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

CHEMBL4536605

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
O=C(NO)c1ccc(CN2CCCc3cc(Cl)ccc32)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4536605
Phase Preclinical
Structure Type MOL
InChI Key MNAYBFFSFQRSIT-UHFFFAOYSA-N
13
Targets
67
Activities
2
Assay Types
4
PK Parameters
20
Publications
0
Known Names

Molecular Properties

316.8
MW (Da)
3.41
ALogP
3
HBA
2
HBD
52.6
PSA (Ų)
0.67
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C17H17ClN2O2
MW 316.79
Aromatic Rings 2
Heavy Atoms 22
NP-Likeness -1.50

Activity Summary

IC50 66 meas. best 9.3
EC50 1 meas. best 6.8

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 6
CHEMBL1865
 IC50 9.3 8.2186 0.5 14
Histone deacetylase 1
CHEMBL325
 IC50 8.54 5.868 2.9 10
Histone deacetylase 6
CHEMBL1865
 EC50 6.8 6.8 160.0 1
Histone deacetylase 2
CHEMBL1937
 IC50 6.55 4.9975 282.0 4
Histone deacetylase 7
CHEMBL2716
 IC50 6.29 5.532 511.0 5
Histone deacetylase 11
CHEMBL3310
 IC50 6.13 5.414 746.0 5
Histone deacetylase 3
CHEMBL1829
 IC50 5.9 5.215 1270.0 2
Histone deacetylase 5
CHEMBL2563
 IC50 5.83 5.47 1480.0 5
Histone deacetylase 4
CHEMBL3524
 IC50 5.67 5.102 2140.0 5
Histone deacetylase 8
CHEMBL3192
 IC50 5.51 5.4467 3060.0 6
Histone deacetylase 9
CHEMBL4145
 IC50 5.47 5.45 3400.0 5
Polyamine deacetylase HDAC10
CHEMBL5103
 IC50 4.58 4.58 26000.0 3
Unchecked
CHEMBL612545
 IC50 4.53 4.53 29500.0 1
Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2)
CHEMBL2111363
 IC50 4.52 4.52 30000.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 0.5 hr Not specified
T1/2 0.5 hr Not specified
T1/2 0.5317 hr Mus musculus
T1/2 8.05 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 6 IC50 = 0.5 nM 9.3 Inhibition of recombinant human HDAC6 using Ac-GAK(Ac)-AMC as substrate preincub... 33830764
Histone deacetylase 6 IC50 = 2.0 nM 8.7 Inhibition of human full length recombinant HDAC6 using p53 (379 to 382 residues... 32608981
Histone deacetylase 6 IC50 = 2.3 nM 8.64 Inhibition of recombinant N-terminal GST-tagged human HDAC6 (1 to 1215 residues)... 31414801
Histone deacetylase 6 IC50 = 2.3 nM 8.64 Inhibition of recombinant human full-length HDAC6 using RHKK(Ac)AMC as substrate... 33799069
Histone deacetylase 6 IC50 = 2.3 nM 8.64 Inhibition of full length human recombinant HDAC6 using RHKKAc-AMC fluorogenic p... 33523672
Histone deacetylase 6 IC50 = 2.3 nM 8.64 Inhibition of full-length recombinant human HDAC6 using RHKKAc peptide as substr... 34992037
Histone deacetylase 6 IC50 = 2.3 nM 8.64 Inhibition of human recombinant HDAC6 using AMC-K(Ac)GL as substrate pre-incubat... 37708798
Histone deacetylase 6 IC50 = 2.3 nM 8.64 Inhibition of full length human recombinant HDAC6 sing RHKK(Ac)AMC as fluorogeni... 38925015
Histone deacetylase 6 IC50 = 2.3 nM 8.64 Inhibition of full length human recombinant HDAC6 (379 to 382 residues) expresse... 37399711
Histone deacetylase 1 IC50 = 2.9 nM 8.54 Inhibition of full length recombinant human HDAC1 expressed in baculovirus infec... 33830764
Histone deacetylase 6 IC50 = 2.91 nM 8.54 HDAC Enzyme Activity Inhibition Assay (In Vitro): The effectiveness, or potency,... -
Histone deacetylase 6 IC50 = 2.9 nM 8.54 HDAC Enzyme Activity Inhibition Assay (In Vitro): The effectiveness, or potency,... -
Histone deacetylase 6 IC50 = 60.0 nM 7.22 Inhibition of Nanoluc-fused HDAC6 CD2 (unknown origin) expressed in HEK293 cells... 33830764
Histone deacetylase 1 IC50 = 90.0 nM 7.05 Inhibition of Nanoluc-fused HDAC1 (unknown origin) expressed in HEK293 cells inc... 33830764
Histone deacetylase 6 IC50 = 100.0 nM 7.0 Inhibition of HDAC6 CD2 (unknown origin) expressed in HEK293 cells cotransfected... 31414801
Histone deacetylase 6 EC50 = 160.0 nM 6.8 Inhibition of HDAC6 in human RPMI-8226 cells assessed as increase in tubulin ace... 33830764
Histone deacetylase 2 IC50 = 282.0 nM 6.55 Inhibition of recombinant human HDAC2 using Ac-GAK(Ac)-AMC as substrate preincub... 33830764
Histone deacetylase 7 IC50 = 511.0 nM 6.29 Inhibition of recombinant human HDAC7 using Boc-Lys(TFA)-AMC as substrate preinc... 33830764
Histone deacetylase 11 IC50 = 746.0 nM 6.13 HDAC Enzyme Activity Inhibition Assay (In Vitro): The effectiveness, or potency,... -
Histone deacetylase 1 IC50 = 769.0 nM 6.11 Inhibition of recombinant human HDAC1 using Ac-GAK(Ac)-AMC as substrate preincub... 33830764

Literature References

PubMed DOI Target Context # Activities
33830764 10.1021/acs.jmedchem.0c02210 Unchecked 10
33830764 10.1021/acs.jmedchem.0c02210 Histone deacetylase 6 7
33799069 10.1016/j.ejmech.2021.113383 ADMET 7
33830764 10.1021/acs.jmedchem.0c02210 ADMET 6
33523672 10.1021/acs.jmedchem.0c01782 Unchecked 4
33830764 10.1021/acs.jmedchem.0c02210 Histone deacetylase 1 3
31414801 10.1021/acs.jmedchem.9b00946 Unchecked 2
37399711 10.1016/j.ejmech.2023.115613 ADMET 2
- 10.6019/CHEMBL5724709 HEK-293T 2
- 10.6019/CHEMBL5724709 U2OS 2
- 10.6019/CHEMBL5724709 Fibroblast 2
31414801 10.1021/acs.jmedchem.9b00946 Histone deacetylase 6 2
32608981 10.1021/acs.jmedchem.0c00830 Histone deacetylase 5 1
32608981 10.1021/acs.jmedchem.0c00830 Histone deacetylase 9 1
32608981 10.1021/acs.jmedchem.0c00830 Polyamine deacetylase HDAC10 1
32608981 10.1021/acs.jmedchem.0c00830 Histone deacetylase 11 1
- 10.6019/CHEMBL5724796 Bromodomain-containing protein 4 1
32608981 10.1021/acs.jmedchem.0c00830 Histone deacetylase 4 1
32608981 10.1021/acs.jmedchem.0c00830 Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2) 1
32608981 10.1021/acs.jmedchem.0c00830 Histone deacetylase 2 1

Data from ChEMBL 36 via Core Engine