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Compound Detail

CHEMBL3827281

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COc1ccc(-c2nc(N3CCOCC3)c3nc(CN(C)c4ncc(C(=O)NO)cn4)n(C)c3n2)cn1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3827281
Phase Preclinical
Structure Type MOL
InChI Key ZPAHLBXHWVNFMV-UHFFFAOYSA-N
12
Targets
14
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

506.5
MW (Da)
0.82
ALogP
13
HBA
2
HBD
156.5
PSA (Ų)
0.27
QED
2
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H26N10O4
MW 506.53
Aromatic Rings 4
Heavy Atoms 37
NP-Likeness -1.79

Activity Summary

IC50 12 meas. best 9.16
EC50 2 meas. best 6.93

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
MV4-11
CHEMBL613835
 IC50 9.16 9.16 0.7 1
Histone deacetylase 1
CHEMBL325
 IC50 9.0 9.0 1.0 1
Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2)
CHEMBL2111363
 IC50 8.33 8.33 4.7 1
Histone deacetylase
CHEMBL2093865
 IC50 8.21 8.21 6.1 1
Histone deacetylase 2
CHEMBL1937
 IC50 7.94 7.94 11.5 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 7.89 7.84 12.9 2
Polyamine deacetylase HDAC10
CHEMBL5103
 IC50 7.76 7.76 17.6 1
Histone deacetylase 6
CHEMBL1865
 IC50 7.74 7.74 18.2 1
Histone deacetylase 1/2/3
CHEMBL3430897
 EC50 6.93 6.93 117.7 1
Histone deacetylase 6
CHEMBL1865
 EC50 6.7 6.7 198.6 1
Histone deacetylase 8
CHEMBL3192
 IC50 6.66 6.66 217.0 1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform
CHEMBL3267
 IC50 6.59 6.59 255.0 1
PI3-kinase p110-delta/p85-alpha
CHEMBL2111432
 IC50 6.31 6.31 493.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
MV4-11 IC50 = 0.69 nM 9.16 Cytotoxicity against human MV4-11 cells assessed as growth inhibition after 24 h... 27186676
Histone deacetylase 1 IC50 = 1.0 nM 9.0 Inhibition of full length C-terminal His/FLAG-tagged human recombinant HDAC1 exp... 27186676
Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2) IC50 = 4.65 nM 8.33 Inhibition of full length C-terminal His-tagged human recombinant HDAC3/NCOR2 (3... 27186676
Histone deacetylase IC50 = 6.1 nM 8.21 Inhibition of HDAC in human HeLa cell nuclear extract using Ac-Leu-Gly-Lys (Ac)-... 27186676
Histone deacetylase 2 IC50 = 11.46 nM 7.94 Inhibition of full length human recombinant HDAC2 expressed in baculovirus infec... 27186676
NON-PROTEIN TARGET IC50 = 12.94 nM 7.89 Cytotoxicity against human A2780S cells assessed as growth inhibition after 24 h... 27186676
NON-PROTEIN TARGET IC50 = 16.13 nM 7.79 Cytotoxicity against human HCT116 cells assessed as growth inhibition after 24 h... 27186676
Polyamine deacetylase HDAC10 IC50 = 17.55 nM 7.76 Inhibition of human recombinant HDAC10 expressed in baculovirus infected insect ... 27186676
Histone deacetylase 6 IC50 = 18.22 nM 7.74 Inhibition of full length human recombinant HDAC6 expressed in baculovirus infec... 27186676
Histone deacetylase 1/2/3 EC50 = 117.65 nM 6.93 Inhibition of HDAC1/2/3 in human A2780S cells assessed as histone H3 acetylation... 27186676
Histone deacetylase 6 EC50 = 198.6 nM 6.7 Inhibition of HDAC6 in human A2780S cells assessed as tubulin acetylation incuba... 27186676
Histone deacetylase 8 IC50 = 217.0 nM 6.66 Inhibition of full length C-terminal His-tagged human recombinant HDAC8 expresse... 27186676
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform IC50 = 255.0 nM 6.59 Inhibition of His-tagged full length recombinant human p110gamma expressed in ba... 27186676
PI3-kinase p110-delta/p85-alpha IC50 = 493.0 nM 6.31 Inhibition of N-terminal His6-tagged recombinant full-length human p110delta/unt... 27186676

Literature References

PubMed DOI Target Context # Activities
27186676 10.1021/acs.jmedchem.6b00579 MV4-11 2
27186676 10.1021/acs.jmedchem.6b00579 NON-PROTEIN TARGET 2
27186676 10.1021/acs.jmedchem.6b00579 Histone deacetylase 6 2
27186676 10.1021/acs.jmedchem.6b00579 Histone deacetylase 9 1
27186676 10.1021/acs.jmedchem.6b00579 Mus musculus 1
27186676 10.1021/acs.jmedchem.6b00579 Histone deacetylase 1/2/3 1
27186676 10.1021/acs.jmedchem.6b00579 Histone deacetylase 1
27186676 10.1021/acs.jmedchem.6b00579 PI3-kinase p110-delta/p85-alpha 1
27186676 10.1021/acs.jmedchem.6b00579 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform 1
27186676 10.1021/acs.jmedchem.6b00579 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform 1
27186676 10.1021/acs.jmedchem.6b00579 Histone deacetylase 11 1
27186676 10.1021/acs.jmedchem.6b00579 Polyamine deacetylase HDAC10 1
27186676 10.1021/acs.jmedchem.6b00579 Histone deacetylase 1 1
27186676 10.1021/acs.jmedchem.6b00579 Histone deacetylase 7 1
27186676 10.1021/acs.jmedchem.6b00579 Histone deacetylase 5 1
27186676 10.1021/acs.jmedchem.6b00579 Histone deacetylase 4 1
27186676 10.1021/acs.jmedchem.6b00579 Histone deacetylase 8 1
27186676 10.1021/acs.jmedchem.6b00579 Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2) 1
27186676 10.1021/acs.jmedchem.6b00579 Histone deacetylase 2 1
27186676 10.1021/acs.jmedchem.6b00579 PI3-kinase p110-alpha/p85-alpha 1

Data from ChEMBL 36 via Core Engine