ROPINIROLE

/static/temp/default.svg Search structure
Synonyms
Status
Molecule Category Free-form
ATC N04BC04
UNII 030PYR8953
EPA CompTox DTXSID8045195

Structure

InChI Key UHSKFQJFRQCDBE-UHFFFAOYSA-N
Smiles CCCN(CCC)CCc1cccc2c1CC(=O)N2
InChI
InChI=1S/C16H24N2O/c1-3-9-18(10-4-2)11-8-13-6-5-7-15-14(13)12-16(19)17-15/h5-7H,3-4,8-12H2,1-2H3,(H,17,19)

Physicochemical Descriptors

Property Name Value
Molecular Formula C16H24N2O
Molecular Weight 260.38
AlogP 2.85
Hydrogen Bond Acceptor 2.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 7.0
Polar Surface Area 32.34
Molecular species BASE
Aromatic Rings 1.0
Heavy Atoms 19.0
Assay Description Organism Bioactivity Reference
Inhibitory activity against constrictor response to electrical stimulation in the isolated perfused rabbit ear artery(REA) expressing dopamine receptor Oryctolagus cuniculus 100.0 nM
Binding affinity towards Dopamine receptor D2 by displacement of [3H]U-86170. Homo sapiens 7.2 nM
Binding affinity towards Dopamine receptor D3 by displacement of [3H](+)-7-OH-DPAT. Homo sapiens 19.0 nM
Ability to relax the electrically stimulated rabbit ear artery was determined Oryctolagus cuniculus 100.0 nM
Ability to stimulate peripheral prejunctional dopaminergic receptors by 50% inhibition of vasoconstrictor response to field stimulation in isolated perfused rabbit ear artery Oryctolagus cuniculus 100.0 nM
Agonist activity at human recombinant dopamine D2 receptor expressed in rat pituitary cells assessed as inhibition of forskolin-stimulated cAMP accumulation Homo sapiens 83.0 nM
Agonist activity at human recombinant dopamine D3 receptor expressed in CHO cells assessed as inhibition of forskolin-stimulated cAMP accumulation Homo sapiens 4.0 nM
Displacement of [3H]spiperone form human cloned dopamine D3 receptor expressed in CHO cells Homo sapiens 36.31 nM
Displacement of [3H]spiperone form human cloned dopamine D2L receptor expressed in CHO cells Homo sapiens 691.83 nM
Agonist activity at human dopamine D2L receptor expressed in CHO cells assessed as stimulation of [35S]GTPgamma binding Homo sapiens 304.0 nM
Agonist activity at human dopamine D3 receptor expressed in mouse AtT-20 cells assessed as stimulation of [35S]GTPgamma binding Homo sapiens 19.2 nM
Agonist activity at human dopamine D2 receptor expressed in CHO cells by [35S]GTPgammaS binding assay Homo sapiens 304.0 nM
Agonist activity at human dopamine D3 receptor expressed in CHO cells by [35S]GTPgammaS binding assay Homo sapiens 10.3 nM
Displacement of [3H]spiperone from rat D3 receptor expressed in HEK293 cells Rattus norvegicus 29.3 nM
Agonist activity at human dopamine D2 receptor expressed in CHO cells assessed as stimulation of [35S]GTPgammaS binding Homo sapiens 304.0 nM
Agonist activity at human dopamine D3 receptor expressed in CHO cells assessed as stimulation of [35S]GTPgammaS binding Homo sapiens 10.3 nM
Agonist activity at Rattus norvegicus (rat) dopamine D2/D3 receptor transfected in african green monkey COS7 cells assessed as inhibition of forskolin-stimulated adenylyl cyclase activity after 10 min Rattus norvegicus 3.89 nM
Agonist activity at Rattus norvegicus (rat) dopamine D2 receptor transfected in african green monkey COS7 cells assessed as inhibition of forskolin-stimulated adenylyl cyclase activity after 10 min Rattus norvegicus 75.5 nM
Displacement of [3H]nemonapride from Rattus norvegicus (rat) wild type dopamine D3 receptor transfected in african green monkey COS7 cells after 1 hr by beta scintillation counting Rattus norvegicus 107.0 nM
Displacement of [3H]nemonapride from Rattus norvegicus (rat) chimeric dopamine D3 trunk/D2 tail receptor transfected in african green monkey COS7 cells after 1 hr by beta scintillation counting Rattus norvegicus 56.1 nM
Displacement of [3H]nemonapride from Rattus norvegicus (rat) chimeric dopamine D2 trunk/D3 tail receptor transfected in african green monkey COS7 cells after 1 hr by beta scintillation counting Rattus norvegicus 985.0 nM
Displacement of [3H]spiperone from rat cloned dopamine D3 receptor expressed in HEK293 cells after 1 hr Rattus norvegicus 29.3 nM
Agonist activity at dopamine D3 receptor (unknown origin) Homo sapiens 61.0 nM
Agonist activity at human dopamine D2L receptor expressed in CHO cell membranes incubated for 1 hr by [35S]GTPgammaS binding assay Homo sapiens 304.0 nM Agonist activity at human dopamine D2L receptor expressed in CHO cell membranes incubated for 1 hr by [35S]GTPgammaS binding assay Homo sapiens 302.0 nM
Binding affinity to human dopamine D2 receptor Homo sapiens 3.7 nM
Binding affinity to human dopamine D3 receptor Homo sapiens 2.9 nM
Binding affinity to human dopamine D4 receptor Homo sapiens 7.8 nM
Agonist activity at dopamine D2 receptor short isoform (unknown origin) expressed in mouse NIH/3T3 cells by R-SAT assay Homo sapiens 6.457 nM
Agonist activity at 5HT2A receptor (unknown origin) expressed in mouse NIH/3T3 cells by R-SAT assay Homo sapiens 141.25 nM
Partial agonist activity at human D2SR expressed in HEK293T cells co-expressing (EA)beta-arrestin2 assessed as induction of beta-arrestin2 recruitment after 5 hrs by chemiluminescence assay Homo sapiens 89.0 nM
Agonist activity at human D2S receptor expressed in HEK293T cell membranes coexpressing Galphao1 assessed as induction of nucleotide exchange preincubated for 30 mins followed by addition of [35S]GTPgammaS measured after 30 mins by [35S]GTPgammaS binding assay Homo sapiens 330.0 nM
Partial agonist activity at human D2SR expressed in HEK293T cells co-expressing (EA)beta-arrestin2 and GRK2 assessed as induction of beta-arrestin2 recruitment after 5 hrs by chemiluminescence assay Homo sapiens 30.0 nM
Agonist activity at human D2SR expressed in HEK293 cells incubated for 5 hrs by beta-Arrestin 2 recruitment assay Homo sapiens 89.0 nM
Agonist activity at human D2SR expressed in HEK293 cell membranes co-expressing PTX insensitive variant of Galphao1 incubated for 30 mins by [35S]GTP-gammaS binding assay Homo sapiens 330.0 nM
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 17.28 %
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 -0.01 % 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 -0.01 %

Cross References

Resources Reference
ChEBI 8888
ChEMBL CHEMBL589
DrugBank DB00268
DrugCentral 2402
FDA SRS 030PYR8953
Human Metabolome Database HMDB0014413
Guide to Pharmacology 7295
KEGG C07564
PharmGKB PA164749035
PubChem 5095
SureChEMBL SCHEMBL35212
ZINC ZINC000000002041
CONTENTS