Compound Detail

CHEMBL4218749

Enter ChEMBL ID:

Free Research Context This compound will appear in recent viewed items on the research home for this browser.

COc1cc(/C=C/C(=O)c2ccncc2)cc(OC)c1OC

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4218749
Phase	Preclinical
Structure Type	MOL
InChI Key	LTMMHRRDZVGAIL-SNAWJCMRSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

299.3

MW (Da)

3.00

ALogP

HBA

HBD

57.6

PSA (Å²)

0.61

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C17H17NO4
MW	299.33
Aromatic Rings	2
Heavy Atoms	22
NP-Likeness	-0.05

Activity Summary

IC50 11 meas. best 7.24

EC50 1 meas. best 4.85

Ki 1 meas. best 6.55

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Cytochrome P450 1A1 CHEMBL2231	IC50	7.24	7.09	58.0	3
Cytochrome P450 1A1 CHEMBL2231	Ki	6.55	6.55	280.0	1
Cytochrome P450 1A2 CHEMBL3356	IC50	5.96	5.8833	1090.0	3
Cytochrome P450 2D6 CHEMBL289	IC50	5.3	5.3	5000.0	1
Cytochrome P450 1B1 CHEMBL4878	IC50	5.28	5.1933	5210.0	3
Cytochrome P450 2C8 CHEMBL3721	IC50	5.05	5.05	8920.0	1
Cytochrome P450 1A1 CHEMBL2231	EC50	4.85	4.85	14000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Cytochrome P450 1A1	IC50	=	58.0	nM	7.24	Inhibition of recombinant human CYP1A1 expressed in HEK293 cells using 7-ethoxyr...	29138024
Cytochrome P450 1A1	IC50	=	61.0	nM	7.21	Inhibition of human CYP1A1 expressed in yeast microsomal membranes using 7-ethox...	29138024
Cytochrome P450 1A1	IC50	=	150.0	nM	6.82	Inhibition of human CYP1A1 expressed in yeast cells	29138024
Cytochrome P450 1A1	Ki	=	280.0	nM	6.55	Competitive inhibition of human CYP1A1 using 7-ethoxyresorufin as substrate	29138024
Cytochrome P450 1A2	IC50	=	1090.0	nM	5.96	Inhibition of human CYP1A2 expressed in yeast microsomal membranes using 3-cyano...	29138024
Cytochrome P450 1A2	IC50	=	1120.0	nM	5.95	Inhibition of recombinant human CYP1A2 expressed in HEK293 cells using 3-cyano-7...	29138024
Cytochrome P450 1A2	IC50	=	1820.0	nM	5.74	Inhibition of human CYP1A2 expressed in yeast cells	29138024
Cytochrome P450 2D6	IC50	=	5000.0	nM	5.3	Inhibition of human CYP2D6 expressed in yeast microsomal membranes using 7-ethox...	29138024
Cytochrome P450 1B1	IC50	=	5210.0	nM	5.28	Inhibition of human CYP1B1 expressed in yeast microsomal membranes using 7-ethox...	29138024
Cytochrome P450 1B1	IC50	=	6120.0	nM	5.21	Inhibition of human CYP1B1 expressed in yeast cells	29138024
Cytochrome P450 1B1	IC50	=	8180.0	nM	5.09	Inhibition of recombinant human CYP1B1 expressed in HEK293 cells using 7-ethoxyr...	29138024
Cytochrome P450 2C8	IC50	=	8920.0	nM	5.05	Inhibition of human CYP2C8 expressed in yeast cells	29138024
Cytochrome P450 1A1	EC50	=	14000.0	nM	4.85	Inhibition of recombinant human CYP1A1 expressed in HEK293 cells assessed as red...	29138024

Literature References

PubMed	DOI	Target Context	# Activities
29138024	10.1016/j.bmcl.2017.11.009	Unchecked	8
29138024	10.1016/j.bmcl.2017.11.009	Cytochrome P450 1A1	7
29138024	10.1016/j.bmcl.2017.11.009	Cytochrome P450 1A2	3
29138024	10.1016/j.bmcl.2017.11.009	Cytochrome P450 1B1	3
29138024	10.1016/j.bmcl.2017.11.009	Cytochrome P450 2C9	2
29138024	10.1016/j.bmcl.2017.11.009	Cytochrome P450 2C19	2
29138024	10.1016/j.bmcl.2017.11.009	Cytochrome P450 3A4	2
29138024	10.1016/j.bmcl.2017.11.009	Cytochrome P450 2D6	2
29138024	10.1016/j.bmcl.2017.11.009	Cytochrome P450 2J2	1
29138024	10.1016/j.bmcl.2017.11.009	Cytochrome P450 2C8	1
29138024	10.1016/j.bmcl.2017.11.009	Cytochrome P450 2A6	1
29138024	10.1016/j.bmcl.2017.11.009	Aryl hydrocarbon receptor	1
29138024	10.1016/j.bmcl.2017.11.009	Cytochrome P450 2E1	1
29138024	10.1016/j.bmcl.2017.11.009	Cytochrome P450 2B6	1

Data from ChEMBL 36 via Core Engine