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Compound Detail

CHEMBL3827611

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Nc1ccc(-c2ccc(F)cc2)cc1NC(=O)[C@@H]1C[C@H]2CC[C@@H](C1)O2

Basic Information

ChEMBL ID CHEMBL3827611
Phase Preclinical
Structure Type MOL
InChI Key SBKJRDAJADZOCH-XGBSXSJOSA-N
3
Targets
5
Activities
2
Assay Types
13
PK Parameters
16
Publications
0
Known Names

Molecular Properties

340.4
MW (Da)
3.97
ALogP
3
HBA
2
HBD
64.3
PSA (Ų)
0.83
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H21FN2O2
MW 340.40
Aromatic Rings 2
Heavy Atoms 25
NP-Likeness -0.63

Activity Summary

IC50 3 meas. best 6.78
Ki 2 meas. best 6.75

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 2
CHEMBL1937
IC50 6.78 6.78 168.0 1
Histone deacetylase 1
CHEMBL325
Ki 6.75 6.75 176.0 1
Histone deacetylase 1
CHEMBL325
IC50 6.72 6.72 192.0 1
Histone deacetylase 2
CHEMBL1937
Ki 6.29 6.29 519.0 1
Histone deacetylase 3
CHEMBL1829
IC50 5.64 5.64 2280.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 3689.94 ng.hr.mL-1 Rattus norvegicus
AUC 612.72 ng.hr.mL-1 Rattus norvegicus
AUC 56.0 /hr Mus musculus
AUC 25.0 /hr Mus musculus
AUC 3.0 /hr Mus musculus
Cmax 3970.0 nM Rattus norvegicus
Cmax 890.0 nM Rattus norvegicus
F 33.4 % Rattus norvegicus
T1/2 0.05 hr Homo sapiens
T1/2 0.6167 hr Homo sapiens
T1/2 2.2 hr Homo sapiens
T1/2 4.7 hr Rattus norvegicus
T1/2 2.43 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
27377864 10.1016/j.bmc.2016.06.040 Histone deacetylase 1 5
27377864 10.1016/j.bmc.2016.06.040 Histone deacetylase 2 5
27377864 10.1016/j.bmc.2016.06.040 Mus musculus 5
27377864 10.1016/j.bmc.2016.06.040 Histone deacetylase 3 4
27377864 10.1016/j.bmc.2016.06.040 Plasma 4
27377864 10.1016/j.bmc.2016.06.040 ADMET 3
27377864 10.1016/j.bmc.2016.06.040 Brain 3
27377864 10.1016/j.bmc.2016.06.040 Histone deacetylase 1/2 2
27377864 10.1016/j.bmc.2016.06.040 Unchecked 1
27377864 10.1016/j.bmc.2016.06.040 Histone deacetylase 4 1
27377864 10.1016/j.bmc.2016.06.040 Histone deacetylase 5 1
27377864 10.1016/j.bmc.2016.06.040 Histone deacetylase 6 1
27377864 10.1016/j.bmc.2016.06.040 Histone deacetylase 7 1
27377864 10.1016/j.bmc.2016.06.040 Histone deacetylase 8 1
27377864 10.1016/j.bmc.2016.06.040 Histone deacetylase 9 1
27377864 10.1016/j.bmc.2016.06.040 Rattus norvegicus 1

Data from ChEMBL 36 via Core Engine