Compound Detail

CHEMBL44509

(E)-3,4,3',5'-TETRAMETHOXYSTILBENE

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COc1cc(/C=C/c2ccc(OC)c(OC)c2)cc(OC)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL44509
Name	(E)-3,4,3',5'-TETRAMETHOXYSTILBENE
Phase	Preclinical
Structure Type	MOL
InChI Key	PTVAOGIYBMTHSN-AATRIKPKSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

300.4

MW (Da)

3.89

ALogP

HBA

HBD

36.9

PSA (Å²)

0.76

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	C18H20O4
MW	300.35
Aromatic Rings	2
Heavy Atoms	22
NP-Likeness	0.09

Activity Summary

IC50 25 meas. best 6.8

Kd 1 meas. best 5.16

Ki 1 meas. best 4.31

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Broad substrate specificity ATP-binding cassette transporter ABCG2 CHEMBL5393	IC50	6.8	6.8	160.0	2
Cytochrome P450 1A1 CHEMBL2231	IC50	6.12	6.12	750.0	1
MCF7 CHEMBL387	IC50	5.72	5.72	1890.0	1
A2780 CHEMBL614004	IC50	5.69	5.69	2060.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	5.63	5.5825	2350.0	4
DLD-1 CHEMBL614285	IC50	5.54	5.54	2860.0	1
A549 CHEMBL392	IC50	5.52	5.52	3040.0	1
Cytochrome P450 1B1 CHEMBL4878	IC50	5.52	5.52	3000.0	1
NIH3T3 CHEMBL614822	IC50	5.43	5.43	3680.0	1
Transthyretin CHEMBL3194	Kd	5.16	5.16	6900.0	1
HeLa CHEMBL399	IC50	5.1	4.55	8000.0	2
Mus musculus CHEMBL375	IC50	4.55	4.55	28000.0	1
HL-60 CHEMBL383	IC50	4.48	4.48	33300.0	2
Ribosyldihydronicotinamide dehydrogenase [quinone] CHEMBL3959	IC50	4.43	4.43	37100.0	1
Transthyretin CHEMBL3194	Ki	4.31	4.31	49000.0	1
SK-MEL CHEMBL614914	IC50	4.22	4.22	60000.0	1
Molecular identity unknown CHEMBL612546	IC50	4.1	4.0833	80000.0	3
SW480 CHEMBL612544	IC50	4.0	4.0	100000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Broad substrate specificity ATP-binding cassette transporter ABCG2	IC50	=	160.0	nM	6.8	Inhibition of wildtype ABCG2 (unknown origin) transfected in HEK293 cells measur...	35944339
Broad substrate specificity ATP-binding cassette transporter ABCG2	IC50	=	160.0	nM	6.8	Inhibition of ABCG2 (unknown origin) expressed in human HEK293 cells assessed as...	35483322
Cytochrome P450 1A1	IC50	=	750.0	nM	6.12	Inhibition of ethoxyresorufin O-deethylation (EROD) in bicistronic bacterial mem...	11754588
MCF7	IC50	=	1890.0	nM	5.72	Cytotoxicity against human MCF7 cells after 96 hrs by SRB assay	22749392
A2780	IC50	=	2060.0	nM	5.69	Cytotoxicity against human A2780 cells after 96 hrs by SRB assay	22749392
NON-PROTEIN TARGET	IC50	=	2350.0	nM	5.63	Cytotoxicity against human A253 cells after 96 hrs by SRB assay	22749392
NON-PROTEIN TARGET	IC50	=	2460.0	nM	5.61	Cytotoxicity against human 850C cells after 96 hrs by SRB assay	22749392
NON-PROTEIN TARGET	IC50	=	2810.0	nM	5.55	Cytotoxicity against human 518A2 cells after 96 hrs by SRB assay	22749392
NON-PROTEIN TARGET	IC50	=	2860.0	nM	5.54	Cytotoxicity against human Lipo cells after 96 hrs by SRB assay	22749392
DLD-1	IC50	=	2860.0	nM	5.54	Cytotoxicity against human DLD1 cells after 96 hrs by SRB assay	22749392
Cytochrome P450 1B1	IC50	=	3000.0	nM	5.52	Inhibition of ethoxyresorufin O-deethylation (EROD) in bicistronic bacterial mem...	11754588
A549	IC50	=	3040.0	nM	5.52	Cytotoxicity against human A549 cells after 96 hrs by SRB assay	22749392
NIH3T3	IC50	=	3680.0	nM	5.43	Cytotoxicity against mouse NIH/3T3 cells after 96 hrs by SRB assay	22749392
Transthyretin	Kd	=	6900.0	nM	5.16	Binding affinity to recombinant N-terminal hexa-histidine tagged TTR V30M mutant...	37910439
HeLa	IC50	=	8000.0	nM	5.1	Cytotoxicity against human HeLa cells assessed as growth inhibition measured aft...	23547843
Mus musculus	IC50	=	28000.0	nM	4.55	Inhibitory activity against nitric oxide production in LPS-activated mouse perit...	10714491
HL-60	IC50	=	33300.0	nM	4.48	Inhibition of PMA induced ROS generation in human HL60 cells assessed as inhibit...	23547843
HL-60	IC50	=	33300.0	nM	4.48	Cytotoxicity against human HL60 cells assessed as growth inhibition measured aft...	23547843
Ribosyldihydronicotinamide dehydrogenase [quinone]	IC50	=	37100.0	nM	4.43	Inhibition of human quinone reductase 2 expressed in Escherichia coli BL21(DE3) ...	23953689
Transthyretin	Ki	=	49000.0	nM	4.31	Inhibition of recombinant N-terminal hexa-histidine tagged TTR V30M mutant (unkn...	37910439

Literature References

PubMed	DOI	Target Context	# Activities
29110988	10.1016/j.bmcl.2017.10.045	No relevant target	12
23547843	10.1021/np300893n	Molecular identity unknown	10
20395019	10.1016/j.ejmech.2010.03.024	SW480	5
23547843	10.1021/np300893n	HeLa	4
37910439	10.1021/acs.jmedchem.3c01698	Transthyretin	4
22749392	10.1016/j.ejmech.2012.06.015	NON-PROTEIN TARGET	4
37910439	10.1021/acs.jmedchem.3c01698	No relevant target	2
11754588	10.1021/jm010298j	ADMET	2
22749392	10.1016/j.ejmech.2012.06.015	A549	2
23547843	10.1021/np300893n	HL-60	2
11754588	10.1021/jm010298j	Cytochrome P450 1A2	1
11754588	10.1021/jm010298j	Cytochrome P450 1B1	1
10714491	10.1016/s0960-894x(99)00702-7	Mus musculus	1
22749392	10.1016/j.ejmech.2012.06.015	NIH3T3	1
22749392	10.1016/j.ejmech.2012.06.015	MCF7	1
1875350	10.1021/jm00112a036	MLM	1
1875350	10.1021/jm00112a036	SK-MEL-5	1
22749392	10.1016/j.ejmech.2012.06.015	A2780	1
1875350	10.1021/jm00112a036	HT-29	1
1875350	10.1021/jm00112a036	MCF7	1

Data from ChEMBL 36 via Core Engine