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Compound Detail

CHEMBL595354

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CN(C)CCCCC(=O)Nc1ccc(NC(=S)NC(=O)c2ccc(C(C)(C)C)cc2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL595354
Phase Preclinical
Structure Type MOL
InChI Key BVJSXSQRIUSRCO-UHFFFAOYSA-N
4
Targets
24
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

454.6
MW (Da)
4.78
ALogP
4
HBA
3
HBD
73.5
PSA (Ų)
0.40
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C25H34N4O2S
MW 454.64
Aromatic Rings 2
Heavy Atoms 32
NP-Likeness -1.58

Activity Summary

IC50 24 meas. best 5.12

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
NAD-dependent protein deacetylase sirtuin-2
CHEMBL4462
 IC50 5.12 4.7633 7600.0 9
NAD-dependent protein deacetylase sirtuin-1
CHEMBL4506
 IC50 4.7 4.459 20000.0 10
NAD-dependent protein deacetylase sirtuin-3, mitochondrial
CHEMBL4461
 IC50 4.59 4.23 25700.0 4
Saccharomyces cerevisiae
CHEMBL361
 IC50 4.52 4.52 30000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
NAD-dependent protein deacetylase sirtuin-2 IC50 = 7600.0 nM 5.12 Inhibition of recombinant human His6-tagged SIRT2 using H2N-HK-[Nepsilon-acetyl-... 27707605
NAD-dependent protein deacetylase sirtuin-2 IC50 = 10000.0 nM 5.0 Inhibition of human SIRT-2 using Fluor de Lys as substrate by fluorescence assay -
NAD-dependent protein deacetylase sirtuin-2 IC50 = 10000.0 nM 5.0 Inhibition of human SIRT2 assessed as deacetylation activity using acetylated ly... 27153347
NAD-dependent protein deacetylase sirtuin-2 IC50 = 10000.0 nM 5.0 Inhibition of sirtuin 2 (unknown origin) 30342425
NAD-dependent protein deacetylase sirtuin-1 IC50 = 20000.0 nM 4.7 Inhibition of sirtuin 1 (unknown origin) 30342425
NAD-dependent protein deacetylase sirtuin-1 IC50 = 21000.0 nM 4.68 Inhibition of human SIRT-1 using Fluor de Lys as substrate by fluorescence assay -
NAD-dependent protein deacetylase sirtuin-1 IC50 = 21000.0 nM 4.68 Inhibition of human SIRT1 assessed as deacetylation activity using acetylated ly... 27153347
NAD-dependent protein deacetylase sirtuin-1 IC50 = 21000.0 nM 4.68 Inhibition Assay: SIRT1 inhibition assay. -
NAD-dependent protein deacetylase sirtuin-3, mitochondrial IC50 = 25700.0 nM 4.59 Inhibition of recombinant human His6-tagged SIRT3 using H2N-HK-[Nepsilon-acetyl-... 27707605
NAD-dependent protein deacetylase sirtuin-2 IC50 = 25600.0 nM 4.59 Inhibition of human recombinant SIRT2 using AMC-p53 (317 to 320 residues) as sub... -
NAD-dependent protein deacetylase sirtuin-2 IC50 = 25600.0 nM 4.59 Inhibition of human recombinant SIRT2 using p53 (317 to 320 residues) conjugated... 32904142
NAD-dependent protein deacetylase sirtuin-2 IC50 = 27000.0 nM 4.57 Inhibition of recombinant human C-terminal His-tagged SIRT2 (13 to 319 residues)... -
NAD-dependent protein deacetylase sirtuin-2 IC50 = 29730.0 nM 4.53 Inhibition of human recombinant C-terminal His-tagged SIRT2 (13 to 319 amino aci... 24992072
NAD-dependent protein deacetylase sirtuin-1 IC50 = 29700.0 nM 4.53 Inhibition of recombinant human GST or His6-tagged SIRT1 using H2N-HK-[Nepsilon-... 27707605
Saccharomyces cerevisiae IC50 = 30000.0 nM 4.52 Growth inhibition of yeast 27153347
NAD-dependent protein deacetylase sirtuin-2 IC50 = 33990.0 nM 4.47 Inhibition of recombinant human SIRT2 using KTcr-I as substrate preincubated for... 33422982
NAD-dependent protein deacetylase sirtuin-1 IC50 = 42100.0 nM 4.38 Inhibition of human recombinant SIRT1 using AMC-p53 (379 to 382 residues) as sub... -
NAD-dependent protein deacetylase sirtuin-1 IC50 = 42100.0 nM 4.38 Inhibition of human recombinant SIRT1 using p53 (379 to 382 residues) conjugated... 32904142
NAD-dependent protein deacetylase sirtuin-1 IC50 = 47800.0 nM 4.32 Inhibition of recombinant human N-terminal GST-tagged SIRT1 (193 to 741 residues... -
NAD-dependent protein deacetylase sirtuin-1 IC50 = 58100.0 nM 4.24 Inhibition of human recombinant N-terminal GST-tagged SIRT1 (193 to 741 amino ac... 24992072

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
24992072 10.1016/j.ejmech.2014.06.060 NAD-dependent protein deacetylase sirtuin-1 2
24992072 10.1016/j.ejmech.2014.06.060 NAD-dependent protein deacetylase sirtuin-2 2
- 10.1039/C5MD00307E NAD-dependent protein deacetylase sirtuin-2 2
- 10.1039/C5MD00307E NAD-dependent protein deacetylase sirtuin-1 2
27707605 10.1016/j.bmcl.2016.09.055 Unchecked 2
27153347 10.1016/j.ejmech.2016.04.063 Saccharomyces cerevisiae 1
- 10.6019/CHEMBL5724796 Bromodomain-containing protein 4 1
- 10.1039/C6MD00378H NAD-dependent protein deacetylase sirtuin-2 1
- 10.1039/C6MD00378H NAD-dependent protein deacetylase sirtuin-1 1
27707605 10.1016/j.bmcl.2016.09.055 NAD-dependent protein deacylase sirtuin-6 1
27707605 10.1016/j.bmcl.2016.09.055 NAD-dependent protein deacylase sirtuin-5, mitochondrial 1
27707605 10.1016/j.bmcl.2016.09.055 NAD-dependent protein deacetylase sirtuin-3, mitochondrial 1
27707605 10.1016/j.bmcl.2016.09.055 NAD-dependent protein deacetylase sirtuin-2 1
27707605 10.1016/j.bmcl.2016.09.055 NAD-dependent protein deacetylase sirtuin-1 1
19734050 10.1016/j.bmc.2009.07.073 NAD-dependent protein deacetylase sirtuin-1 1
27153347 10.1016/j.ejmech.2016.04.063 NAD-dependent protein deacetylase sirtuin-1 1
27153347 10.1016/j.ejmech.2016.04.063 NAD-dependent protein deacetylase sirtuin-2 1
- 10.1039/C1MD00199J NAD-dependent protein deacetylase sirtuin-1 1
- 10.1039/C1MD00199J NAD-dependent protein deacetylase sirtuin-2 1

Data from ChEMBL 36 via Core Engine