Synonyms
Status
Molecule Category Free-form
ATC R01AC03 R06AX19 S01GX07
UNII ZQI909440X
EPA CompTox DTXSID6022638

Structure

InChI Key MBUVEWMHONZEQD-UHFFFAOYSA-N
Smiles CN1CCCC(n2nc(Cc3ccc(Cl)cc3)c3ccccc3c2=O)CC1
InChI
InChI=1S/C22H24ClN3O/c1-25-13-4-5-18(12-14-25)26-22(27)20-7-3-2-6-19(20)21(24-26)15-16-8-10-17(23)11-9-16/h2-3,6-11,18H,4-5,12-15H2,1H3

Physicochemical Descriptors

Property Name Value
Molecular Formula C22H24ClN3O
Molecular Weight 381.91
AlogP 4.3
Hydrogen Bond Acceptor 4.0
Hydrogen Bond Donor 0.0
Number of Rotational Bond 3.0
Polar Surface Area 38.13
Molecular species BASE
Aromatic Rings 3.0
Heavy Atoms 27.0
Assay Description Organism Bioactivity Reference
Ability to inhibit histamine-induced contractions of isolated guinea pig ileum Cavia porcellus 20.0 nM
Antagonist activity at human recombinant histamine H1 receptor expressed in intact CHO cells assessed as inhibition of histamine-induced cellular calcium mobilization by FLIPR assay Homo sapiens 1.259 nM
Antagonist activity at human recombinant histamine H3 receptor expressed in CHO cells assessed as inhibition of histamine-induced GTP-gammaS binding Homo sapiens 158.49 nM
Binding affinity to human adrenergic alpha1A receptor expressed in rat intact fibroblasts Homo sapiens 50.12 nM
Binding affinity to human adrenergic Alpha-1B receptor expressed in rat intact fibroblasts Homo sapiens 50.12 nM
Antagonist activity at human recombinant histamine H1 receptor expressed in intact CHO cells assessed as inhibition of histamine-induced cellular calcium mobilization at 100 nM after 30 mins by FLIPR assay Homo sapiens 0.1995 nM
Displacement of labeled dofetilide human ERG Homo sapiens 100.0 nM
Antagonist activity at human H1 receptor expressed in CHO cells assessed as inhibition of calcium mobilization by FLIPR assay Homo sapiens 1.202 nM
Antagonist activity at human H3 receptor expressed in CHO cells assessed as inhibition of histamine-induced GTPgamma[S] binding by scintillation proximity assay Homo sapiens 147.91 nM
Antagonist activity at human adrenergic alpha1A receptor expressed in rat fibroblasts by by plate-based calcium imaging Homo sapiens 50.12 nM
Displacement of [3H]dofetilide from human ERG Homo sapiens 100.0 nM
Antagonist activity at human adrenergic alpha1B receptor expressed in rat fibroblasts by by plate-based calcium imaging Homo sapiens 50.12 nM
Antagonist activity against human CHO cells H1 receptor at 100 nM after 30 mins by FLIPR assay Homo sapiens 0.1995 nM
Antagonist activity at human Histamine H1 receptor expressed in CHO cells assessed as inhibition of histamine-induced calcium flux preincubated for 30 mins followed by histamine addition by Fluo-4-AM dye based FLIPR assay Homo sapiens 1.202 nM
Antagonist activity at human Histamine H3 receptor expressed in CHO cell membranes assessed as inhibition of histamine-induced [35S]GTPgammaS binding after 2 to 6 hrs by scintillation proximity assay Homo sapiens 147.91 nM
Antagonist activity at adrenergic alpha1A receptor (unknown origin) expressed in Rat1 cells assessed as inhibition of phenylephrine-induced Ca2+ flux preincubated for 30 mins followed by phenylephrine addition by Fluo-4-AM-dye based FLIPR assay Homo sapiens 50.12 nM
Antagonist activity at adrenergic alpha1B receptor (unknown origin) expressed in Rat1 cells assessed as inhibition of phenylephrine-induced Ca2+ flux preincubated for 30 mins followed by phenylephrine addition by Fluo-4-AM-dye based FLIPR assay Homo sapiens 50.12 nM
Displacement of [3H]-dofetilide from human ERG expressed in CHOK1 cell membranes incubated for 4 hrs in dark by luminescent assay Homo sapiens 100.0 nM
Antagonist activity at human Histamine H1 receptor expressed in CHO cells assessed as inhibition of histamine-induced calcium flux at 100 nM preincubated for 30 mins followed by histamine addition by Fluo-4-AM dye based FLIPR assay Homo sapiens 0.1995 nM
Antagonist activity at human histamine H1 receptor expressed in CHO cells assessed as inhibition of histamine-induced intracellular calcium mobilization at 100 nM pretreated for 30 mins followed by histamine addition measured for 1 min by Fluo-4-AM dye based FLIPR method Homo sapiens 0.1995 nM
Displacement of [3H]-Dofetilide from recombinant human ERG expressed in CHOK1 cell membranes incubated for 4 hrs under dark condition by luminescence assay Homo sapiens 100.0 nM
Displacement of [3H]mesulergine from recombinant human 5-ht2B expressed in CHO cells Homo sapiens 19.95 nM
Displacement of [3H]mesulergine from recombinant human 5-ht2C expressed in CHO cells Homo sapiens 501.19 nM
Displacement of [3H]prazosin from rat salivary gland adrenergic alpha1a receptor Rattus norvegicus 50.12 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 14.45 %
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 0.01 % 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 0.01 %

Related Entries

Cross References

Resources Reference
ChEBI 2950
ChEMBL CHEMBL639
DrugBank DB00972
DrugCentral 271
FDA SRS ZQI909440X
Human Metabolome Database HMDB0015107
Guide to Pharmacology 7121
KEGG C07768
PharmGKB PA448517
PubChem 2267
SureChEMBL SCHEMBL4239