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Compound Detail

CHEMBL4444219

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CCCNNC(=O)/C=C/c1ccc(CNCCc2c(C)[nH]c3ccccc23)cc1.O=C(O)C(F)(F)F

Basic Information

ChEMBL ID CHEMBL4444219
Phase Preclinical
Structure Type MOL
InChI Key YITSGXWXTPWSDD-UEIGIMKUSA-N
Parent Compound CHEMBL4597954
Active Moiety CHEMBL4597954
5
Targets
13
Activities
2
Assay Types
6
PK Parameters
20
Publications
0
Known Names

Molecular Properties

390.5
MW (Da)
3.85
ALogP
3
HBA
4
HBD
69.0
PSA (Ų)
0.24
QED
0
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C26H31F3N4O3
MW 504.55
Aromatic Rings 3
Heavy Atoms 29
NP-Likeness -0.73

Activity Summary

IC50 12 meas. best 9.76
EC50 1 meas. best 7.81

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2)
CHEMBL2111363
IC50 9.76 9.534 0.2 5
Histone deacetylase 1
CHEMBL325
IC50 8.91 8.434 1.2 5
MV4-11
CHEMBL613835
EC50 7.81 7.81 15.3 1
Histone deacetylase 2
CHEMBL1937
IC50 7.3 7.3 49.5 1
Histone deacetylase 8
CHEMBL3192
IC50 5.76 5.76 1755.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 334.0 ng.hr.mL-1 Mus musculus
AUC 265.0 ng.hr.mL-1 Mus musculus
Cmax 115.48 nM Mus musculus
F 19.8 % Mus musculus
T1/2 15.2 hr Mus musculus
T1/2 7.45 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 = 0.1726 nM 9.76 Inhibition of recombinant human C-terminal GST/His-tagged HDAC3 (1 to 428 residu... 32321249
Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2) IC50 = 0.2553 nM 9.59 Inhibition of recombinant human C-terminal GST/His-tagged HDAC3 (1 to 428 residu... 32321249
Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2) IC50 = 0.28 nM 9.55 Inhibition of recombinant human C-terminal GST/His-tagged HDAC3 (1 to 428 residu... 32321249
Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2) IC50 = 0.316 nM 9.5 Inhibition of recombinant human C-terminal GST/His-tagged HDAC3 (1 to 428 residu... 32321249
Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2) IC50 = 0.5341 nM 9.27 Inhibition of recombinant human C-terminal GST/His-tagged HDAC3 (1 to 428 residu... 32321249
Histone deacetylase 1 IC50 = 1.23 nM 8.91 Inhibition of recombinant human HDAC1 using Boc-Lys(acetyl)-AMC as substrate pre... 32321249
Histone deacetylase 1 IC50 = 1.735 nM 8.76 Inhibition of recombinant human HDAC1 using Boc-Lys(acetyl)-AMC as substrate pre... 32321249
Histone deacetylase 1 IC50 = 5.17 nM 8.29 Inhibition of recombinant HDAC1 (unknown origin) using Boc-Lys(acetyl)-AMC as su... 32321249
Histone deacetylase 1 IC50 = 6.457 nM 8.19 Inhibition of recombinant human HDAC1 using Boc-Lys(acetyl)-AMC as substrate pre... 32321249
Histone deacetylase 1 IC50 = 9.638 nM 8.02 Inhibition of recombinant human HDAC1 using Boc-Lys(acetyl)-AMC as substrate pre... 32321249
MV4-11 EC50 = 15.35 nM 7.81 Antiproliferative activity against human MV4-11 cells assessed as reduction in c... 32321249
Histone deacetylase 2 IC50 = 49.5 nM 7.3 Inhibition of recombinant human HDAC2 expressed in baculovirus expression system... 32321249
Histone deacetylase 8 IC50 = 1755.0 nM 5.76 Inhibition of recombinant full length human C-terminal His-tagged HDAC8 expresse... 32321249

Literature References

Data from ChEMBL 36 via Core Engine