ROTIGOTINE

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Trade Names
Synonyms
Status
Molecule Category UNKNOWN
ATC N04BC09
UNII 87T4T8BO2E
EPA CompTox DTXSID5046772

Structure

InChI Key KFQYTPMOWPVWEJ-INIZCTEOSA-N
Smiles CCCN(CCc1cccs1)[C@H]1CCc2c(O)cccc2C1
InChI
InChI=1S/C19H25NOS/c1-2-11-20(12-10-17-6-4-13-22-17)16-8-9-18-15(14-16)5-3-7-19(18)21/h3-7,13,16,21H,2,8-12,14H2,1H3/t16-/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C19H25NOS
Molecular Weight 315.48
AlogP 4.27
Hydrogen Bond Acceptor 3.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 6.0
Polar Surface Area 23.47
Molecular species BASE
Aromatic Rings 2.0
Heavy Atoms 22.0

Bioactivity

Mechanism of Action Action Reference
D2-like dopamine receptor agonist AGONIST FDA
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Dopamine receptor
1-4 - - 0-20 -
Assay Description Organism Bioactivity Reference
Binding affinity of compound for Dopamine receptor D2 using [3H]N-0437 None 15.0 nM
In vitro binding affinity at human Dopamine receptor D2 expressed in CHO K1 cells was measured by its ability to displace [3H]- N-0437 None 0.06 nM
Binding affinity of compound for Dopamine receptor D1 using [3H]-SCH- 23390 None 500.0 nM
Binding affinity was evaluated by calculating competition for [3H]spiperone binding on Dopamine receptor D4.2 of CHO K-1 cells. None 55.0 nM
Binding affinity was evaluated by calculating competition for [3H]N-0437 binding on Dopamine receptor D2L of CHO K-1 cells None 0.06 nM
Binding affinity was evaluated by calculating competition for [3H]spiperone binding on Dopamine receptor D2L of CHO K-1 cells. None 20.0 nM
Binding affinity was evaluated by calculating competition for [3H]spiperone binding on Dopamine receptor D3 expressed on CHO K-1 cells. None 3.99 nM
In vitro binding affinity at human Dopamine receptor D3 expressed in CHO K1 cells was measured by its ability to displace [3H]spiperone None 4.0 nM
Agonist activity at human dopamine D2 receptor expressed in CHO cells assessed as increase of forskolin-induced cAMP production after 20 mins Homo sapiens 0.7 nM
Agonist activity at human recombinant dopamine D1 receptor expressed in CHO cells assessed as cAMP production after 20 mins Homo sapiens 28.0 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 4.1 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 3.2 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 4.4 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 6.12 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 12.25 %
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 0.09 % 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 0.09 %

Cross References

Resources Reference
ChEBI 135351
ChEMBL CHEMBL1303
DrugBank DB05271
DrugCentral 2407
FDA SRS 87T4T8BO2E
Guide to Pharmacology 941
KEGG D05768
PharmGKB PA166165149
PubChem 59227
SureChEMBL SCHEMBL1088585
ZINC ZINC000000004028
CONTENTS