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Compound Detail

CHEMBL1213492

GIVINOSTAT
💊 Approved Drug
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💊 Approved Drug
CCN(CC)Cc1ccc2cc(COC(=O)Nc3ccc(C(=O)NO)cc3)ccc2c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1213492
Name GIVINOSTAT
Phase Approved
Structure Type MOL
InChI Key YALNUENQHAQXEA-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Givinostat ITF 2357 ITF-2357 ITF2357
17
Targets
40
Activities
3
Assay Types
4
PK Parameters
20
Publications
4
Known Names
9
Indications

Molecular Properties

421.5
MW (Da)
4.55
ALogP
5
HBA
3
HBD
90.9
PSA (Ų)
0.37
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2024
Availability Prescription
Chirality Achiral

Routes of Administration

Oral

Flags

Natural Product First in Class
USAN Stem -stat; -vin-
USAN Year 2023

Extended Properties

Molecular Formula C24H27N3O4
MW 421.50
Aromatic Rings 3
Heavy Atoms 31
NP-Likeness -1.10

Indications

Muscular Dystrophy, Duchenne Muscular Dystrophy, Duchenne Arthritis, Juvenile Leukemia, Lymphocytic, Chronic, B-Cell Multiple Myeloma Myeloproliferative Disorders Crohn Disease Hodgkin Disease Polycythemia Vera

ATC Classification

M09AX14
givinostat
Level 1: MUSCULO-SKELETAL SYSTEM
Level 2: OTHER DRUGS FOR DISORDERS OF THE MUSCULO-SKELETAL SYSTEM

Activity Summary

IC50 21 meas. best 8.12
Ki 18 meas. best 8.7
EC50 1 meas. best 4.96

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 1
CHEMBL325
 Ki 8.7 8.7 2.0 2
Histone deacetylase 2
CHEMBL1937
 Ki 8.52 8.52 3.0 2
Histone deacetylase 3
CHEMBL1829
 Ki 8.52 8.52 3.0 2
Histone deacetylase 6
CHEMBL1865
 Ki 8.38 8.38 4.2 2
Unchecked
CHEMBL612545
 IC50 8.12 8.12 7.5 2
Histone deacetylase HD1B
CHEMBL3541
 IC50 8.12 8.12 7.5 1
Histone deacetylase 6
CHEMBL1865
 IC50 7.85 7.364 14.0 5
Histone deacetylase 1
CHEMBL325
 IC50 7.46 7.1667 35.0 3
Histone deacetylase 8
CHEMBL3192
 Ki 7.41 7.41 39.0 2
697
CHEMBL2366253
 IC50 7.0 7.0 100.0 1
Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2)
CHEMBL2111363
 IC50 6.87 6.87 136.0 1
Histone deacetylase 7
CHEMBL2716
 Ki 6.62 6.62 240.0 2
Histone deacetylase 11
CHEMBL3310
 IC50 6.54 6.54 287.0 1
Histone deacetylase 2
CHEMBL1937
 IC50 6.53 6.53 293.0 1
PBMC
CHEMBL613107
 IC50 6.5 6.5 313.0 1
Polyamine deacetylase HDAC10
CHEMBL5103
 IC50 6.48 6.48 331.0 1
Histone deacetylase 9
CHEMBL4145
 Ki 6.41 6.41 390.0 2
Histone deacetylase 9
CHEMBL4145
 IC50 6.29 6.29 512.0 1
Histone deacetylase 7
CHEMBL2716
 IC50 6.28 6.28 524.0 1
Histone deacetylase 5
CHEMBL2563
 IC50 6.27 6.27 532.0 1
Histone deacetylase 5
CHEMBL2563
 Ki 6.22 6.22 600.0 2
Histone deacetylase 8
CHEMBL3192
 IC50 6.08 6.08 837.0 1
Histone deacetylase 4
CHEMBL3524
 Ki 5.98 5.98 1050.0 2
Trypanosoma brucei brucei
CHEMBL612851
 EC50 4.96 4.96 10909.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 671.0 ng.hr.mL-1 Homo sapiens
Cmax 208.0 nM Homo sapiens
T1/2 6.0 hr Homo sapiens
Tmax 2.1 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 1 Ki = 2.0 nM 8.7 Inhibition of human HDAC1 25637120
Histone deacetylase 1 Ki = 2.0 nM 8.7 Inhibition of human HDAC1 20139990
Histone deacetylase 2 Ki = 3.0 nM 8.52 Inhibition of human HDAC2 20139990
Histone deacetylase 3 Ki = 3.0 nM 8.52 Inhibition of human HDAC3 20139990
Histone deacetylase 3 Ki = 3.0 nM 8.52 Inhibition of human HDAC3 25637120
Histone deacetylase 2 Ki = 3.0 nM 8.52 Inhibition of human HDAC2 25637120
Histone deacetylase 6 Ki = 4.2 nM 8.38 Inhibition of human HDAC6 20139990
Histone deacetylase 6 Ki = 4.2 nM 8.38 Inhibition of human HDAC6 25637120
Unchecked IC50 = 7.5 nM 8.12 Inhibition of maize HD2 28453994
Unchecked IC50 = 7.5 nM 8.12 Inhibition of maize HD1A 28453994
Histone deacetylase HD1B IC50 = 7.5 nM 8.12 Inhibition of maize HD1B 28453994
Histone deacetylase 6 IC50 = 14.0 nM 7.85 Inhibition of recombinant human N-terminal GST-tagged HDAC6 (1 to 1215 residues)... 36351184
Histone deacetylase 6 IC50 = 23.0 nM 7.64 Inhibition of recombinant human full length N-terminal GST-tagged HDAC6 expresse... 34795871
Histone deacetylase 1 IC50 = 35.0 nM 7.46 Inhibition of recombinant human C-terminal FLAG/His-tagged HDAC1 (1 to 482 resid... 36351184
Histone deacetylase 6 IC50 = 35.02 nM 7.46 Determination of IC50 values for inhibition of enzymatic assay of human HDAC6 wi... -
Histone deacetylase 8 Ki = 39.0 nM 7.41 Inhibition of human HDAC8 25637120
Histone deacetylase 8 Ki = 39.0 nM 7.41 Activity of human HDAC8 20139990
Histone deacetylase 6 IC50 = 44.0 nM 7.36 Inhibition of recombinant full length human N-terminal GST-tagged HDAC6 expresse... 31710483
Histone deacetylase 1 IC50 = 70.0 nM 7.16 Inhibition of recombinant human C-terminal His-tagged HDAC1 expressed in Sf9 ins... 34795871
697 IC50 = 100.0 nM 7.0 Cytotoxicity against human 697 cells after 48 hrs by CellTiter 96 aqueous one so... 31710483

Literature References

PubMed DOI Target Context # Activities
31710483 10.1021/acs.jmedchem.9b01194 Unchecked 10
28218840 10.1021/acs.jmedchem.6b01507 Leukotriene A-4 hydrolase 5
33691794 10.1186/s13148-021-01037-1 A549 4
25637120 10.1016/j.bmc.2014.12.066 Homo sapiens 4
31710483 10.1021/acs.jmedchem.9b01194 ADMET 4
- 10.6019/CHEMBL4651402 SARS-CoV-2 4
- 10.6019/CHEMBL4808148 Histone deacetylase 6 4
- 10.6019/CHEMBL4651402 Vero C1008 2
28453994 10.1016/j.ejmech.2017.04.013 Unchecked 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
31710483 10.1021/acs.jmedchem.9b01194 Histone deacetylase 6 2
- 10.6019/CHEMBL5096127 Schistosoma mansoni 2
31710483 10.1021/acs.jmedchem.9b01194 Histone deacetylase 2
25637120 10.1016/j.bmc.2014.12.066 Histone deacetylase 2 1
25637120 10.1016/j.bmc.2014.12.066 Histone deacetylase 8 1
25637120 10.1016/j.bmc.2014.12.066 Trypanosoma brucei brucei 1
25637120 10.1016/j.bmc.2014.12.066 Histone deacetylase 1 1
20139990 10.1038/nchembio.313 Histone deacetylase 8 1
20139990 10.1038/nchembio.313 Histone deacetylase 6 1
20139990 10.1038/nchembio.313 Histone deacetylase 5 1

Data from ChEMBL 36 via Core Engine