REMINERTANT

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Synonyms
Status
Molecule Category UNKNOWN
UNII 5JBP4SI96H
EPA CompTox DTXSID40163360

Structure

InChI Key DYLJVOXRWLXDIG-UHFFFAOYSA-N
Smiles COc1cccc(OC)c1-c1cc(C(=O)NC2(C(=O)O)C3CC4CC(C3)CC2C4)nn1-c1ccnc2cc(Cl)ccc12
InChI
InChI=1S/C32H31ClN4O5/c1-41-27-4-3-5-28(42-2)29(27)26-16-24(36-37(26)25-8-9-34-23-15-21(33)6-7-22(23)25)30(38)35-32(31(39)40)19-11-17-10-18(13-19)14-20(32)12-17/h3-9,15-20H,10-14H2,1-2H3,(H,35,38)(H,39,40)

Physicochemical Descriptors

Property Name Value
Molecular Formula C32H31ClN4O5
Molecular Weight 587.08
AlogP 5.77
Hydrogen Bond Acceptor 7.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 7.0
Polar Surface Area 115.57
Molecular species ACID
Aromatic Rings 4.0
Heavy Atoms 42.0

Bioactivity

Mechanism of Action Action Reference
Neurotensin receptor 1 antagonist ANTAGONIST PubMed PubMed
Protein: Neurotensin receptor 1
Description: Neurotensin receptor type 1
Organism : Homo sapiens
P30989 ENSG00000101188
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Short peptide receptor (family A GPCR) Neurotensin receptor
120 1-82 8-33 3 -
Membrane receptor
120 1-82 8-33 3 -
Assay Description Organism Bioactivity Reference
In vitro ability to inhibit the calcium mobilization induced by neurotensin (NT) in HT-29 cells Homo sapiens 160.0 nM
Inhibition of the binding of [3H]NT to neurotensin (NT) receptor in mouse brain tissue None 3.9 nM
Displacement of [3H]SR48692 from wild type human NTR1 expressed in HEK293 cells Homo sapiens 8.9 nM
Displacement of [3H]SR48692 from human NTR1 extracellular loop 1 F127A mutant expressed in HEK293 cells Homo sapiens 19.0 nM
Displacement of [3H]SR48692 from human NTR1 extracellular loop 1 H131A mutant expressed in HEK293 cells Homo sapiens 8.4 nM
Displacement of [3H]SR48692 from human NTR1 extracellular loop 1 P133A mutant expressed in HEK293 cells Homo sapiens 9.2 nM
Displacement of [3H]SR48692 from human NTR1 extracellular loop 1 W134A mutant expressed in HEK293 cells Homo sapiens 23.0 nM
Displacement of [3H]SR48692 from human NTR1 extracellular loop 1 F136A mutant expressed in HEK293 cells Homo sapiens 33.0 nM
Displacement of [3H]SR48692 from human NTR1 extracellular loop 1 W129A mutant expressed in HEK293 cells Homo sapiens 27.0 nM
Displacement of [125I]I-Tyr(3)NT from human NTR1 Homo sapiens 0.99 nM
Displacement of [125I]neurotensin from neurotensin receptor 1 in guinea pig brain Cavia porcellus 0.99 nM
Binding affinity to NTR3 (unknown origin) Homo sapiens 238.0 nM
Displacement of [125I]NT from rat NTR1 transfected in mouse LTK cells Rattus norvegicus 2.6 nM
Binding affinity to NTR2 (unknown origin) Homo sapiens 418.0 nM
Agonist activity at rat NTS2 stably expressed in CHOK1 cells assessed as induction of calcium release by FLIPR assay Rattus norvegicus 120.0 nM
Displacement of [125I]NT at rat NTS2 overexpressed in CHOK1 cells after 30 mins by gamma counting Rattus norvegicus 62.0 nM
Antagonist activity at NTSR1 (unknown origin) expressed in CHO cells assessed as inhibition of NT(8-13) peptide-induced change in intracellular Ca2+ level preincubated for 45 mins by FLIPR assay Homo sapiens 82.0 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 -0.76 %
Displacement of [125I]neurotensin from rat brain NTR1 Rattus norvegicus 82.0 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 7.894 %
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 0.21 % 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 0.21 %

Cross References

Resources Reference
ChEBI 125516
ChEMBL CHEMBL506981
DrugBank DB06455
FDA SRS 5JBP4SI96H
Guide to Pharmacology 1582
SureChEMBL SCHEMBL1650932
ZINC ZINC000001482927
CONTENTS