Compound Detail

CHEMBL6206

BROMOENOL LACTONE

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O=C1O/C(=C/Br)CCC1c1cccc2ccccc12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL6206
Name	BROMOENOL LACTONE
Phase	Preclinical
Structure Type	MOL
InChI Key	BYUCSFWXCMTYOI-ZRDIBKRKSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

317.2

MW (Da)

4.50

ALogP

HBA

HBD

26.3

PSA (Å²)

0.72

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C16H13BrO2
MW	317.18
Aromatic Rings	2
Heavy Atoms	19
NP-Likeness	0.52

Activity Summary

IC50 13 meas. best 6.85

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
85/88 kDa calcium-independent phospholipase A2 CHEMBL3213	IC50	6.85	6.85	140.0	1
Fatty-acid amide hydrolase 1 CHEMBL2243	IC50	6.1	6.1	800.0	1
Fatty-acid amide hydrolase 1 CHEMBL3229	IC50	6.1	6.1	800.0	1
LNCaP CHEMBL612518	IC50	5.3	5.08	5000.0	3
Short transient receptor potential channel 6 CHEMBL2417347	IC50	5.14	5.14	7200.0	1
Plasmodium falciparum CHEMBL364	IC50	5.0	4.9	10000.0	2
Short transient receptor potential channel 5 CHEMBL1250411	IC50	4.97	4.97	10600.0	1
PC-3 CHEMBL390	IC50	4.85	4.6333	14000.0	3

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
85/88 kDa calcium-independent phospholipase A2	IC50	=	140.0	nM	6.85	Compounds were evaluated for the inhibitory activity against canine myocardial c...	8421294
Fatty-acid amide hydrolase 1	IC50	=	800.0	nM	6.1	Irreversible inhibition of fatty acid amide hydrolase	16078824
Fatty-acid amide hydrolase 1	IC50	=	800.0	nM	6.1	Inhibition of FAAH in rat brain assessed as hydrolysis of anandamide	18983142
LNCaP	IC50	=	5000.0	nM	5.3	Antineoplastic activity against human LNCAP cells after 48 hrs by MTT assay	22677312
Short transient receptor potential channel 6	IC50	=	7200.0	nM	5.14	Antagonist activity at TRPC6 (unknown origin) assessed as inhibition of channel ...	38185057
LNCaP	IC50	=	9000.0	nM	5.05	Antineoplastic activity against human LNCAP cells after 72 hrs by MTT assay	22677312
Plasmodium falciparum	IC50	=	10000.0	nM	5.0	Antiplasmodial activity against Plasmodium falciparum W2 after 72 hrs by SYBR gr...	19734910
Short transient receptor potential channel 5	IC50	=	10600.0	nM	4.97	Antagonist activity at TRPC5 (unknown origin) assessed as inhibition of channel ...	38185057
LNCaP	IC50	=	13000.0	nM	4.89	Antineoplastic activity against human LNCAP cells after 24 hrs by MTT assay	22677312
PC-3	IC50	=	14000.0	nM	4.85	Antineoplastic activity against human PC3 cells after 72 hrs by MTT assay	22677312
Plasmodium falciparum	IC50	=	15848.93	nM	4.8	Antiplasmodial activity against Plasmodium falciparum 3D7 after 72 hrs by SYBR g...	19734910
PC-3	IC50	=	26000.0	nM	4.58	Antineoplastic activity against human PC3 cells after 48 hrs by MTT assay	22677312
PC-3	IC50	=	34000.0	nM	4.47	Antineoplastic activity against human PC3 cells after 24 hrs by MTT assay	22677312

Literature References

PubMed	DOI	Target Context	# Activities
22677312	10.1016/j.bmcl.2012.05.038	LNCaP	12
22677312	10.1016/j.bmcl.2012.05.038	PC-3	4
8421294	10.1021/jm00053a012	85/88 kDa calcium-independent phospholipase A2	2
19734910	10.1038/nchembio.215	Plasmodium falciparum	2
16078824	10.1021/jm058183t	Fatty-acid amide hydrolase 1	1
18983142	10.1021/jm800311k	Fatty-acid amide hydrolase 1	1
20583844	10.1021/jm1001088	85/88 kDa calcium-independent phospholipase A2	1
17417631	10.1038/nchembio873	Unchecked	1
21067218	10.1021/jm101094p	85/88 kDa calcium-independent phospholipase A2	1
22677312	10.1016/j.bmcl.2012.05.038	Unchecked	1
38185057	10.1016/j.ejmech.2023.116066	Short transient receptor potential channel 6	1
38185057	10.1016/j.ejmech.2023.116066	Short transient receptor potential channel 5	1

Data from ChEMBL 36 via Core Engine