SAREDUTANT

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Synonyms
Status
Molecule Category UNKNOWN
UNII 720U2QK8I5
EPA CompTox DTXSID00161923

Structure

InChI Key PGKXDIMONUAMFR-AREMUKBSSA-N
Smiles CC(=O)NC1(c2ccccc2)CCN(CC[C@H](CN(C)C(=O)c2ccccc2)c2ccc(Cl)c(Cl)c2)CC1
InChI
InChI=1S/C31H35Cl2N3O2/c1-23(37)34-31(27-11-7-4-8-12-27)16-19-36(20-17-31)18-15-26(25-13-14-28(32)29(33)21-25)22-35(2)30(38)24-9-5-3-6-10-24/h3-14,21,26H,15-20,22H2,1-2H3,(H,34,37)/t26-/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C31H35Cl2N3O2
Molecular Weight 552.55
AlogP 6.37
Hydrogen Bond Acceptor 3.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 9.0
Polar Surface Area 52.65
Molecular species BASE
Aromatic Rings 3.0
Heavy Atoms 38.0

Bioactivity

Mechanism of Action Action Reference
Neurokinin 2 receptor antagonist ANTAGONIST PubMed PubMed PubMed PubMed
Protein: Neurokinin 2 receptor
Description: Substance-K receptor
Organism : Homo sapiens
P21452 ENSG00000075073
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) Neurokinin receptor
- 0-1 - 1-945 -
Assay Description Organism Bioactivity Reference
The compound was evaluated for the inhibition of bronchoconstriction in guinea pig at intraduodenal dose of 0.5 mg/Kg Cavia porcellus 100.0 %
The compound was evaluated for the inhibition of bronchoconstriction in guinea pig at intravenous dose of 0.2 mg/Kg Cavia porcellus 100.0 %
Inhibition of cloned human NK2 (Neurokinin 2) receptor, stably expressed in chinese hamster ovary (CHO) cells was determined None 0.13 nM
Tested in vitro to inhibit the binding of [125I]NKA to its receptor in rat duodenum membrane None 0.51 nM
The compound was evaluated for the inhibition of [125I]NKA binding to neurokinin NK2 receptor from hamster urinary bladder membranes Cricetulus griseus 1.2 nM
Inhibition of [125I]NKA binding to neurokinin NK2 receptor from rat duodenum membranes Rattus norvegicus 0.5 nM
Binding affinity was determined against human NK2 receptor in CHO cells using [125I]neurokinin A as radioligand None 0.8 nM
Binding affinity against Neurokinin 1(NK1) receptor from human IM-9 cells using [I]-Bolton Hunter labeled SP None 593.0 nM
Binding affinity against human NK2 receptors from HSKR-1 cells using [125I]-Iodohistidyl NKA None 0.44 nM
NK3 IC50 determined using [125I]bolton Hunter labeled eledoisin at NK3 receptors from guinea pig cerebral cortex Cavia porcellus 208.0 nM
Inhibition of cloned human NK1 (Neurokinin 1) receptor, stably expressed in chinese hamster ovary (CHO) cells was determined None 800.0 nM
Tested for antagonistic activity of compound in endothelium-deprived rabbit pulmonary artery Oryctolagus cuniculus 0.05012 nM
The compound was evaluated for the inhibition of [Nle10]-NKA(4-10)-induced contraction of the rabbit pulmonary artery Oryctolagus cuniculus 0.03311 nM
Binding affinity towards Tachykinin receptor 2 in CHO cells using [3H]-neurokinin A as radioligand Homo sapiens 0.5 nM
The compound was evaluated for the inhibition of [125I]NKA binding to Tachykinin receptor 2 from rat duodenum membranes None 945.0 nM
Binding affinity against bovine Tachykinin receptor 2 Bos taurus 0.5 nM

Cross References

Resources Reference
ChEMBL CHEMBL308148
DrugBank DB06660
FDA SRS 720U2QK8I5
Guide to Pharmacology 3481
PubChem 104974
SureChEMBL SCHEMBL185911
ZINC ZINC000003927605
CONTENTS