4-BROMO-3-HYDROXY-5-PHENYLFURAN-2(5H)-ONE

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Search structure


Molecule Category	Free-form
Source	Gaulton A, Kale N, van Westen GJ, Bellis LJ, Bento AP, Davies M, Hersey A, Papadatos G, Forster M, Wege P, Overington JP. A large-scale crop protection bioassay data set. Sci Data. 2015 Jul 7;2:150032. Read more ...


Active Pharmaceutical Ingredients Bioactive chemicals	Exact Similarity SubStructure	Threshold (%) >= 70

Structure


InChI Key	OLRQMIGHRMHOLC-UHFFFAOYSA-N
Smiles	OC1=C(Br)C(OC1=O)c2ccccc2
InChI	InChI=1S/C10H7BrO3/c11-7-8(12)10(13)14-9(7)6-4-2-1-3-5-6/h1-5,9,12H

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C10H7BrO3
Molecular Weight	255.06
AlogP	1.92
Hydrogen Bond Acceptor	3.0
Hydrogen Bond Donor	1.0
Number of Rotational Bond	1.0
Polar Surface Area	46.53
Molecular species	NEUTRAL
Aromatic Rings	1.0
Heavy Atoms	14.0

Assay Description	Organism	Bioactivity	Reference
Inhibition of GSK3alpha/beta (unknown origin)	Homo sapiens	10000.0 nM
Inhibition of CDK5/p25 (unknown origin)	Homo sapiens	10000.0 nM
Inhibition of Marthasterias glacialis CDK1/cyclin B using histone H1 as substrate and [gamma32P]ATP after 10 min by scintillation counting	Marthasterias glacialis	10000.0 nM
Antibacterial activity against Staphylococcus aureus ATCC 6538 incubated for 48 hr followed by subculturing measured after 18 hr	Staphylococcus aureus	500.0 ug ml-1
Antibacterial activity against Escherichia coli NCTC 10418 incubated for 48 hr followed by subculturing measured after 18 hr	Escherichia coli	250.0 ug ml-1
Antifungal activity against Candida albicans ATCC 10231 incubated for 48 hr followed by subculturing measured after 18 hr	Candida albicans	62.5 ug ml-1
Antibacterial activity against Staphylococcus aureus ATCC 6538 after 48 hr by two fold serial dilution method	Staphylococcus aureus	62.5 ug.mL-1
Antibacterial activity against Escherichia coli NCTC 10418 after 48 hr by two-fold serial dilution method	Escherichia coli	62.5 ug.mL-1
Antifungal activity against Candida albicans ATCC 10231 after 48 hr by two-fold serial dilution method	Candida albicans	31.25 ug.mL-1
Antibacterial activity against Staphylococcus aureus ATCC 6538 at 1 mg/ml after 24 hr by agar cup diffusion method	Staphylococcus aureus	23.0 mm
Antibacterial activity against Pseudomonas aeruginosa ATCC 9027 at 1 mg/ml after 24 hr by agar cup diffusion method	Pseudomonas aeruginosa	13.5 mm
Antibacterial activity against Escherichia coli NCTC 10418 at 1 mg/ml after 24 hr by agar cup diffusion method	Escherichia coli	21.0 mm
Antifungal activity against Candida albicans ATCC 10231 at 1 mg/ml after 24 hr by agar cup diffusion method	Candida albicans	20.5 mm

Cross References

Resources	Reference
ChEMBL	CHEMBL2262779
PubChem	76312232

CONTENTS

PREMIER has received funding from the Innovative Medicines Initiative 2 Joint Undertaking (JU) under grant agreement No 875508. The JU receives support from the EU’s Horizon 2020 research and innovation programme and the European Federation of Pharmaceutical Industries and Associations (EFPIA). The views reflect only the authors’ perspective and the JU is not responsible for any use that may be made of the information this manuscript contains.

Elements of the website have been developed under projects PREMIER and the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT is thanked for providing computational resources. Content of the website is provided without guarantee for correctness. Data has been collected and integrated from multiple public sources, for the largest: FDA, HUGO Gene Nomenclature Committee, ChEMBL, IUPHAR/BPS guide to pharmacology, Reactome, UniProt, and Ensembl. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).