Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL5083249

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
CCCNNC(=O)c1ccc(CNC(=O)c2cc3ccccc3[nH]2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5083249
Phase Preclinical
Structure Type MOL
InChI Key XGCLYPPRQZTIBB-UHFFFAOYSA-N
9
Targets
14
Activities
1
Assay Types
7
PK Parameters
20
Publications
0
Known Names

Molecular Properties

350.4
MW (Da)
2.74
ALogP
3
HBA
4
HBD
86.0
PSA (Ų)
0.39
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H22N4O2
MW 350.42
Aromatic Rings 3
Heavy Atoms 26
NP-Likeness -1.23

Activity Summary

IC50 14 meas. best 9.42

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2)
CHEMBL2111363
 IC50 9.42 9.42 0.4 1
Histone deacetylase 3
CHEMBL1829
 IC50 9.36 9.305 0.4 2
Histone deacetylase 1
CHEMBL325
 IC50 8.82 8.5967 1.5 3
Histone deacetylase 2
CHEMBL1937
 IC50 7.82 7.775 15.1 2
MV4-11
CHEMBL613835
 IC50 7.72 7.72 19.2 2
HL-60
CHEMBL383
 IC50 7.58 7.58 26.2 1
RS4-11
CHEMBL2366159
 IC50 7.5 7.5 31.5 1
MOLM-13
CHEMBL3706572
 IC50 7.39 7.39 40.4 1
U-937
CHEMBL612794
 IC50 7.22 7.22 60.5 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 32179.0 ng.hr.mL-1 Mus musculus
AUC 1444463.0 ng.hr.mL-1 Mus musculus
Cmax 61583.24 nM Mus musculus
Cmax 110724.27 nM Mus musculus
F 112.0 % Mus musculus
T1/2 6.75 hr Mus musculus
T1/2 2.58 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2) IC50 = 0.38 nM 9.42 Inhibition of C-terminal His-tagged human HDAC3 (1 to 428 residues)/N-terminal G... 38224650
Histone deacetylase 3 IC50 = 0.44 nM 9.36 Inhibition of human recombinant HDAC3 using Boc-Lys(acetyl)-AMC substrate incuba... 34942071
Histone deacetylase 3 IC50 = 0.56 nM 9.25 Non competitive type inhibition of human HDAC3 (unknown origin) by Lineweaver-Bu... 34942071
Histone deacetylase 1 IC50 = 1.5 nM 8.82 Mixed type inhibition of human HDAC1 (unknown origin) by Lineweaver-Burk plot an... 34942071
Histone deacetylase 1 IC50 = 3.01 nM 8.52 Inhibition of human recombinant HDAC1 using Boc-Lys(acetyl)-AMC substrate incuba... 34942071
Histone deacetylase 1 IC50 = 3.52 nM 8.45 Inhibition of C-terminal 6XHis-tagged/FLAG-tagged full length human recombinant ... 38224650
Histone deacetylase 2 IC50 = 15.1 nM 7.82 Inhibition of C-terminal 6XHis-tagged full length human recombinant HDAC2 (1 to ... 38224650
Histone deacetylase 2 IC50 = 18.54 nM 7.73 Inhibition of human recombinant HDAC2 using Boc-Lys(acetyl)-AMC substrate incuba... 34942071
MV4-11 IC50 = 19.17 nM 7.72 Antiproliferative activity against human MV4-11 AML cells assessed as cell viabi... 34942071
MV4-11 IC50 = 19.2 nM 7.72 Antiproliferative activity against human MV4-11 cells harboring wild type p53 as... 38224650
HL-60 IC50 = 26.21 nM 7.58 Antiproliferative activity against human HL-60 cells assessed as reduction in ce... 34942071
RS4-11 IC50 = 31.52 nM 7.5 Antiproliferative activity against human RS4-11 cells assessed as reduction in c... 34942071
MOLM-13 IC50 = 40.4 nM 7.39 Antiproliferative activity against human MOLM-13 cells assessed as reduction in ... 34942071
U-937 IC50 = 60.51 nM 7.22 Antiproliferative activity against human U-937 cells assessed as reduction in ce... 34942071

Literature References

PubMed DOI Target Context # Activities
34942071 10.1021/acs.jmedchem.1c01472 ADMET 33
34942071 10.1021/acs.jmedchem.1c01472 MV4-11 11
34942071 10.1021/acs.jmedchem.1c01472 Unchecked 6
34942071 10.1021/acs.jmedchem.1c01472 HL-60 5
38224650 10.1016/j.ejmech.2024.116127 Unchecked 4
34942071 10.1021/acs.jmedchem.1c01472 Histone deacetylase 1 3
38224650 10.1016/j.ejmech.2024.116127 MV4-11 3
34942071 10.1021/acs.jmedchem.1c01472 Histone deacetylase 3 3
38224650 10.1016/j.ejmech.2024.116127 NB-4 2
38224650 10.1016/j.ejmech.2024.116127 Kasumi 1 2
38224650 10.1016/j.ejmech.2024.116127 HL-60 2
34942071 10.1021/acs.jmedchem.1c01472 Histone deacetylase 5 1
34942071 10.1021/acs.jmedchem.1c01472 Histone deacetylase 7 1
34942071 10.1021/acs.jmedchem.1c01472 Histone deacetylase 9 1
34942071 10.1021/acs.jmedchem.1c01472 Polyamine deacetylase HDAC10 1
34942071 10.1021/acs.jmedchem.1c01472 Histone deacetylase 11 1
34942071 10.1021/acs.jmedchem.1c01472 MOLM-13 1
34942071 10.1021/acs.jmedchem.1c01472 Histone deacetylase 2 1
34942071 10.1021/acs.jmedchem.1c01472 U-937 1
38224650 10.1016/j.ejmech.2024.116127 Histone deacetylase 1 1

Data from ChEMBL 36 via Core Engine