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

CHEMBL99

TRICHOSTATIN
Phase I
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
Phase I
CC(/C=C/C(=O)NO)=C\[C@@H](C)C(=O)c1ccc(N(C)C)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL99
Name TRICHOSTATIN
Phase Phase I
Structure Type MOL
InChI Key RTKIYFITIVXBLE-QEQCGCAPSA-N

Known Names

A-300-I ANTIBIOTIC A-300 GNF-Pf-1011 Trichostatin Trichostatin(s)
91
Targets
763
Activities
4
Assay Types
1
PK Parameters
20
Publications
5
Known Names
1
Indications

Molecular Properties

302.4
MW (Da)
2.58
ALogP
4
HBA
2
HBD
69.6
PSA (Ų)
0.28
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product
USAN Stem -stat-

Extended Properties

Molecular Formula C17H22N2O3
MW 302.37
Aromatic Rings 1
Heavy Atoms 22
NP-Likeness 0.58

Indications

Neoplasms

Activity Summary

IC50 679 meas. best 9.82
Ki 61 meas. best 9.89
EC50 17 meas. best 8.28
Kd 6 meas. best 7.92

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 6
CHEMBL1865
 Ki 9.89 9.1486 0.1 7
Histone deacetylase 3
CHEMBL1829
 Ki 9.85 9.4225 0.1 4
Histone deacetylase 1
CHEMBL325
 IC50 9.82 8.0354 0.1 100
Histone deacetylase 1
CHEMBL325
 Ki 9.7 9.5114 0.2 7
Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2)
CHEMBL2111363
 Ki 9.59 9.335 0.3 2
Histone deacetylase 6
CHEMBL1865
 IC50 9.4 8.1669 0.4 87
Histone deacetylase HD1B
CHEMBL3541
 IC50 9.4 9.4 0.4 2
Unchecked
CHEMBL612545
 IC50 9.4 7.96 0.4 21
Histone deacetylase 3/NCoR1
CHEMBL3038484
 Ki 9.27 9.27 0.5 1
Histone deacetylase 3
CHEMBL1829
 IC50 9.22 7.9338 0.6 29
Histone deacetylase
CHEMBL5541
 IC50 9.22 9.22 0.6 1
Histone deacetylase 2
CHEMBL1937
 Ki 9.19 8.9933 0.7 6
Histone deacetylase 2
CHEMBL1937
 IC50 9.0 7.6784 1.0 45
Polyamine deacetylase HDAC10
CHEMBL5103
 IC50 9.0 7.7883 1.0 23
Histone deacetylase 1
CHEMBL4001
 Ki 8.97 8.97 1.1 1
HCT-116
CHEMBL394
 IC50 8.89 7.365 1.3 6
Histone deacetylase
CHEMBL2093865
 IC50 8.85 7.7994 1.4 31
Histone deacetylase
CHEMBL3832944
 IC50 8.84 8.84 1.4 1
Histone deacetylase 1
CHEMBL4001
 IC50 8.74 8.52 1.8 5
Histone deacetylase 4
CHEMBL3524
 IC50 8.7 6.8867 2.0 27
Histone deacetylase 6
CHEMBL2878
 IC50 8.55 7.52 2.8 6
Histone deacetylase HD2
CHEMBL4919
 IC50 8.52 8.27 3.0 12
HT-29
CHEMBL384
 IC50 8.42 7.84 3.8 2
Histone deacetylase HD2
CHEMBL4919
 Ki 8.36 8.36 4.4 2
Polyamine deacetylase HDAC10
CHEMBL5103
 Ki 8.32 8.235 4.8 2
Histone deacetylase 6
CHEMBL1865
 EC50 8.28 8.28 5.2 1
Histone deacetylase 1/2/3
CHEMBL3430897
 IC50 8.23 8.23 5.9 1
Histone deacetylase 5
CHEMBL2563
 IC50 8.22 6.7315 6.0 13
Plasmodium falciparum
CHEMBL364
 IC50 8.1 7.9656 8.0 9
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 8.1 7.0991 8.0 11
Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2)
CHEMBL2111363
 IC50 8.05 7.8171 9.0 7
T-24
CHEMBL614774
 EC50 8.0 8.0 10.0 2
Histone deacetylase 11
CHEMBL3310
 IC50 7.97 6.8732 10.6 22
Histone deacetylase 2
CHEMBL1937
 Kd 7.92 7.92 12.0 1
Histone deacetylase
CHEMBL2095943
 IC50 7.92 7.591 12.0 10
Histone deacetylase 1
CHEMBL325
 Kd 7.82 7.82 15.0 1
Histone deacetylase 5
CHEMBL2768
 IC50 7.7 7.7 20.0 1
MCF7
CHEMBL387
 IC50 7.7 6.9142 20.0 12
A549
CHEMBL392
 IC50 7.7 6.893 20.0 10
Tissue factor
CHEMBL4081
 IC50 7.7 7.5367 20.0 6
Histone deacetylase 9
CHEMBL4145
 IC50 7.7 6.601 20.0 10
SK-BR-3
CHEMBL613834
 IC50 7.7 7.6 20.0 4
MOLT-4
CHEMBL614177
 IC50 7.7 7.58 20.0 3
MKN-45
CHEMBL614354
 IC50 7.7 7.2333 20.0 3
Histone deacetylase 7
CHEMBL2716
 IC50 7.66 6.6242 22.0 12
DMS-53
CHEMBL1075434
 IC50 7.6 7.6 25.0 1
Histone deacetylase 8
CHEMBL3192
 IC50 7.6 6.3896 25.0 54
T47D
CHEMBL614361
 IC50 7.58 7.58 26.4 1
HL-60
CHEMBL383
 IC50 7.52 7.31 30.0 2
MM96L
CHEMBL614170
 IC50 7.52 7.52 30.0 3

Pharmacokinetic Data

Parameter Value Units Species
CL 107.0 mL.min-1.g-1 Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 6 Ki = 0.13 nM 9.89 Displacement of fluorescent 5-(3-(3-(4-((4-((7-(hydroxyamino)-7-oxoheptyl)carbam... 18430569
Histone deacetylase 3 Ki = 0.14 nM 9.85 Inhibition of purified recombinant human HDAC3 assessed as inhibition constant u... 39067437
Histone deacetylase 1 IC50 = 0.15 nM 9.82 Inhibition of HDAC1 20472442
Histone deacetylase 1 Ki = 0.2 nM 9.7 Inhibition of human HDAC1 20139990
Histone deacetylase 1 Ki = 0.2 nM 9.7 Inhibition of human HDAC1 25637120
Histone deacetylase 1 Ki = 0.2 nM 9.7 Inhibition of HDAC1 (unknown origin) 30245394
Histone deacetylase 1 Ki = 0.23 nM 9.64 Inhibition of recombinant HDAC1 20223566
Histone deacetylase 1 Ki = 0.26 nM 9.59 Inhibition of purified recombinant human HDAC1 assessed as inhibition constant u... 39067437
Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2) Ki = 0.26 nM 9.59 Displacement of fluorescent 5-(3-(3-(4-((4-((7-(hydroxyamino)-7-oxoheptyl)carbam... 18430569
Histone deacetylase HD1B IC50 = 0.4 nM 9.4 Inhibition of maize histone deacetylase 1B 17698257
Histone deacetylase HD1B IC50 = 0.4 nM 9.4 Inhibition of maize HD1B 17004718
Unchecked IC50 = 0.4 nM 9.4 Inhibitory concentration against maize histone deacetylase 1-B (class I HDAC) 15857140
Unchecked IC50 = 0.4 nM 9.4 Inhibitory activity against maize Histone deacetylase 1-B 14584932
Histone deacetylase 6 IC50 = 0.4 nM 9.4 Inhibition of human HDAC6 19285395
Unchecked IC50 = 0.4 nM 9.4 Inhibition of maize HD1-B 30119011
Histone deacetylase 6 Ki = 0.41 nM 9.39 Inhibition of purified recombinant human HDAC6 assessed as inhibition constant u... 39067437
Histone deacetylase 6 IC50 = 0.419 nM 9.38 Inhibition of human HDAC6 using fluorogenic tetrapeptide RHKKAc as substrate 24742384
Histone deacetylase 6 IC50 = 0.42 nM 9.38 Inhibition of human HDAC6 by fluorimetric assay 21073160
Histone deacetylase 3 Ki = 0.5 nM 9.3 Inhibition of human HDAC3 25637120
Histone deacetylase 3 Ki = 0.5 nM 9.3 Inhibition of human HDAC3 20139990

Literature References

PubMed DOI Target Context # Activities
20385871 10.1128/aac.00153-10 Cryptococcus bacillisporus 19
17675290 10.1074/jbc.m703586200 Unchecked 17
28109947 10.1016/j.ejmech.2016.12.032 Unchecked 12
17675290 10.1074/jbc.m703586200 Tissue factor 12
29150335 10.1016/j.ejmech.2017.11.021 Histone deacetylase 6 11
29150335 10.1016/j.ejmech.2017.11.021 Histone deacetylase 1 11
29150335 10.1016/j.ejmech.2017.11.021 Histone deacetylase 2 11
20870783 10.1124/dmd.110.036202 HeLa 11
17675290 10.1074/jbc.m703586200 HUVEC 11
29150335 10.1016/j.ejmech.2017.11.021 Polyamine deacetylase HDAC10 11
23719282 10.1016/j.bmc.2013.05.002 Histone deacetylase 8 9
16921367 10.1038/nchembio815 Histone deacetylase 7
15456267 10.1021/jm0497592 Histone deacetylase 7
18212103 10.1128/aac.00757-07 Plasmodium falciparum 6
30395713 10.1021/acs.jmedchem.8b01455 NAD-dependent protein deacylase sirtuin-6 6
15713371 10.1016/j.bmcl.2005.01.032 MCF7 6
14613312 10.1021/jm0303094 Histone deacetylase 6
14584932 10.1021/jm034167p Unchecked 5
30028616 10.1021/acs.jmedchem.8b00151 Unchecked 5
28218840 10.1021/acs.jmedchem.6b01507 Leukotriene A-4 hydrolase 5

Data from ChEMBL 36 via Core Engine