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Compound Detail

CHEMBL4520400

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CC(C)(C)c1ccc(CN(C(=O)CN(Cc2c(F)c(F)c(F)c(F)c2F)S(=O)(=O)c2ccc(F)cc2)c2ccc(C(=O)NO)cc2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4520400
Phase Preclinical
Structure Type MOL
InChI Key LTRKEOBJRDKIHB-UHFFFAOYSA-N
10
Targets
28
Activities
2
Assay Types
6
PK Parameters
20
Publications
0
Known Names

Molecular Properties

693.7
MW (Da)
6.36
ALogP
5
HBA
2
HBD
107.0
PSA (Ų)
0.07
QED
2
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C33H29F6N3O5S
MW 693.67
Aromatic Rings 4
Heavy Atoms 48
NP-Likeness -1.39

Activity Summary

IC50 27 meas. best 6.72
Ki 1 meas. best 5.44

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 6
CHEMBL1865
 IC50 6.72 6.72 190.0 2
Panc1005
CHEMBL612583
 IC50 6.3 5.994 500.0 5
Histone deacetylase 11
CHEMBL3310
 IC50 6.2 6.2 636.0 2
Histone deacetylase 3
CHEMBL1829
 IC50 6.18 6.18 654.0 2
Pa03C
CHEMBL4483263
 IC50 5.91 5.784 1220.0 5
Unchecked
CHEMBL612545
 IC50 5.89 5.35 1300.0 5
MV4-11
CHEMBL613835
 IC50 5.73 5.73 1880.0 2
MOLM-13
CHEMBL3706572
 IC50 5.68 5.68 2100.0 1
MDA-MB-231
CHEMBL400
 IC50 5.58 5.575 2620.0 2
Histone deacetylase 6
CHEMBL1865
 Ki 5.44 5.44 3600.0 1
MDA-MB-468
CHEMBL614335
 IC50 5.38 5.38 4210.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 0.004 L/hr Mus musculus
Cmax 10740.0 nM Mus musculus
F 100.0 % Mus musculus
T1/2 5.0 hr Mus musculus
T1/2 0.6417 hr Mus musculus
Tmax 8.0 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 6 IC50 = 190.0 nM 6.72 Inhibition of recombinant human HDAC6 expressed in SF9 baculoviral system using ... 30776234
Histone deacetylase 6 IC50 = 190.0 nM 6.72 Inhibition of recombinant full length human HDAC6 expressed in baculovirus infec... 31938464
Panc1005 IC50 = 500.0 nM 6.3 Cytotoxicity against human Panc 10.05 cells assessed as reduction in tumor spher... 30776234
Panc1005 IC50 = 600.0 nM 6.22 Cytotoxicity against human Panc 10.05 cells assessed as reduction in tumor spher... 30776234
Histone deacetylase 11 IC50 = 636.0 nM 6.2 Inhibition of recombinant full length human HDAC11 expressed in baculovirus infe... 31938464
Histone deacetylase 11 IC50 = 636.0 nM 6.2 Inhibition of recombinant human HDAC11 expressed in SF9 baculoviral system using... 30776234
Histone deacetylase 3 IC50 = 654.0 nM 6.18 Inhibition of recombinant full length human HDAC3 expressed in baculovirus infec... 31938464
Histone deacetylase 3 IC50 = 654.0 nM 6.18 Inhibition of recombinant human HDAC3 expressed in SF9 baculoviral system using ... 30776234
Panc1005 IC50 = 940.0 nM 6.03 Cytotoxicity against human Panc 10.05 cells assessed as reduction in tumor spher... 30776234
Panc1005 IC50 = 970.0 nM 6.01 Cytotoxicity against human Panc 10.05 cells assessed as reduction in tumor spher... 30776234
Pa03C IC50 = 1220.0 nM 5.91 Cytotoxicity against human Pa03C cells assessed as reduction in tumor spheroid a... 30776234
Unchecked IC50 = 1300.0 nM 5.89 Cytotoxicity against mouse KPC monolayer cells assessed as reduction in tumor sp... 30776234
Pa03C IC50 = 1330.0 nM 5.88 Cytotoxicity against human Pa03C cells assessed as reduction in tumor spheroid i... 30776234
Pa03C IC50 = 1410.0 nM 5.85 Cytotoxicity against human Pa03C cells assessed as reduction in tumor spheroid a... 30776234
Pa03C IC50 = 1560.0 nM 5.81 Cytotoxicity against human Pa03C cells assessed as reduction in tumor spheroid i... 30776234
MV4-11 IC50 = 1880.0 nM 5.73 Cytotoxicity against human MV4-11 cells assessed as reduction in cell viability ... 31938464
MV4-11 IC50 = 1880.0 nM 5.73 Cytotoxicity against human MV4-11 cells after 72 hrs by CellTiter-Blue assay 30776234
MOLM-13 IC50 = 2100.0 nM 5.68 Cytotoxicity against human MOLM13 cells assessed as reduction in cell viability ... 31938464
MDA-MB-231 IC50 = 2620.0 nM 5.58 Cytotoxicity against human MDA-MB-231 cells assessed as reduction in cell viabil... 31938464
MDA-MB-231 IC50 = 2720.0 nM 5.57 Cytotoxicity against human MDA-MB-231 cells after 72 hrs by CellTiter-Blue assay 30776234

Literature References

PubMed DOI Target Context # Activities
30776234 10.1021/acs.jmedchem.8b01957 ADMET 22
30776234 10.1021/acs.jmedchem.8b01957 Unchecked 11
30776234 10.1021/acs.jmedchem.8b01957 Signal transducer and activator of transcription 3 7
30776234 10.1021/acs.jmedchem.8b01957 Panc1005 5
31938464 10.1021/acsmedchemlett.9b00471 ADMET 5
30776234 10.1021/acs.jmedchem.8b01957 Pa03C 5
30776234 10.1021/acs.jmedchem.8b01957 No relevant target 4
- 10.6019/CHEMBL5724709 HEK-293T 2
30776234 10.1021/acs.jmedchem.8b01957 Histone deacetylase 3 2
30776234 10.1021/acs.jmedchem.8b01957 Histone deacetylase 6 2
30776234 10.1021/acs.jmedchem.8b01957 Histone deacetylase 8 2
30776234 10.1021/acs.jmedchem.8b01957 Histone deacetylase 11 2
- 10.6019/CHEMBL5724709 Fibroblast 2
- 10.6019/CHEMBL5724709 U2OS 2
30776234 10.1021/acs.jmedchem.8b01957 MV4-11 2
31938464 10.1021/acsmedchemlett.9b00471 Histone deacetylase 6 2
31938464 10.1021/acsmedchemlett.9b00471 MOLM-13 1
- 10.6019/CHEMBL5724796 Bromodomain-containing protein 4 1
31938464 10.1021/acsmedchemlett.9b00471 MV4-11 1
31938464 10.1021/acsmedchemlett.9b00471 Histone deacetylase 3 1

Data from ChEMBL 36 via Core Engine