CHS-828

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Synonyms
Status
Molecule Category UNKNOWN
UNII 8LAP87DNSZ

Structure

InChI Key BOIPLTNGIAPDBY-UHFFFAOYSA-N
Smiles N#CN=C(NCCCCCCOc1ccc(Cl)cc1)Nc1ccncc1
InChI
InChI=1S/C19H22ClN5O/c20-16-5-7-18(8-6-16)26-14-4-2-1-3-11-23-19(24-15-21)25-17-9-12-22-13-10-17/h5-10,12-13H,1-4,11,14H2,(H2,22,23,24,25)

Physicochemical Descriptors

Property Name Value
Molecular Formula C19H22ClN5O
Molecular Weight 371.87
AlogP 4.21
Hydrogen Bond Acceptor 4.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 9.0
Polar Surface Area 82.33
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 26.0
Assay Description Organism Bioactivity Reference
In vitro antiproliferative activity against B16 cell lines Mus musculus 280.0 nM
In vitro antiproliferative activity against Fibroblasts None 40.0 nM
Cytotoxic activity against HONE1 nasopharyngeal carcinoma cell line Homo sapiens 15.0 nM
In vitro antiproliferative activity against Lewis cell lines Mus musculus 560.0 nM
Cytotoxic activity against MCF breast cancer cell line Homo sapiens 18.0 nM
Evaluated in vitro for antiproliferative activity against MCF-7 cell lines model of hormone dependent breast cancer Homo sapiens 31.0 nM
Evaluated in vitro for antiproliferative activity against NIC-H460 cell lines derived from large cell carcinoma of the lung Homo sapiens 50.0 nM
Cytotoxic activity against NUGC gastric cancer cell line Homo sapiens 25.0 nM
Evaluated in vitro for antiproliferative activity against NYH cell lines derived from small cell lung cancer Homo sapiens 2.7 nM
In vitro antiproliferative activity against Walker cell line Rattus norvegicus 500.0 nM
In vitro antiproliferative activity against Yoshida cell lines Rattus norvegicus 140.0 nM
Inhibition of NYH Cell line Homo sapiens 0.5012 nM
Cytotoxicity against human A2780 cells after 72 hrs by SRB assay Homo sapiens 5.0 nM
Inhibition of Nampt (unknown origin) using NAM/PRPP as substrate preincubated for 15 mins measured after 30 mins Homo sapiens 2.0 nM
Antiproliferative activity against human A2780 cells assessed as growth inhibition after 72 hrs by SRB-based microplate reader analysis Homo sapiens 5.0 nM
Inhibition of C-terminal His-tagged NAMPT (unknown origin) expressed in Escherichia coli BL21 using nicotinamide as substrate preincubated for 15 mins before substrate addition measured after 30 mins by mass spectrometry-based assay Homo sapiens 2.0 nM
Inhibition of NAMPT in human HepG2 cells using [14C]-nicotinamide/PRPP as substrate assessed as formation of [14C]-nicotinamide mononucleotide after 1 hr by liquid scintillation counting analysis Homo sapiens 18.3 nM
Cytotoxicity against human MCF-7 cells assessed as growth inhibition after 72 hrs by WST-1 assay Homo sapiens 1.6 nM
Cytotoxicity against human A2780 cells assessed as growth inhibition after 72 hrs by WST-1 assay Homo sapiens 0.56 nM
Antiproliferative activity against human A2780 cells after 72 hrs by sulforhodamine B assay Homo sapiens 5.0 nM
Inhibition of C-terminal His-tagged human full-length NAMPT expressed in Escherichia coli Rosetta DE3 using nicotinamide as substrate preincubated for 15 mins followed by substrate addition measured after 30 mins in presence of PRPP Homo sapiens 2.0 nM
Cytotoxicity against human NUGC cells after 24 hrs by SRB assay Homo sapiens 25.0 nM
Cytotoxicity against human HONE1 cells after 24 hrs by SRB assay Homo sapiens 15.0 nM
Cytotoxicity against human MCF cells after 24 hrs by SRB assay Homo sapiens 18.0 nM
Inhibition of human full length C-terminal His6-tagged NAMPT expressed in Escherichia coli Rosetta (DE3) cells using nicotinamide as substrate incubated for 15 mins prior to substrate addition measured after 30 mins in presence of PRPP Homo sapiens 2.0 nM
Inhibition of NAMPT in human A2780 cells assessed as decrease in cell viability after 72 hrs by SRB assay Homo sapiens 1.0 nM
Reversible inhibition of CYP2C9 in human liver microsomes using (S)-warfarin as substrate in presence of NADPH by LC-MS/MS analysis Homo sapiens 120.0 nM
Inhibition of CYP3A4 in human liver microsomes using testosterone as substrate in presence of NADPH by LC-MS/MS analysis Homo sapiens 220.0 nM
Inhibition of CYP3A4 in human liver microsomes using midazolam as substrate in presence of NADPH by LC-MS/MS analysis Homo sapiens 320.0 nM
Inhibition of CYP2D6 in human liver microsomes using dextromethorphan as substrate in presence of NADPH by LC-MS/MS analysis Homo sapiens 190.0 nM
Inhibition of CYP2C19 in human liver microsomes using mephenytoin as substrate in presence of NADPH by LC-MS/MS analysis Homo sapiens 630.0 nM
Inhibition of C-terminal His-tagged human recombinant NAMPT using FK866 or isoindoline urea-based Oregon green (488) probe incubated for 3 hrs by TR-FRET assay Homo sapiens 3.0 nM
Antiproliferative activity against human PC3 cells assessed as reduction in cell viability incubated for 5 days by Cell-titer Glo reagent based assay Homo sapiens 4.4 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 9.59 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 9.23 % SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 20.15 %
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 -0.16 % 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 -0.27 % 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 -0.16 % 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 -0.27 %

Cross References

Resources Reference
ChEBI 95016
ChEMBL CHEMBL17289
DrugBank DB12980
FDA SRS 8LAP87DNSZ
PDB 2QG
PubChem 148198
SureChEMBL SCHEMBL504150
ZINC ZINC000013282570
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