GIVINOSTAT

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Synonyms
Status
Molecule Category UNKNOWN
UNII 5P60F84FBH
EPA CompTox DTXSID70198049

Structure

InChI Key YALNUENQHAQXEA-UHFFFAOYSA-N
Smiles CCN(CC)Cc1ccc2cc(COC(=O)Nc3ccc(C(=O)NO)cc3)ccc2c1
InChI
InChI=1S/C24H27N3O4/c1-3-27(4-2)15-17-5-7-21-14-18(6-8-20(21)13-17)16-31-24(29)25-22-11-9-19(10-12-22)23(28)26-30/h5-14,30H,3-4,15-16H2,1-2H3,(H,25,29)(H,26,28)

Physicochemical Descriptors

Property Name Value
Molecular Formula C24H27N3O4
Molecular Weight 421.5
AlogP 4.55
Hydrogen Bond Acceptor 5.0
Hydrogen Bond Donor 3.0
Number of Rotational Bond 8.0
Polar Surface Area 90.9
Molecular species BASE
Aromatic Rings 3.0
Heavy Atoms 31.0
Assay Description Organism Bioactivity Reference
Inhibition of human HDAC1 Homo sapiens 2.0 nM
Inhibition of human HDAC2 Homo sapiens 3.0 nM
Inhibition of human HDAC3 Homo sapiens 3.0 nM
Inhibition of human HDAC5 Homo sapiens 600.0 nM
Inhibition of human HDAC6 Homo sapiens 4.2 nM
Inhibition of human HDAC7 Homo sapiens 240.0 nM
Activity of human HDAC8 Homo sapiens 39.0 nM
Inhibition of human HDAC9 Homo sapiens 390.0 nM
Inhibition of human HDAC1 Homo sapiens 2.0 nM
Inhibition of human HDAC2 Homo sapiens 3.0 nM
Inhibition of human HDAC3 Homo sapiens 3.0 nM
Inhibition of human HDAC8 Homo sapiens 39.0 nM
Inhibition of human HDAC5 Homo sapiens 600.0 nM
Inhibition of human HDAC7 Homo sapiens 240.0 nM
Inhibition of human HDAC9 Homo sapiens 390.0 nM
Inhibition of human HDAC6 Homo sapiens 4.2 nM
Inhibition of recombinant human LTA4H aminopeptidase activity expressed in Escherichia coli BL21 (DE3) pLysS assessed as formation of p-NA from Ala-p-NA at 10 uM preincubated for 10 mins followed by substrate addition measured after 10 mins Homo sapiens 50.0 %
Inhibition of recombinant human LTA4H Epoxide Hydrolase expressed in Escherichia coli BL21 (DE3) pLysS at 10 uM preincubated for 10 mins followed by addition of LTA4 as substrate measured after 15 mins by reverse-phase HPLC analysis Homo sapiens 50.0 %
Inhibition of maize HD2 Zea mays 7.5 nM
Inhibition of maize HD1B Zea mays 7.5 nM
Inhibition of maize HD1A Zea mays 7.5 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 9.34 %
Inhibition of recombinant full length human N-terminal GST-tagged HDAC6 expressed in baculovirus infected sf9 insect cells pretreated with compound followed by Fluor de Lys deacetylase substrate addition by fluorescence method Homo sapiens 44.0 nM
Cytotoxicity against human 697 cells after 48 hrs by CellTiter 96 aqueous one solution assay Homo sapiens 100.0 nM
Cytotoxicity against human PBMC cells after 72 hrs by CellTiter 96 aqueous one solution assay Homo sapiens 313.0 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 1.082 %
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 5.11 % 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 5.11 %
Inhibition of recombinant human HDAC11 expressed in baculovirus infected sf9 cells using Fluor-de-lys as substrate preincubated for 15 mins followed by substrate addition and measured after 60 mins by fluorescence method Homo sapiens 287.0 nM
Inhibition of recombinant human HDAC6 using Fluor-de-lys as substrate preincubated for 15 mins followed by substrate addition and measured after 60 mins by fluorescence method Homo sapiens 312.0 nM
Inhibition of recombinant human HDAC10 (2 to 631 residues) expressed in baculovirus infected sf9 cells using Fluor-de-lys as substrate preincubated for 15 mins followed by substrate addition and measured after 60 mins by fluorescence method Homo sapiens 331.0 nM
Inhibition of C-terminal His-tagged human HDAC9 (604 to 1066 residues) expressed in baculovirus infected sf9 cells using Boc-L-Lys-MCA as substrate preincubated for 15 mins followed by substrate addition and measured after 60 mins by fluorescence method Homo sapiens 512.0 nM
Inhibition of human N-terminal GST-tagged HDAC7 (518 to end residues) expressed in baculovirus infected sf9 cells using Boc-L-Lys-MCA as substrate preincubated for 15 mins followed by substrate addition and measured after 60 mins by fluorescence method Homo sapiens 524.0 nM
Inhibition of recombinant human C-terminal FLAG/His-tagged HDAC1 (1 to 482 residues) expressed in sf9 cells using Fluor-de-lys as substrate preincubated for 15 mins followed by substrate addition and measured after 60 mins by fluorescence method Homo sapiens 133.0 nM
Inhibition of human HDAC2 expressed in Sf9 cells using Fluor-de-lys as substrate preincubated for 15 mins followed by substrate addition and measured after 60 mins by fluorescence method Homo sapiens 293.0 nM
Inhibition of human C-terminal His-tagged HDAC3 (1 to 428 residues)/human N-terminal GST-tagged NcoR2 (395 to 489 residues) expressed in sf9 cells using Fluor-de-lys as substrate preincubated for 15 mins followed by substrate addition and measured after 60 mins by fluorescence method Homo sapiens 136.0 nM
Inhibition of recombinant human C-terminal His-tagged HDAC8 expressed in baculovirus infected sf9 cells using Fluor-de-lys as substrate by fluorometric method Homo sapiens 837.0 nM
Inhibition of human HDAC5 using Boc-L-Lys-MCA as substrate preincubated for 15 mins followed by substrate addition and measured after 60 mins by fluorescence method Homo sapiens 532.0 nM
Inhibition of recombinant human C-terminal His-tagged HDAC1 expressed in Sf9 insect cells using Fluor de Lys deacetylase or Fluor de Lys Green deacetylase as substrate by fluorescent microplate reader assay Homo sapiens 70.0 nM
Inhibition of recombinant human full length N-terminal GST-tagged HDAC6 expressed in Sf9 insect cells using Fluor de Lys deacetylase or Fluor de Lys Green deacetylase substrate by fluorescent microplate reader assay Homo sapiens 23.0 nM

Cross References

Resources Reference
ChEBI 94187
ChEMBL CHEMBL1213492
DrugBank DB12645
FDA SRS 5P60F84FBH
Guide to Pharmacology 7490
PDB QCM
PubChem 9804992
SureChEMBL SCHEMBL1555814
ZINC ZINC000003820616
CONTENTS