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Compound Detail

CHEMBL4532398

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C[C@@H]1CN(C(=O)Nc2ccc(-c3nc(N4CCOCC4)c4cnn(CCCCCCC(=O)NO)c4n3)cc2)CCO1

Basic Information

ChEMBL ID CHEMBL4532398
Phase Preclinical
Structure Type MOL
InChI Key YPXRCUVTZDXVHY-HXUWFJFHSA-N
13
Targets
13
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

566.7
MW (Da)
3.04
ALogP
10
HBA
3
HBD
147.0
PSA (Ų)
0.19
QED
1
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C28H38N8O5
MW 566.66
Aromatic Rings 3
Heavy Atoms 41
NP-Likeness -1.97

Activity Summary

IC50 13 meas. best 9.72

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 1
CHEMBL325
IC50 9.72 9.72 0.2 1
Polyamine deacetylase HDAC10
CHEMBL5103
IC50 9.24 9.24 0.6 1
Histone deacetylase 2
CHEMBL1937
IC50 9.21 9.21 0.6 1
Serine/threonine-protein kinase mTOR
CHEMBL2842
IC50 8.92 8.92 1.2 1
Histone deacetylase 8
CHEMBL3192
IC50 8.89 8.89 1.3 1
Histone deacetylase 3
CHEMBL1829
IC50 8.83 8.83 1.5 1
Histone deacetylase 6
CHEMBL1865
IC50 8.74 8.74 1.8 1
Raji
CHEMBL614628
IC50 8.72 8.72 1.9 1
MV4-11
CHEMBL613835
IC50 8.39 8.39 4.0 1
MM1.S
CHEMBL4296471
IC50 8.14 8.14 7.3 1
OCI-AML2
CHEMBL2366220
IC50 8.04 8.04 9.0 1
OCI-AML-3
CHEMBL4296479
IC50 8.0 8.0 10.0 1
HCT-116
CHEMBL394
IC50 7.76 7.76 17.2 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 1 IC50 = 0.19 nM 9.72 Inhibition of recombinant full length HDAC1 (unknown origin) using Ac-peptide-AM... 30629434
Polyamine deacetylase HDAC10 IC50 = 0.58 nM 9.24 Inhibition of recombinant full length N-terminal FLAG-tagged human HDAC10 expres... 30629434
Histone deacetylase 2 IC50 = 0.61 nM 9.21 Inhibition of recombinant full length human HDAC2 expressed in baculovirus expre... 30629434
Serine/threonine-protein kinase mTOR IC50 = 1.2 nM 8.92 Inhibition of recombinant N-terminal FLAG-tagged human mTOR (1362 to end residue... 30629434
Histone deacetylase 8 IC50 = 1.28 nM 8.89 Inhibition of recombinant full length C-terminal His-tagged human HDAC8 expresse... 30629434
Histone deacetylase 3 IC50 = 1.47 nM 8.83 Inhibition of recombinant full length HDAC3 (unknown origin) using Ac-peptide-AM... 30629434
Histone deacetylase 6 IC50 = 1.8 nM 8.74 Inhibition of recombinant full length HDAC6 (unknown origin) using Ac-peptide-AM... 30629434
Raji IC50 = 1.9 nM 8.72 Antiproliferative activity against human Raji cells after 72 hrs by MTT assay 30629434
MV4-11 IC50 = 4.05 nM 8.39 Antiproliferative activity against human MV4-11 cells after 72 hrs by MTT assay 30629434
MM1.S IC50 = 7.3 nM 8.14 Antiproliferative activity against human MM1S cells after 72 hrs by MTT assay 30629434
OCI-AML2 IC50 = 9.01 nM 8.04 Antiproliferative activity against human OCI-AML2 cells after 72 hrs by MTT assa... 30629434
OCI-AML-3 IC50 = 9.98 nM 8.0 Antiproliferative activity against human OCI-AML3 cells after 72 hrs by MTT assa... 30629434
HCT-116 IC50 = 17.2 nM 7.76 Antiproliferative activity against human HCT116 cells after 72 hrs by MTT assay 30629434

Literature References

PubMed DOI Target Context # Activities
30629434 10.1021/acs.jmedchem.8b01825 MM1.S 39
30629434 10.1021/acs.jmedchem.8b01825 MV4-11 38
30629434 10.1021/acs.jmedchem.8b01825 ADMET 6
30629434 10.1021/acs.jmedchem.8b01825 Serine/threonine-protein kinase mTOR 6
30629434 10.1021/acs.jmedchem.8b01825 Histone deacetylase 6 2
30629434 10.1021/acs.jmedchem.8b01825 PI3-kinase p110-alpha/p85-alpha 2
30629434 10.1021/acs.jmedchem.8b01825 Histone deacetylase 1 1
30629434 10.1021/acs.jmedchem.8b01825 Histone deacetylase 2 1
30629434 10.1021/acs.jmedchem.8b01825 Histone deacetylase 3 1
30629434 10.1021/acs.jmedchem.8b01825 Histone deacetylase 8 1
30629434 10.1021/acs.jmedchem.8b01825 OCI-AML-3 1
30629434 10.1021/acs.jmedchem.8b01825 Polyamine deacetylase HDAC10 1
30629434 10.1021/acs.jmedchem.8b01825 HCT-116 1
30629434 10.1021/acs.jmedchem.8b01825 Histone deacetylase 4 1
30629434 10.1021/acs.jmedchem.8b01825 Histone deacetylase 5 1
30629434 10.1021/acs.jmedchem.8b01825 Histone deacetylase 7 1
30629434 10.1021/acs.jmedchem.8b01825 Histone deacetylase 9 1
30629434 10.1021/acs.jmedchem.8b01825 Histone deacetylase 11 1
30629434 10.1021/acs.jmedchem.8b01825 Raji 1
30629434 10.1021/acs.jmedchem.8b01825 FKBP12A/mTOR 1

Data from ChEMBL 36 via Core Engine