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Compound Detail

CHEMBL254156

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COc1cc(C(=O)Nc2ccccc2-c2cn3c(CN4CCNCC4)csc3n2)cc(OC)c1OC

Basic Information

ChEMBL ID CHEMBL254156
Phase Preclinical
Structure Type MOL
InChI Key SBEWVVLMFLTQFE-UHFFFAOYSA-N
1
Targets
4
Activities
2
Assay Types
6
PK Parameters
8
Publications
0
Known Names

Molecular Properties

507.6
MW (Da)
3.75
ALogP
9
HBA
2
HBD
89.4
PSA (Ų)
0.38
QED
1
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C26H29N5O4S
MW 507.62
Aromatic Rings 4
Heavy Atoms 36
NP-Likeness -1.43

Activity Summary

EC50 2 meas. best 5.75
Kd 2 meas. best 4.79

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
NAD-dependent protein deacetylase sirtuin-1
CHEMBL4506
EC50 5.75 5.645 1800.0 2
NAD-dependent protein deacetylase sirtuin-1
CHEMBL4506
Kd 4.79 4.79 16200.0 2

Pharmacokinetic Data

Parameter Value Units Species
AUC 45000.0 ng.hr.mL-1 Mus musculus
Cmax 14000.0 nM Mus musculus
F 40.0 % Mus musculus
T1/2 5.0 hr Mus musculus
T1/2 1.867 hr Homo sapiens
T1/2 6.0 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
18046409 10.1038/nature06261 NAD-dependent protein deacetylase sirtuin-1 5
19199480 10.1021/jm8012954 Mus musculus 4
19199480 10.1021/jm8012954 NAD-dependent protein deacetylase sirtuin-1 3
23316803 10.1021/jm301032j NAD-dependent protein deacetylase sirtuin-1 3
19199480 10.1021/jm8012954 No relevant target 2
19199480 10.1021/jm8012954 ADMET 2
18046409 10.1038/nature06261 NAD-dependent protein deacetylase sirtuin-2 1
18046409 10.1038/nature06261 NAD-dependent protein deacetylase sirtuin-3, mitochondrial 1

Data from ChEMBL 36 via Core Engine