ATRASENTAN

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Synonyms
Status
Molecule Category Free-form
UNII V6D7VK2215

Structure

InChI Key MOTJMGVDPWRKOC-QPVYNBJUSA-N
Smiles CCCCN(CCCC)C(=O)CN1C[C@H](c2ccc3c(c2)OCO3)[C@@H](C(=O)O)[C@@H]1c1ccc(OC)cc1
InChI
InChI=1S/C29H38N2O6/c1-4-6-14-30(15-7-5-2)26(32)18-31-17-23(21-10-13-24-25(16-21)37-19-36-24)27(29(33)34)28(31)20-8-11-22(35-3)12-9-20/h8-13,16,23,27-28H,4-7,14-15,17-19H2,1-3H3,(H,33,34)/t23-,27-,28+/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C29H38N2O6
Molecular Weight 510.63
AlogP 4.69
Hydrogen Bond Acceptor 6.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 12.0
Polar Surface Area 88.54
Molecular species ACID
Aromatic Rings 2.0
Heavy Atoms 37.0
Assay Description Organism Bioactivity Reference
Ability to displace [125I]ET1 from the rat endothelin A receptor expressed in rat aorta smooth muscle cells. None 0.31 nM
Binding affinity against Endothelin A receptor in MMQ cells in rat None 0.36 nM
Binding affinity towards endothelin A receptor in prolactin secreting rat pituitary cells using [125I]ET1 as radioligand. None 0.4 nM
In vitro ability to inhibit specific [125I]ET1 binding to rat aorta membranes Endothelin A receptor None 1.5 nM
Inhibitory activity against the Endothelin A receptor of rat MMQ cells None 0.31 nM
Displacement of [125I]ET-1 from Endothelin A receptor None 0.31 nM
Binding affinity towards Endothelin A receptor None 0.034 nM
Binding ability determined by the displacement of [125 I]ET-3 from the human Endothelin B receptor None 63.3 nM
Inhibitory activity against human endothelin B receptor None 88.0 nM
Binding affinity against endothelin B receptor in porcine cerebellar tissue Sus scrofa 515.0 nM
Binding affinity towards endothelin B receptor in porcine cerebellar tissue using [125I]-ET-1 as radioligand. None 520.0 nM
In vitro ability to inhibit specific [125I]ET1 binding to porcine kidney (inner medulla) membranes Endothelin B receptor Homo sapiens 110.0 nM
Inhibitory activity measured against Endothelin B receptor binding to porcine cerebellum None 191.0 nM
Ability to displace endothelin ([125I]ET1) from human Endothelin A receptor None 0.034 nM
Binding ability determined by the displacement of [125I]ET1 from the human endothelin A receptor None 0.034 nM
Binding affinity towards human Endothelin A receptor (hET -A) None 0.08 nM
Inhibitory activity against human Endothelin A receptor in chinese hamster ovary cells None 0.034 nM
Inhibitory activity against human Endothelin A receptor Homo sapiens 0.08 nM
binding affinity against human Endothelin A receptor Homo sapiens 0.047 nM
Inhibition of phosphoinositol hydrolysis of MMQ cells. Homo sapiens 0.04 nM
Compound was evaluated for the functional assay performed by obtaining ET-1 concentration-response curves [pA2(ETB)] in isolated rabbit jugularis vein Oryctolagus cuniculus 794.33 nM
Compound was evaluated for the functional assay performed by obtaining ET-1 concentration-response curves [pA2(ETA)] in isolated rat aortic rings Rattus norvegicus 2.512 nM
Displacement of [125I]ET-1 from human ET-A receptor expressed in CHO cell membrane Homo sapiens 0.034 nM Displacement of [125I]ET-1 from human ET-A receptor expressed in CHO cell membrane Homo sapiens 0.055 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 11.27 %
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 0.03 % 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 0.03 %

Cross References

Resources Reference
ChEBI 135810
ChEMBL CHEMBL9194
DrugBank DB06199
FDA SRS V6D7VK2215
Guide to Pharmacology 3487
PubChem 159594
SureChEMBL SCHEMBL34654
ZINC ZINC000003812144
CONTENTS