Compound Detail

CHEMBL2137046

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CCC(=C(c1ccc(O)cc1)c1ccc(OCCN(C)C)cc1)c1ccccc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL2137046
Phase	Preclinical
Structure Type	MOL
InChI Key	TXUZVZSFRXZGTL-UHFFFAOYSA-N

Targets

109

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

387.5

MW (Da)

5.70

ALogP

HBA

HBD

32.7

PSA (Å²)

0.50

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	C26H29NO2
MW	387.52
Aromatic Rings	3
Heavy Atoms	29
NP-Likeness	-0.21

Activity Summary

IC50 87 meas. best 9.51

Ki 15 meas. best 10.85

EC50 7 meas. best 10.52

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Estrogen receptor beta CHEMBL242	Ki	10.85	9.444	0.0	5
MCF7 CHEMBL387	EC50	10.52	10.22	0.0	2
Estrogen receptor CHEMBL206	Ki	10.4	9.2583	0.0	6
Estrogen receptor CHEMBL2093866	Ki	9.6	9.53	0.2	2
Estrogen receptor CHEMBL206	IC50	9.51	7.8264	0.3	14
Estrogen receptor CHEMBL2093866	IC50	9.3	8.28	0.5	8
Unchecked CHEMBL612545	Ki	9.3	9.3	0.5	2
MCF7 CHEMBL387	IC50	9.3	6.545	0.5	24
Progesterone receptor CHEMBL208	IC50	9.1	9.1	0.8	1
Estrogen receptor CHEMBL2093866	EC50	9.1	9.1	0.8	1
Estrogen receptor beta CHEMBL242	IC50	9.0	7.7433	1.0	6
U2OS CHEMBL615023	IC50	8.72	8.72	1.9	1
Unchecked CHEMBL612545	IC50	8.4	5.8875	4.0	4
Estrogen receptor CHEMBL2094114	EC50	8.22	8.22	6.0	1
Estrogen receptor CHEMBL206	EC50	8.1	7.95	8.0	2
Estrogen-related receptor gamma CHEMBL4245	IC50	7.96	7.355	11.0	4
Estrogen-related receptor gamma CHEMBL4245	EC50	7.82	7.82	15.0	1
Estrogen receptor CHEMBL3065	IC50	7.48	7.48	33.2	1
Phospholipase D2 CHEMBL2734	IC50	7.36	5.745	44.0	2
T47D CHEMBL614361	IC50	6.68	6.68	210.0	1
Estrogen-related receptor gamma CHEMBL3585238	IC50	6.22	6.22	600.0	1
Steroid hormone receptor ERR2 CHEMBL3751	IC50	6.19	6.12	650.0	2
MDA-MB-231 CHEMBL400	IC50	5.6	5.202	2500.0	5
MCF-10A CHEMBL614321	IC50	5.4	5.4	4000.0	2
Phospholipase D1 CHEMBL2536	IC50	5.32	5.32	4800.0	1
AU565 CHEMBL1075393	IC50	5.21	5.21	6200.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	5.2	5.195	6300.0	2
SK-OV-3 CHEMBL614925	IC50	5.13	5.13	7460.0	1
Androgen receptor CHEMBL3072	IC50	5.03	5.03	9332.5	1
MDA-MB-453 CHEMBL614334	IC50	4.98	4.98	10400.0	1
Vero CHEMBL391	IC50	4.82	4.82	15100.0	1
DU-145 CHEMBL613508	IC50	4.82	4.82	15300.0	1
Phospholipase D1 CHEMBL3308939	IC50	4.55	4.55	28000.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	56.23	uL.min-1.(10^6cells)-1	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Estrogen receptor beta	Ki	=	0.014	nM	10.85	Antagonistic activity against estrogen receptor beta in presence of 0.1 nM estra...	16162002
MCF7	EC50	=	0.03	nM	10.52	Effective dose for [3H]- estradiol against proliferation of MCF-7 cells	2769681
Estrogen receptor	Ki	=	0.04	nM	10.4	Antagonistic activity against estrogen receptor alpha in presence of 0.1 nM estr...	16162002
MCF7	EC50	=	0.12	nM	9.92	Effective concentration against MCF-7 breast tumor cells using MCF-7 assay.	12825935
Estrogen receptor beta	Ki	=	0.16	nM	9.8	In vitro displacement of 0.5 nM [3H]17-beta-estradiol from human Estrogen recept...	12672240
Estrogen receptor	Ki	=	0.249	nM	9.6	Inhibition of estradiol binding to estrogen receptor in Human Breast cancer cyto...	9216828
Estrogen receptor	Ki	=	0.25	nM	9.6	In vitro displacement of 0.5 nM [3H]17-beta-estradiol from human Estrogen recept...	12672240
Estrogen receptor	IC50	=	0.309	nM	9.51	Binding affinity to ERalpha receptor (unknown origin)	26407012
Estrogen receptor	Ki	=	0.346	nM	9.46	Apparent inhibition constant for estrogen receptor in Human uterine cytosol in 3...	9216828
Estrogen receptor	Ki	=	0.39	nM	9.41	Displacement of [3H]estradiol from ERalpha after 4 hrs by scintillation counting	22582136
Estrogen receptor beta	Ki	=	0.5	nM	9.3	Binding affinity for estrogen receptor beta	12749895
Estrogen receptor	Ki	=	0.5	nM	9.3	Binding affinity for estrogen receptor alpha	12749895
Unchecked	Ki	=	0.5	nM	9.3	Inhibition of [3H]estradiol binding to Estrogen receptor beta	15380208
Unchecked	Ki	=	0.5	nM	9.3	Inhibition of [3H]estradiol binding to Estrogen receptor alpha	15380208
Estrogen receptor	IC50	=	0.5	nM	9.3	Antagonism of estrogen action in a mammary tumor cell line was assayed via inhib...	9003514
MCF7	IC50	=	0.5	nM	9.3	Inhibition of estrogen-stimulated MCF-7 cell proliferation	9548817
MCF7	IC50	=	0.5	nM	9.3	Antiproliferative activity against human MCF7 cells	22405286
Estrogen receptor	IC50	=	0.5	nM	9.3	Displacement of [3H]-E2 from human ER-alpha incubated for 16 to 20 hrs by liquid...	26896706
MCF7	IC50	=	0.537	nM	9.27	Antiproliferative activity against human MCF7 cells	26407012
Estrogen receptor	EC50	=	0.8	nM	9.1	Agonist activity as alkaline phosphatase induction in Ishikawa endometrial cells...	15380208

Literature References

PubMed	DOI	Target Context	# Activities
30078609	10.1016/j.bmc.2018.07.026	Estrogen receptor	10
21777996	10.1016/j.ejmech.2011.07.005	Albumin	8
24805199	10.1021/jm500569h	Estrogen receptor	7
4045924	10.1021/jm00148a020	MCF7	6
15380208	10.1016/j.bmcl.2004.07.072	Estrogen receptor	6
2769681	10.1021/jm00129a013	MCF7	6
23864928	10.1021/ml3000287	MCF7	5
28296398	10.1021/acs.jmedchem.6b01468	Estrogen receptor	4
15771467	10.1021/jm040154f	Estrogen receptor	4
3385736	10.1021/jm00402a037	Estrogen receptor	4
30108860	10.1039/C7MD00163K	Estrogen receptor	4
29624387	10.1021/acs.jmedchem.8b00035	Unchecked	4
9216828	10.1021/jm970095o	Estrogen receptor	4
20014752	10.1021/tx900326k	Hepatotoxicity	3
21513275	10.1021/jm101619e	MCF-12A	3
9089332	10.1021/jm950624t	MCF7	3
9089332	10.1021/jm950624t	Estrogen receptor	3
18272256	10.1016/j.ejmech.2008.01.001	MCF7	3
21513275	10.1021/jm101619e	NON-PROTEIN TARGET	3
21513275	10.1021/jm101619e	MCF7	3

Data from ChEMBL 36 via Core Engine