RIZATRIPTAN

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Synonyms
Status
Molecule Category Free-form
ATC N02CC04
UNII 51086HBW8G
EPA CompTox DTXSID2023565

Structure

InChI Key ULFRLSNUDGIQQP-UHFFFAOYSA-N
Smiles CN(C)CCc1c[nH]c2ccc(Cn3cncn3)cc12
InChI
InChI=1S/C15H19N5/c1-19(2)6-5-13-8-17-15-4-3-12(7-14(13)15)9-20-11-16-10-18-20/h3-4,7-8,10-11,17H,5-6,9H2,1-2H3

Physicochemical Descriptors

Property Name Value
Molecular Formula C15H19N5
Molecular Weight 269.35
AlogP 1.91
Hydrogen Bond Acceptor 4.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 5.0
Polar Surface Area 49.74
Molecular species BASE
Aromatic Rings 3.0
Heavy Atoms 20.0
Assay Description Organism Bioactivity Reference
In vitro receptor binding affinity for cloned human 5-hydroxytryptamine 1A receptor None 140.0 nM
Binding affinity for cloned human 5-hydroxytryptamine 1A receptor Homo sapiens 293.0 nM
Binding activity against 5-hydroxytryptamine 3 receptor from rat cortex homogenate using [3H]-Q-ICS 205-930 as radioligand. None 398.11 nM
Compound was tested for its ability to displace [3H]8-OH-DPAT from 5-hydroxytryptamine 1A receptor in pig cortex Sus scrofa 320.0
Binding activity against 5-hydroxytryptamine 1A receptor from pig cortex membrane using [3H]8-OH-DPAT-HT as radioligand. Sus scrofa 316.23 nM
In vitro receptor binding affinity for cloned human 5-hydroxytryptamine 1B receptor None 10.1 nM
Binding affinity to human cloned 5-hydroxytryptamine 1B receptor in CHO cells by [3H]5-HT binding displacement. None 41.0 nM
Ability to inhibit forskolin-stimulated adenylate cyclase in a cell line expressing human 5-hydroxytryptamine 1D receptor None 3.0 nM
Measurement of agonist induced [35S]GTP-gamma-S, binding in CHO cells stably transfected with 5-hydroxytryptamine 1D receptor. None 8.4 nM
Binding affinity by displacement to human cloned 5-hydroxytryptamine 1D receptor in CHO cells by [3H]5-HT displacement. None 11.0 nM
In vitro receptor binding affinity for cloned human 5-hydroxytryptamine 1D receptor None 4.3 nM
Binding activity against 5-hydroxytryptamine 3 receptor from rat cortex homogenate using [3H]-Q-ICS 205-930 as radioligand. None 79.43 nM
Compound was tested for its ability to displace [125I]GTI binding to 5-hydroxytryptamine 1D receptor recognition sites in pig caudate membranes None 16.0
Compound was tested for its ability to displace [3H]-5-HT binding to 5-hydroxytryptamine 1D receptor recognition sites in pig caudate membranes None 49.0
Binding activity against 5-hydroxytryptamine 2C receptor from human brain cortex using [3H]mesulergine as radioligand. None 50.12 nM
Binding affinity to recombinant human 5-hydroxytryptamine 1D receptor alpha None 13.5 nM
Binding affinity for cloned human 5-hydroxytryptamine 1D receptor beta None 40.0 nM
Functional activity was determined by the contraction of New Zealand white rabbit saphenous vein. Oryctolagus cuniculus 251.19 nM
Inhibition of human aquaporin 4 M23 isoform expressed in Xenopus laevis oocytes at 20 uM Homo sapiens 52.0 %
Antagonist activity at human GPR17 expressed in human 1321N1 cells assessed as inhibition of MDL 29,951-induced calcium mobilization at >30 nM after 1 hr by Oregon Green BAPTA-1/AM dye-based fluorescence assay relative to control Homo sapiens 27.0 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 16.76 %
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 -0.14 % 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 -0.14 %

Cross References

Resources Reference
ChEBI 48273
ChEMBL CHEMBL905
DrugBank DB00953
DrugCentral 2393
FDA SRS 51086HBW8G
Human Metabolome Database HMDB0015088
Guide to Pharmacology 51
PharmGKB PA451264
PubChem 5078
SureChEMBL SCHEMBL26662
ZINC ZINC000000005895
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