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Compound Detail

CHEMBL389687

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N[C@@H](Cc1ccccc1)C(=O)Nc1ccccc1-c1ccc(NC(=O)CCCCCCC(=O)NO)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL389687
Phase Preclinical
Structure Type MOL
InChI Key SZYFHRXJYNBDKS-VWLOTQADSA-N
8
Targets
21
Activities
1
Assay Types
0
PK Parameters
8
Publications
0
Known Names

Molecular Properties

502.6
MW (Da)
4.65
ALogP
5
HBA
5
HBD
133.6
PSA (Ų)
0.13
QED
1
Ro5 Violations
13
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C29H34N4O4
MW 502.62
Aromatic Rings 3
Heavy Atoms 37
NP-Likeness -0.45

Activity Summary

IC50 21 meas. best 8.12

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 6
CHEMBL1865
 IC50 8.12 8.12 7.5 1
Histone deacetylase 1
CHEMBL325
 IC50 7.39 7.39 40.9 1
Polyamine deacetylase HDAC10
CHEMBL5103
 IC50 7.34 7.34 46.1 1
Histone deacetylase
CHEMBL2093865
 IC50 7.1 7.1 80.0 2
Plasmodium falciparum
CHEMBL364
 IC50 7.02 6.7413 95.0 8
Histone deacetylase 2
CHEMBL1937
 IC50 6.81 6.81 156.0 1
Histone deacetylase 8
CHEMBL3192
 IC50 5.8 5.8 1600.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 5.52 4.8717 3000.0 6

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 6 IC50 = 7.5 nM 8.12 Inhibition of His-tagged HDAC6 expressed in Sf9 cells by fluorescence-based assa... 17539623
Histone deacetylase 1 IC50 = 40.9 nM 7.39 Inhibition of His-tagged HDAC1 expressed in Sf9 cells by fluorescence-based assa... 17539623
Polyamine deacetylase HDAC10 IC50 = 46.1 nM 7.34 Inhibition of His-tagged HDAC10 expressed in Sf9 cells by fluorescence-based ass... 17539623
Histone deacetylase IC50 = 80.0 nM 7.1 Inhibition of human HDAC in HeLa cells by fluorescent activity assay 19223622
Histone deacetylase IC50 = 80.0 nM 7.1 Inhibition of HDAC (unknown origin) using Fluor-Lys as substrate -
Plasmodium falciparum IC50 = 95.0 nM 7.02 Antimalarial activity against chloroquine-resistant Plasmodium falciparum FCB1 a... 19223622
Plasmodium falciparum IC50 = 150.0 nM 6.82 Antimalarial activity against Plasmodium falciparum FCR3 assessed as parasite gr... 19223622
Histone deacetylase 2 IC50 = 156.0 nM 6.81 Inhibition of His-tagged HDAC2 expressed in Sf9 cells by fluorescence-based assa... 17539623
Plasmodium falciparum IC50 = 160.0 nM 6.8 Antimalarial activity against Plasmodium falciparum 7G8 assessed as parasite gro... 19223622
Plasmodium falciparum IC50 = 170.0 nM 6.77 Antimalarial activity against Plasmodium falciparum Dd2 assessed as parasite gro... 19223622
Plasmodium falciparum IC50 = 175.0 nM 6.76 Antimalarial activity against sPlasmodium falciparum VS/1 assessed as parasite g... 19223622
Plasmodium falciparum IC50 = 180.0 nM 6.75 Antimalarial activity against Plasmodium falciparum HB3 assessed as parasite gro... 19223622
Plasmodium falciparum IC50 = 220.0 nM 6.66 Antimalarial activity against chloroquine-sensitive Plasmodium falciparum 3D7 as... 19223622
Plasmodium falciparum IC50 = 449.0 nM 6.35 Inhibition of HDAC in Plasmodium falciparum 3D7 by fluorescent activity assay 19223622
Histone deacetylase 8 IC50 = 1600.0 nM 5.8 Inhibition of His-tagged HDAC8 expressed in Sf9 cells by fluorescence-based assa... 17539623
NON-PROTEIN TARGET IC50 = 3000.0 nM 5.52 Antiproliferative activity against human MCF7 cells -
NON-PROTEIN TARGET IC50 = 4500.0 nM 5.35 Antiproliferative activity against human HeLa cells -
NON-PROTEIN TARGET IC50 = 7000.0 nM 5.16 Antiproliferative activity against human SQ20B cells -
NON-PROTEIN TARGET IC50 = 8000.0 nM 5.1 Antiproliferative activity against human PC3 cells -
NON-PROTEIN TARGET IC50 = 80000.0 nM 4.1 Antiproliferative activity against human NHP5 cells -

Literature References

PubMed DOI Target Context # Activities
19223622 10.1128/aac.00729-08 Plasmodium falciparum 8
17539623 10.1021/jm070178x Histone deacetylase 1 1
17539623 10.1021/jm070178x Polyamine deacetylase HDAC10 1
17539623 10.1021/jm070178x Histone deacetylase 2 1
17539623 10.1021/jm070178x Histone deacetylase 8 1
17539623 10.1021/jm070178x Histone deacetylase 6 1
19223622 10.1128/aac.00729-08 Unchecked 1
19223622 10.1128/aac.00729-08 Histone deacetylase 1

Data from ChEMBL 36 via Core Engine