Compound Detail

CHEMBL3422028

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CC/C(=C(/c1ccc(O)cc1)c1ccc(OCCN)cc1)c1ccc(O)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL3422028
Phase	Preclinical
Structure Type	MOL
InChI Key	VYSGWFCGFKTGQC-WCWDXBQESA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

375.5

MW (Da)

4.80

ALogP

HBA

HBD

75.7

PSA (Å²)

0.52

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C24H25NO3
MW	375.47
Aromatic Rings	3
Heavy Atoms	28
NP-Likeness	0.20

Activity Summary

IC50 6 meas. best 7.35

Ki 5 meas. best 7.25

EC50 2 meas. best 8.02

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Estrogen receptor beta CHEMBL242	EC50	8.02	8.02	9.5	1
Estrogen receptor CHEMBL206	EC50	7.82	7.82	15.0	1
Aromatase CHEMBL1978	IC50	7.35	7.35	45.0	1
Cytochrome P450 1A2 CHEMBL3356	Ki	7.25	7.25	56.0	1
Cytochrome P450 1A2 CHEMBL3356	IC50	6.68	6.68	207.0	1
Cytochrome P450 2D6 CHEMBL289	Ki	6.37	6.37	423.0	1
Cytochrome P450 3A5 CHEMBL3019	IC50	6.25	6.25	556.0	1
Cytochrome P450 2A6 CHEMBL5282	Ki	6.15	6.15	710.0	1
Cytochrome P450 3A5 CHEMBL3019	Ki	6.07	6.07	855.0	1
Cytochrome P450 3A4 CHEMBL340	Ki	5.79	5.79	1640.0	1
Cytochrome P450 3A4 CHEMBL340	IC50	5.73	5.73	1880.0	1
Cytochrome P450 2D6 CHEMBL289	IC50	5.44	5.44	3600.0	1
Cytochrome P450 2A6 CHEMBL5282	IC50	5.2	5.2	6370.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Estrogen receptor beta	EC50	=	9.5	nM	8.02	Displacement of fluorescein-labeled ES2 from human recombinant ERbeta receptor a...	25751283
Estrogen receptor	EC50	=	15.0	nM	7.82	Displacement of fluorescein-labeled ES2 from human recombinant ERalpha receptor ...	25751283
Aromatase	IC50	=	45.0	nM	7.35	Inhibition of human recombinant aromatase using 7-methoxy-trifluoromethylcoumari...	25751283
Cytochrome P450 1A2	Ki	=	56.0	nM	7.25	Inhibition of human recombinant CYP1A2 assessed as metabolism of 3-cyano-7-ethox...	25751283
Cytochrome P450 1A2	IC50	=	207.0	nM	6.68	Inhibition of human recombinant CYP1A2 assessed as metabolism of 3-cyano-7-ethox...	25751283
Cytochrome P450 2D6	Ki	=	423.0	nM	6.37	Inhibition of human recombinant CYP2D6 after 30 mins by fluorescence assay	25751283
Cytochrome P450 3A5	IC50	=	556.0	nM	6.25	Inhibition of human recombinant CYP3A5 assessed as metabolism of 7-benzyloxy-4-t...	25751283
Cytochrome P450 2A6	Ki	=	710.0	nM	6.15	Inhibition of human recombinant CYP2A6 assessed as metabolism of coumarin to 7-h...	25751283
Cytochrome P450 3A5	Ki	=	855.0	nM	6.07	Inhibition of human recombinant CYP3A5 assessed as metabolism of 7-benzyloxy-4-t...	25751283
Cytochrome P450 3A4	Ki	=	1640.0	nM	5.79	Inhibition of human recombinant CYP3A4 assessed as metabolism of 7-benzyloxy-4-t...	25751283
Cytochrome P450 3A4	IC50	=	1880.0	nM	5.73	Inhibition of human recombinant CYP3A4 assessed as metabolism of 7-benzyloxy-4-t...	25751283
Cytochrome P450 2D6	IC50	=	3600.0	nM	5.44	Inhibition of human recombinant CYP2D6 after 30 mins by fluorescence assay	25751283
Cytochrome P450 2A6	IC50	=	6370.0	nM	5.2	Inhibition of human recombinant CYP2A6 assessed as metabolism of coumarin to 7-h...	25751283

Literature References

PubMed	DOI	Target Context	# Activities
25751283	10.1021/jm501218e	Estrogen receptor	2
25751283	10.1021/jm501218e	Cytochrome P450 1A2	2
25751283	10.1021/jm501218e	Cytochrome P450 3A5	2
25751283	10.1021/jm501218e	Cytochrome P450 3A4	2
25751283	10.1021/jm501218e	Cytochrome P450 2D6	2
25751283	10.1021/jm501218e	Cytochrome P450 2A6	2
25751283	10.1021/jm501218e	Aromatase	1
25751283	10.1021/jm501218e	Estrogen receptor beta	1

Data from ChEMBL 36 via Core Engine