	10.1016/j.bmc.2012.03.062	A549	16
26539813	10.1021/acs.jnatprod.5b00225	Rattus norvegicus	12
39259708	10.1021/acs.jmedchem.4c01860	Staphylococcus aureus	12
30006164	10.1016/j.ejmech.2018.06.048	NCI-H1975	10
36191547	10.1016/j.bmc.2022.116999	NAD-dependent protein deacetylase sirtuin-3, mitochondrial	8
29402745	10.1016/j.bmcl.2017.06.022	Staphylococcus aureus	7
9461663	10.1021/np9702446	Mus musculus	6
30733086	10.1016/j.bmc.2019.01.039	HT-29	6
30006164	10.1016/j.ejmech.2018.06.048	Mus musculus	6
31278004	10.1016/j.bmc.2019.06.042	Unchecked	5
27259399	10.1016/j.bmc.2016.05.030	HT-29	5
17663539	10.1021/jm070295s	SARS-CoV	5
21699169	10.1021/jm200186n	Unchecked	5
22533983	10.1016/j.bmc.2012.03.062	HT-29	5
20695472	10.1021/np100120c	Unchecked	5
22533983	10.1016/j.bmc.2012.03.062	UACC-903	5
18762427	10.1016/j.bmc.2008.08.033	SW-620	5
1659613	10.1021/np50075a010	Unchecked	5
1659613	10.1021/np50075a010	Raji	5

Data from ChEMBL 36 via Core Engine