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Compound Detail

CHEMBL224864

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N#C/C(=C\c1ccc(-c2cc(Cl)ccc2Cl)o1)C(=O)Nc1cccc2ncccc12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL224864
Phase Preclinical
Structure Type MOL
InChI Key SVENPFFEMUOOGK-SDNWHVSQSA-N
5
Targets
31
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

434.3
MW (Da)
6.35
ALogP
4
HBA
1
HBD
78.9
PSA (Ų)
0.30
QED
1
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H13Cl2N3O2
MW 434.28
Aromatic Rings 4
Heavy Atoms 30
NP-Likeness -1.76

Activity Summary

IC50 31 meas. best 5.81

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
NAD-dependent protein deacetylase sirtuin-2
CHEMBL4462
 IC50 5.81 5.3285 1560.0 20
NAD-dependent protein deacetylase sirtuin-1
CHEMBL4506
 IC50 4.52 4.328 30000.0 5
Unchecked
CHEMBL612545
 IC50 4.32 4.32 47600.0 1
NAD-dependent protein deacetylase sirtuin-3, mitochondrial
CHEMBL4461
 IC50 4.28 4.12 52800.0 3
Hs 683
CHEMBL612596
 IC50 4.1 4.1 80200.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
NAD-dependent protein deacetylase sirtuin-2 IC50 = 1560.0 nM 5.81 Inhibition of full length human SIRT2 expressed in Escherichia coli BL21 (DE3) c... 25275824
NAD-dependent protein deacetylase sirtuin-2 IC50 = 2800.0 nM 5.55 Inhibition of N-terminal His-tagged recombinant human SIRT-2 expressed in Escher... 28475330
NAD-dependent protein deacetylase sirtuin-2 IC50 = 3000.0 nM 5.52 Inhibition of GST-tagged human recombinant SIRT2 (34 to 356 residues) expressed ... 25515955
NAD-dependent protein deacetylase sirtuin-2 IC50 = 3500.0 nM 5.46 Inhibition of human recombinant SIRT2 using fluorescent peptide substrate by flu... 17588900
NAD-dependent protein deacetylase sirtuin-2 IC50 = 3500.0 nM 5.46 Inhibition of SirT2 18800048
NAD-dependent protein deacetylase sirtuin-2 IC50 = 3500.0 nM 5.46 Inhibition of SIRT2 21306906
NAD-dependent protein deacetylase sirtuin-2 IC50 = 3500.0 nM 5.46 Inhibition of Sirt2 21316248
NAD-dependent protein deacetylase sirtuin-2 IC50 = 3500.0 nM 5.46 Inhibition of human recombinant SIRT2 using Fluor de Lys-SIRT as substrate incub... 22642300
NAD-dependent protein deacetylase sirtuin-2 IC50 = 3500.0 nM 5.46 Inhibition of human recombinant SIRT2 using Fluor-de-Lys as substrate incubated ... 24675380
NAD-dependent protein deacetylase sirtuin-2 IC50 = 3500.0 nM 5.46 Inhibition of SIRT-2 (unknown origin) -
NAD-dependent protein deacetylase sirtuin-2 IC50 = 3500.0 nM 5.46 Inhibition of human recombinant SIRT2 25515955
NAD-dependent protein deacetylase sirtuin-2 IC50 = 3500.0 nM 5.46 Inhibition of human SIRT2 28135086
NAD-dependent protein deacetylase sirtuin-2 IC50 = 3500.0 nM 5.46 Inhibition of human recombinant SIRT2 using fluorescent peptide substrate incuba... 37902787
NAD-dependent protein deacetylase sirtuin-2 IC50 = 3540.0 nM 5.45 Inhibition of human recombinant SIRT2 by Flour de Lys assay 20041717
NAD-dependent protein deacetylase sirtuin-2 IC50 = 5500.0 nM 5.26 Inhibition of human recombinant SIRT2 expressed in Escherichia coli cells using ... 22931526
NAD-dependent protein deacetylase sirtuin-2 IC50 = 7900.0 nM 5.1 Inhibition of recombinant human C-terminal His-tagged SIRT2 (13 to 319 residues)... -
NAD-dependent protein deacetylase sirtuin-2 IC50 = 8340.0 nM 5.08 Inhibition of human recombinant SIRT2 using AMC-p53 (317 to 320 residues) as sub... -
NAD-dependent protein deacetylase sirtuin-2 IC50 = 8340.0 nM 5.08 Inhibition of human recombinant SIRT2 using p53 (317 to 320 residues) conjugated... 32904142
NAD-dependent protein deacetylase sirtuin-2 IC50 = 13900.0 nM 4.86 Inhibition of human recombinant SIRT2 assessed as deacetylation of N-acetyl lysi... 25549554
NAD-dependent protein deacetylase sirtuin-1 IC50 = 30000.0 nM 4.52 Inhibition of human recombinant SIRT1 using Fluor de Lys-SIRT as substrate incub... 22642300

Literature References

PubMed DOI Target Context # Activities
17588900 10.1126/science.1143780 NAD-dependent protein deacetylase sirtuin-2 7
32191458 10.1021/acs.jmedchem.9b01895 Aldehyde oxidase 6
23189967 10.1021/jm3011614 NON-PROTEIN TARGET 4
22931526 10.1021/jm301115r NON-PROTEIN TARGET 4
20041717 10.1021/jm9013345 Caenorhabditis elegans 3
28475330 10.1021/acs.jmedchem.7b00533 Unchecked 3
23189967 10.1021/jm3011614 U-937 3
28475330 10.1021/acs.jmedchem.7b00533 Hs 683 3
17588900 10.1126/science.1143780 H4 3
26982234 10.1021/acs.jmedchem.5b01376 SH-SY5Y 2
24675380 10.1016/j.bmcl.2014.03.026 NAD-dependent protein deacetylase sirtuin-2 2
17588900 10.1126/science.1143780 NAD-dependent protein deacetylase sirtuin-3, mitochondrial 2
22642300 10.1021/jm3002108 Unchecked 2
25818461 10.1016/j.bmcl.2015.03.018 NAD-dependent protein deacylase sirtuin-5, mitochondrial 2
21316248 10.1016/j.bmc.2011.01.029 Unchecked 2
28240897 10.1021/acs.jmedchem.6b01609 NAD-dependent protein deacetylase sirtuin-2 2
28135086 10.1021/acs.jmedchem.6b01690 NAD-dependent protein deacetylase sirtuin-2 2
25515955 10.1016/j.bmc.2014.11.027 NAD-dependent protein deacetylase sirtuin-2 2
- 10.1039/C5MD00307E NAD-dependent protein deacetylase sirtuin-1 2
28240897 10.1021/acs.jmedchem.6b01609 NAD-dependent protein deacylase sirtuin-5, mitochondrial 2

Data from ChEMBL 36 via Core Engine