VTP-27999

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Synonyms
Status
Molecule Category UNKNOWN
UNII 254XY8NV84
EPA CompTox DTXSID70583133

Structure

InChI Key NXWASIVXQMMPLM-ZXMXYHOLSA-N
Smiles CN[C@H](CNC(=O)N1CCC[C@@H]([C@@H](OCCNC(=O)OC)c2cccc(Cl)c2)C1)C[C@H]1CCCOC1
InChI
InChI=1S/C26H41ClN4O5/c1-28-23(14-19-6-5-12-35-18-19)16-30-25(32)31-11-4-8-21(17-31)24(20-7-3-9-22(27)15-20)36-13-10-29-26(33)34-2/h3,7,9,15,19,21,23-24,28H,4-6,8,10-14,16-18H2,1-2H3,(H,29,33)(H,30,32)/t19-,21-,23+,24+/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C26H41ClN4O5
Molecular Weight 525.09
AlogP 3.58
Hydrogen Bond Acceptor 6.0
Hydrogen Bond Donor 3.0
Number of Rotational Bond 11.0
Polar Surface Area 101.16
Molecular species BASE
Aromatic Rings 1.0
Heavy Atoms 36.0
Assay Description Organism Bioactivity Reference
Inhibition of renin in plasma None 10.0 nM
Inhibition of human recombinant renin using DABCYL-gamma-Abu-Ile-His-Pro-Phe-His-Leu-Val-Ile-His-Thr-EDANS as substrate for 60 mins by fluorimetry Homo sapiens 0.47 nM
Inhibition of human recombinant renin using H-Asp-Arg-Val-Tyr-Ile-His-Pro-Phe-His-Leu-Val-Ile-His-Asn-OH as substrate assessed as formation of angiotensin1 product after 2 hrs by competive radioimmunoassay Homo sapiens 0.3 nM
Inhibition of renin in human plasma assessed as formation of angiotensin1 product after 90 mins by competitive radioimmunoassay Homo sapiens 1.1 nM
Inhibition of human recombinant cathepsin E using Mca-GKPILFFRLK(Dnp)-D-Arg-NH2 as substrate at 10 uM incubated for 10 mins prior to substrate addition measured for 1 hr by FRET analysis Homo sapiens 10.0 %
Inhibition of human cathepsin D using Mca-GKPILFFRLK(Dnp)-D-Arg-NH2 as substrate at 10 uM incubated for 10 mins prior to substrate addition measured for 1 hr by FRET analysis Homo sapiens 10.0 %
Inhibition of BACE using SEVNLDAEFK(Dnp)NH2 as substrate at 10 uM incubated for 10 mins prior to substrate addition measured for 1 hr by FRET analysis None 10.0 %
Inhibition of renin (unknown origin) Homo sapiens 0.5 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 3.64 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 13.19 %
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 -0.17 % 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 -0.17 %
Inhibition of renin (unknown origin) relative to control Homo sapiens 90.0 %

Cross References

Resources Reference
ChEMBL CHEMBL1276678
DrugBank DB12416
FDA SRS 254XY8NV84
PDB RX5
PubChem 16126898
SureChEMBL SCHEMBL1160991
ZINC ZINC000035328520
CONTENTS