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Compound Detail

CHEMBL595227

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N=C1Sc2ccccc2C2=NCCCN12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL595227
Phase Preclinical
Structure Type MOL
InChI Key JNENSSREQFBZGT-UHFFFAOYSA-N
12
Targets
18
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

217.3
MW (Da)
2.18
ALogP
3
HBA
1
HBD
39.5
PSA (Ų)
0.72
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C11H11N3S
MW 217.30
Aromatic Rings 1
Heavy Atoms 15
NP-Likeness -0.96

Activity Summary

IC50 11 meas. best 7.96
EC50 6 meas. best 6.52
Ki 1 meas.

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 8
CHEMBL3192
 IC50 7.96 7.96 11.0 2
Histone deacetylase 5
CHEMBL2563
 IC50 6.96 6.96 110.0 1
Histone deacetylase 7
CHEMBL2716
 IC50 6.66 6.66 220.0 1
Human immunodeficiency virus 2
CHEMBL380
 EC50 6.52 6.515 300.0 2
Human immunodeficiency virus
CHEMBL613758
 EC50 6.52 6.52 300.0 1
Human immunodeficiency virus 1
CHEMBL378
 EC50 6.43 6.4033 370.0 3
Alpha-ketoglutarate-dependent dioxygenase FTO
CHEMBL2331065
 IC50 5.66 5.66 2180.0 1
Histone deacetylase 1
CHEMBL325
 IC50 5.4 5.4 4000.0 1
Histone deacetylase 6
CHEMBL1865
 IC50 5.16 5.16 7000.0 1
N(G),N(G)-dimethylarginine dimethylaminohydrolase 1
CHEMBL6036
 IC50 5.06 5.055 8714.0 2
Histone deacetylase 4
CHEMBL3524
 IC50 5.05 5.05 9000.0 1
Histone deacetylase 2
CHEMBL1937
 IC50 4.5 4.5 32000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 8 IC50 = 11.0 nM 7.96 Inhibition of human recombinant His-tagged HDAC8 expressed in Escherichia coli B... 37708798
Histone deacetylase 8 IC50 = 11.0 nM 7.96 Inhibition of human HDAC8 using Boc-Lys(tri-fluoracetyl)-AMC as substrate preinc... 32608981
Histone deacetylase 5 IC50 = 110.0 nM 6.96 Inhibition of human HDAC5 using Boc-Lys(tri-fluoracetyl)-AMC as substrate preinc... 32608981
Histone deacetylase 7 IC50 = 220.0 nM 6.66 Inhibition of human HDAC7 using Boc-Lys(tri-fluoracetyl)-AMC as substrate preinc... 32608981
Human immunodeficiency virus EC50 = 300.0 nM 6.52 Antiviral activity against HIV 3B assessed as inhibition of infection of NCK45-b... 25744188
Human immunodeficiency virus 2 EC50 = 300.0 nM 6.52 Antiviral activity against HIV 2 ROD in HeLa-CD4/CCR5 cells assessed as inhibiti... 23022280
Human immunodeficiency virus 2 EC50 = 310.0 nM 6.51 Antiviral activity against HIV 2 EHO in HeLa-CD4/CCR5 cells assessed as inhibiti... 23022280
Human immunodeficiency virus 1 EC50 = 370.0 nM 6.43 Antiviral activity against HIV 1 BaL in HeLa-CD4/CCR5 cells assessed as inhibiti... 23022280
Human immunodeficiency virus 1 EC50 = 380.0 nM 6.42 Antiviral activity against HIV 1 NL4-3 in HeLa-CD4/CCR5 cells assessed as inhibi... 23022280
Human immunodeficiency virus 1 EC50 = 440.0 nM 6.36 Antiviral activity against HIV 1 in HeLa-CD4/CCR5 cells assessed as inhibition o... 23022280
Alpha-ketoglutarate-dependent dioxygenase FTO IC50 = 2180.0 nM 5.66 Inhibition of FTO (unknown origin) demethylation activity using m6A7-Broccoli RN... 34792334
Histone deacetylase 1 IC50 = 4000.0 nM 5.4 Inhibition of human HDAC1 using Boc-Lys(Ac)-AMC as substrate preincubated for 30... 32608981
Histone deacetylase 6 IC50 = 7000.0 nM 5.16 Inhibition of human HDAC6 using Boc-Lys(Ac)-AMC as substrate preincubated for 30... 32608981
N(G),N(G)-dimethylarginine dimethylaminohydrolase 1 IC50 = 8714.0 nM 5.06 Inhibition of recombinant human DDAH1 expressed in Escherichia coli BL21 Star (D... -
Histone deacetylase 4 IC50 = 9000.0 nM 5.05 Inhibition of human HDAC4 using Boc-Lys(tri-fluoracetyl)-AMC as substrate preinc... 32608981
N(G),N(G)-dimethylarginine dimethylaminohydrolase 1 IC50 = 9000.0 nM 5.05 Inhibition of human DDAH1 using SMTC as substrate by fluorimetric assay 36063653
Histone deacetylase 2 IC50 = 32000.0 nM 4.5 Inhibition of human HDAC2 using Boc-Lys(Ac)-AMC as substrate preincubated for 30... 32608981

Literature References

PubMed DOI Target Context # Activities
23022280 10.1016/j.bmc.2012.08.030 Human immunodeficiency virus 1 3
36063653 10.1016/j.bmc.2022.116970 N(G),N(G)-dimethylarginine dimethylaminohydrolase 1 2
23022280 10.1016/j.bmc.2012.08.030 Human immunodeficiency virus 2 2
25744188 10.1016/j.bmc.2015.02.015 Human immunodeficiency virus 2
32608981 10.1021/acs.jmedchem.0c00830 Histone deacetylase 3 1
37708798 10.1016/j.ejmech.2023.115800 Histone deacetylase 8 1
36063653 10.1016/j.bmc.2022.116970 Nitric oxide synthase 1 1
34792334 10.1021/acs.jmedchem.1c01694 Alpha-ketoglutarate-dependent dioxygenase FTO 1
32608981 10.1021/acs.jmedchem.0c00830 Histone deacetylase 7 1
32608981 10.1021/acs.jmedchem.0c00830 Histone deacetylase 5 1
32608981 10.1021/acs.jmedchem.0c00830 Histone deacetylase 8 1
32608981 10.1021/acs.jmedchem.0c00830 Histone deacetylase 4 1
32608981 10.1021/acs.jmedchem.0c00830 Histone deacetylase 6 1
19540764 10.1016/j.bmc.2009.05.054 RAW264.7 1
32608981 10.1021/acs.jmedchem.0c00830 Histone deacetylase 2 1
32608981 10.1021/acs.jmedchem.0c00830 Histone deacetylase 1 1
31630054 10.1016/j.ejmech.2019.111756 No relevant target 1
23022280 10.1016/j.bmc.2012.08.030 ADMET 1
23022280 10.1016/j.bmc.2012.08.030 HeLa 1
17417631 10.1038/nchembio873 Unchecked 1

Data from ChEMBL 36 via Core Engine