AR-42

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Search structure


Synonyms	(S)-HDAC 42 (S)-HDAC-42 AR42 Ar-42 Osu-hdac 42 Rec-2282
Status
Molecule Category	UNKNOWN
UNII	E0GG29V0AQ
EPA CompTox	DTXSID4042678


Active Pharmaceutical Ingredients Bioactive chemicals	Exact Similarity SubStructure	Threshold (%) >= 70

Structure


InChI Key	LAMIXXKAWNLXOC-INIZCTEOSA-N
Smiles	CC(C)[C@H](C(=O)Nc1ccc(C(=O)NO)cc1)c1ccccc1
InChI	InChI=1S/C18H20N2O3/c1-12(2)16(13-6-4-3-5-7-13)18(22)19-15-10-8-14(9-11-15)17(21)20-23/h3-12,16,23H,1-2H3,(H,19,22)(H,20,21)/t16-/m0/s1

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C18H20N2O3
Molecular Weight	312.37
AlogP	3.18
Hydrogen Bond Acceptor	3.0
Hydrogen Bond Donor	3.0
Number of Rotational Bond	5.0
Polar Surface Area	78.43
Molecular species	NEUTRAL
Aromatic Rings	2.0
Heavy Atoms	23.0

Assay Description	Organism	Bioactivity	Reference
In vitro inhibitory concentration against histone deacetylase of DU-145 prostate cell nuclear extract as deacetylation of biotinylated [3H]-acetyl histone H4 peptide	Homo sapiens	16.0 nM
Inhibitory concentration against DU-145 prostate cancer cell proliferation over 96 hr	Homo sapiens	110.0 nM
Inhibition of HDAC activity in human DU-145 cell nuclear extract	Homo sapiens	16.0 nM
Inhibition of human HDAC1 at 1 uM using p53 (379 to 382 residues) derived fluorogenic peptide RHKKAc	Homo sapiens	95.0 %
Inhibition of human HDAC2 at 1 uM using p53 (379 to 382 residues) derived fluorogenic peptide RHKKAc	Homo sapiens	72.0 %
Inhibition of human HDAC3/NCOR2 at 1 uM using p53 (379 to 382 residues) derived fluorogenic peptide RHKKAc	Homo sapiens	93.0 %
Inhibition of human HDAC4 at 1 uM using Boc-Lys(trifluoroacetyl)-AMC substrate	Homo sapiens	21.0 %
Inhibition of human HDAC5 at 1 uM using Boc-Lys(trifluoroacetyl)-AMC substrate	Homo sapiens	0.0 %
Inhibition of human HDAC6 at 1 uM using p53 (379 to 382 residues) derived fluorogenic peptide RHKKAc	Homo sapiens	100.0 %
Inhibition of human HDAC7 at 1 uM using Boc-Lys(trifluoroacetyl)-AMC substrate	Homo sapiens	22.0 %
Inhibition of human HDAC8 at 1 uM using p53 (379 to 382 residues) derived fluorogenic peptide RHKAcKAc	Homo sapiens	87.0 %
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	-5.36 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate	Severe acute respiratory syndrome coronavirus 2	30.83 %		SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate	Severe acute respiratory syndrome coronavirus 2	6.289 %
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	3.1 %		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	4.8 %		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	4.8 %		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	3.1 %
Inhibition of recombinant human HDAC7 using Ac-LGK(TFA)-AMC as substrate pre-incubated for 15 mins followed by substrate addition and measured after 60 mins by fluorescence based assay	Homo sapiens	430.0 nM
Inhibition of recombinant human HDAC1 using Ac-LGK(Ac)-AMC as substrate preincubated for 30 mins followed by substrate addition and measured after 90 mins by fluorescence based assay	Homo sapiens	20.0 nM
Inhibition of recombinant human HDAC6 using Boc-Lys(Ac)-AMC as substrate pre-incubated for 15 mins followed by substrate addition and measured after 60 mins by fluorescence based assay	Homo sapiens	6.6 nM
Inhibition of recombinant human HDAC8 using Ac-LGK(TFA)-AMC as substrate preincubated for 30 mins followed by substrate addition and measured after 90 mins by fluorescence based assay	Homo sapiens	170.0 nM
Inhibition of Class 1 histone deacetylase in human THP-1 cells using Ac-LGK(Ac)-AMC as substrate incubated for 3 hrs followed by 50 uM SAHA addition and measured after 1 hr by fluorescence based assay	Homo sapiens	300.0 nM

Cross References

Resources	Reference
ChEMBL	CHEMBL191482
DrugBank	DB12707
FDA SRS	E0GG29V0AQ
PDB	QCP
SureChEMBL	SCHEMBL2348844
ZINC	ZINC000013671721

CONTENTS

PREMIER has received funding from the Innovative Medicines Initiative 2 Joint Undertaking (JU) under grant agreement No 875508. The JU receives support from the EU’s Horizon 2020 research and innovation programme and the European Federation of Pharmaceutical Industries and Associations (EFPIA). The views reflect only the authors’ perspective and the JU is not responsible for any use that may be made of the information this manuscript contains.

Elements of the website have been developed under projects PREMIER and the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT is thanked for providing computational resources. Content of the website is provided without guarantee for correctness. Data has been collected and integrated from multiple public sources, for the largest: FDA, HUGO Gene Nomenclature Committee, ChEMBL, IUPHAR/BPS guide to pharmacology, Reactome, UniProt, and Ensembl. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).