Compound Detail

CHEMBL498917

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COc1cc(O)cc(/C=C/c2ccc(O)cc2)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL498917
Phase	Preclinical
Structure Type	MOL
InChI Key	KUWZXOMQXYWKBS-NSCUHMNNSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

242.3

MW (Da)

3.28

ALogP

HBA

HBD

49.7

PSA (Å²)

0.81

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	C15H14O3
MW	242.27
Aromatic Rings	2
Heavy Atoms	18
NP-Likeness	0.70

Activity Summary

IC50 9 meas. best 6.6

Ki 5 meas. best 6.92

Kd 2 meas. best 5.92

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Cytochrome P450 1A1 CHEMBL2231	Ki	6.92	6.905	120.0	2
Prostaglandin G/H synthase 2 CHEMBL230	IC50	6.6	6.6	250.0	1
Cytochrome P450 1B1 CHEMBL4878	Ki	6.05	6.05	900.0	2
Transthyretin CHEMBL3194	Kd	5.92	5.77	1200.0	2
Cytochrome P450 1B1 CHEMBL4878	IC50	5.68	5.68	2100.0	1
Transthyretin CHEMBL3194	Ki	5.47	5.47	3400.0	1
Polyunsaturated fatty acid 5-lipoxygenase CHEMBL215	IC50	5.4	5.4	4010.0	1
Caco-2 CHEMBL614058	IC50	4.72	4.72	19210.0	1
HT-29 CHEMBL384	IC50	4.47	4.47	33500.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	4.45	4.45	35800.0	1
HeLa CHEMBL399	IC50	4.32	4.32	48400.0	1
HT-1080 CHEMBL614580	IC50	4.05	4.05	89100.0	1
A549 CHEMBL392	IC50	4.04	4.04	91800.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Cytochrome P450 1A1	Ki	=	120.0	nM	6.92	Inhibition of CYP1A1 (unknown origin)	-
Cytochrome P450 1A1	Ki	=	130.0	nM	6.89	Inhibition of recombinant human CYP1A1 expressed in supersomes coexpressing NADP...	28458135
Prostaglandin G/H synthase 2	IC50	=	250.0	nM	6.6	Inhibition of recombinant human COX-2 using arachidonic acid as substrate preinc...	34479036
Cytochrome P450 1B1	Ki	=	900.0	nM	6.05	Inhibition of CYP1B1 (unknown origin)	-
Cytochrome P450 1B1	Ki	=	900.0	nM	6.05	Inhibition of recombinant human CYP1B1 expressed in supersomes coexpressing NADP...	28458135
Transthyretin	Kd	=	1200.0	nM	5.92	Binding affinity to recombinant N-terminal hexa-histidine tagged TTR V30M mutant...	37910439
Cytochrome P450 1B1	IC50	=	2100.0	nM	5.68	Inhibition of human recombinant CYP1B1 after 15 mins by 7-ethoxyresorufin-O-deet...	-
Transthyretin	Kd	=	2400.0	nM	5.62	Binding affinity to N-terminal hexa-histidine tagged TTR V30M mutant (unknown or...	37910439
Transthyretin	Ki	=	3400.0	nM	5.47	Inhibition of recombinant N-terminal hexa-histidine tagged TTR V30M mutant (unkn...	37910439
Polyunsaturated fatty acid 5-lipoxygenase	IC50	=	4010.0	nM	5.4	Inhibition of recombinant human 5-LOX using arachidonic acid as substrate preinc...	34479036
Caco-2	IC50	=	19210.0	nM	4.72	Cytotoxicity against human Caco-2 cells after 3 days by [3H]thymidine incorporat...	20627379
HT-29	IC50	=	33500.0	nM	4.47	Cytotoxicity against human HT-29 cells after 3 days by [3H]thymidine incorporati...	20627379
NON-PROTEIN TARGET	IC50	=	35800.0	nM	4.45	Cytotoxicity against mouse Colon 26-L5 cells after 72 hrs by MTT assay	19689125
HeLa	IC50	=	48400.0	nM	4.32	Cytotoxicity against human HeLa cells after 72 hrs by MTT assay	19689125
HT-1080	IC50	=	89100.0	nM	4.05	Cytotoxicity against human HT1080 cells after 72 hrs by MTT assay	19689125
A549	IC50	=	91800.0	nM	4.04	Cytotoxicity against human A549 cells after 72 hrs by MTT assay	19689125

Literature References

PubMed	DOI	Target Context	# Activities
37910439	10.1021/acs.jmedchem.3c01698	Transthyretin	7
19689125	10.1021/np9003323	NON-PROTEIN TARGET	2
-	10.1039/C0MD00242A	Cytochrome P450 1A1	1
25014026	10.1021/np5002576	Clavispora lusitaniae	1
25014026	10.1021/np5002576	Pichia kudriavzevii	1
25014026	10.1021/np5002576	Kluyveromyces marxianus	1
25014026	10.1021/np5002576	[Candida] inconspicua	1
25014026	10.1021/np5002576	Meyerozyma guilliermondii	1
25014026	10.1021/np5002576	Nakaseomyces glabratus	1
25014026	10.1021/np5002576	Debaryomyces hansenii	1
25014026	10.1021/np5002576	Candida dubliniensis	1
25014026	10.1021/np5002576	Candida albicans	1
14510615	10.1021/np030087c	No relevant target	1
-	10.1039/C0MD00242A	Cytochrome P450 1B1	1
-	10.1039/C3MD00317E	Cytochrome P450 1B1	1
20627379	10.1016/j.ejmech.2010.05.019	Caco-2	1
20627379	10.1016/j.ejmech.2010.05.019	HT-29	1
19689125	10.1021/np9003323	HeLa	1
19689125	10.1021/np9003323	A549	1
19689125	10.1021/np9003323	PANC-1	1

Data from ChEMBL 36 via Core Engine