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Compound Detail

CHEMBL4448410

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O=C(NO)c1ccc(Cn2nnnc2-c2cccs2)cc1

Basic Information

ChEMBL ID CHEMBL4448410
Phase Preclinical
Structure Type MOL
InChI Key UFUGFWWXDWPEQE-UHFFFAOYSA-N
12
Targets
13
Activities
1
Assay Types
10
PK Parameters
20
Publications
0
Known Names

Molecular Properties

301.3
MW (Da)
1.57
ALogP
7
HBA
2
HBD
92.9
PSA (Ų)
0.56
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C13H11N5O2S
MW 301.33
Aromatic Rings 3
Heavy Atoms 21
NP-Likeness -2.40

Activity Summary

IC50 13 meas. best 7.77

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 6
CHEMBL1865
IC50 7.77 7.77 17.0 2
Histone deacetylase 3
CHEMBL1829
IC50 6.06 6.06 865.0 1
Histone deacetylase 1
CHEMBL325
IC50 6.03 6.03 924.0 1
Histone deacetylase 7
CHEMBL2716
IC50 6.01 6.01 985.0 1
Histone deacetylase 8
CHEMBL3192
IC50 6.01 6.01 984.0 1
Histone deacetylase 11
CHEMBL3310
IC50 5.99 5.99 1015.0 1
Histone deacetylase 9
CHEMBL4145
IC50 5.84 5.84 1439.0 1
Polyamine deacetylase HDAC10
CHEMBL5103
IC50 5.77 5.77 1695.0 1
Histone deacetylase 5
CHEMBL2563
IC50 5.69 5.69 2035.0 1
Histone deacetylase 4
CHEMBL3524
IC50 5.51 5.51 3068.0 1
Histone deacetylase 2
CHEMBL1937
IC50 5.43 5.43 3698.0 1
Cytochrome P450 3A4
CHEMBL340
IC50 4.32 4.32 47400.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 253.0 ng.hr.mL-1 Mus musculus
AUC 94.0 ng.hr.mL-1 Mus musculus
CL 171.67 mL.min-1.kg-1 Mus musculus
Cmax 789.83 nM Mus musculus
F 19.0 % Mus musculus
F 16.0 % Canis lupus familiaris
F 25.0 % Rattus norvegicus
T1/2 1.0 hr Mus musculus
Tmax 0.08 hr Mus musculus
Vd 15.3 L.kg-1 Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 6 IC50 = 17.0 nM 7.77 Inhibition of recombinant full length human N-terminal GST-tagged HDAC6 expresse... 31710483
Histone deacetylase 6 IC50 = 17.0 nM 7.77 Inhibition of recombinant human full length N-terminal GST-tagged HDAC6 expresse... 34795871
Histone deacetylase 3 IC50 = 865.0 nM 6.06 Inhibition of recombinant human C-terminal His-tagged HDAC3 (1 to 428 residues) ... 34795871
Histone deacetylase 1 IC50 = 924.0 nM 6.03 Inhibition of recombinant human C-terminal His-tagged HDAC1 expressed in Sf9 ins... 34795871
Histone deacetylase 7 IC50 = 985.0 nM 6.01 Inhibition of recombinant human N-terminal GST-tagged HDAC7 (518 to end residues... 34795871
Histone deacetylase 8 IC50 = 984.0 nM 6.01 Inhibition of recombinant human full length C-terminal His-tagged HDAC8 expresse... 34795871
Histone deacetylase 11 IC50 = 1015.0 nM 5.99 Inhibition of recombinant human N-terminal His-tagged HDAC11 expressed in baculo... 34795871
Histone deacetylase 9 IC50 = 1439.0 nM 5.84 Inhibition of recombinant human C-terminal His-tagged HDAC9 (604 to 1066 residue... 34795871
Polyamine deacetylase HDAC10 IC50 = 1695.0 nM 5.77 Inhibition of recombinant human N-terminal FLAG-tagged HDAC10 (1 to 613 residues... 34795871
Histone deacetylase 5 IC50 = 2035.0 nM 5.69 Inhibition of recombinant human ful length N-terminal GST-tagged HDAC5 expressed... 34795871
Histone deacetylase 4 IC50 = 3068.0 nM 5.51 Inhibition of recombinant human N-terminal GST-tagged and C-terminal His-tagged ... 34795871
Histone deacetylase 2 IC50 = 3698.0 nM 5.43 Inhibition of recombinant human C-terminal His-tagged HDAC2 (1 to 488 residues) ... 34795871
Cytochrome P450 3A4 IC50 = 47400.0 nM 4.32 Inhibition of CYP3A4 in human liver microsomes using testosterone as substrate 31710483

Literature References

Data from ChEMBL 36 via Core Engine