OPICAPONE

/static/temp/default.svg

Search structure


Synonyms	BIA 9-1067 BIA-9-1067 BIA-91067 Ongentys Opicapone
Status
Molecule Category	UNKNOWN
ATC	N04BX04
UNII	Y5929UIJ5N


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

Structure


InChI Key	ASOADIZOVZTJSR-UHFFFAOYSA-N
Smiles	Cc1c(Cl)c(C)[n+]([O-])c(Cl)c1-c1noc(-c2cc(O)c(O)c([N+](=O)[O-])c2)n1
InChI	InChI=1S/C15H10Cl2N4O6/c1-5-10(13(17)20(24)6(2)11(5)16)14-18-15(27-19-14)7-3-8(21(25)26)12(23)9(22)4-7/h3-4,22-23H,1-2H3

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C15H10Cl2N4O6
Molecular Weight	413.17
AlogP	3.28
Hydrogen Bond Acceptor	8.0
Hydrogen Bond Donor	2.0
Number of Rotational Bond	3.0
Polar Surface Area	149.46
Molecular species	ACID
Aromatic Rings	3.0
Heavy Atoms	27.0

Bioactivity

Mechanism of Action	Action	Reference
Catechol O-methyltransferase inhibitor	INHIBITOR	FDA


Protein: Catechol O-methyltransferase Description: Catechol O-methyltransferase Organism : Homo sapiens P21964 ENSG00000093010

Targets	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Enzyme Transferase	-	-	-	1-10	-

Assay Description	Organism	Bioactivity	Reference
Inhibition of COMT in Wistar rat liver homogenates assessed as metanephrine formation at 3 mg/kg, po measured after 3 hrs relative to control	Rattus norvegicus	0.7 %
Inhibition of peripheral COMT in Wistar rat liver homogenates assessed as metanephrine formation at 3 mg/kg, po measured after 24 hrs	Rattus norvegicus	50.0 %
Inhibition of peripheral COMT in Wistar rat brain homogenates assessed as metanephrine formation at 3 mg/kg, po measured after 24 hrs	Rattus norvegicus	50.0 %
Inhibition of COMT in Wistar rat plasma assessed as decrease in 3-O-methyl-L-Dopa level at 3 mg/kg, po co-administered with L-dopa and benserazide measured after 2 hrs by HPLC analysis relative to control	Rattus norvegicus	50.0 %
Inhibition of catalytic activity of human cloned COMT expressed in Escherichia coli using [3H]-S-adenosylmethionine as substrate after 20 mins by liquid scintillation counting	Homo sapiens	1.0 nM		Inhibition of catalytic activity of human cloned COMT expressed in Escherichia coli using [3H]-S-adenosylmethionine as substrate after 20 mins by liquid scintillation counting	Homo sapiens	10.0 nM
Inhibition of catalytic activity of mouse COMT expressed in Escherichia coli using [3H]-S-adenosylmethionine as substrate after 20 mins by liquid scintillation counting	Mus musculus	1.5 nM		Inhibition of catalytic activity of mouse COMT expressed in Escherichia coli using [3H]-S-adenosylmethionine as substrate after 20 mins by liquid scintillation counting	Mus musculus	15.85 nM
Inhibition of catalytic activity of rat COMT expressed in Escherichia coli using [3H]-S-adenosylmethionine as substrate after 20 mins by liquid scintillation counting	Rattus norvegicus	1.5 nM		Inhibition of catalytic activity of rat COMT expressed in Escherichia coli using [3H]-S-adenosylmethionine as substrate after 20 mins by liquid scintillation counting	Rattus norvegicus	15.85 nM
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of Caco-2 cells at 10 uM after 48 hours by high content imaging	Homo sapiens	-2.77 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate	Severe acute respiratory syndrome coronavirus 2	9.9 %		SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate	Severe acute respiratory syndrome coronavirus 2	21.16 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging	Chlorocebus sabaeus	0.55 %		Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging	Chlorocebus sabaeus	0.51 %		Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging	Chlorocebus sabaeus	0.55 %		Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging	Chlorocebus sabaeus	0.51 %

Cross References

Resources	Reference
ChEBI	134699
ChEMBL	CHEMBL1089318
DrugBank	DB11632
DrugCentral	5143
FDA SRS	Y5929UIJ5N
Guide to Pharmacology	8988
PubChem	135565903
SureChEMBL	SCHEMBL539065
ZINC	ZINC000034602275

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).