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Compound Detail

CHEMBL380192

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CC(C)Cc1nn(C)c(=O)c2c(SCCCO)n(Cc3cccc4ccccc34)cc12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL380192
Phase Preclinical
Structure Type MOL
InChI Key VDAVMXLEMHVXOG-UHFFFAOYSA-N
7
Targets
17
Activities
3
Assay Types
1
PK Parameters
20
Publications
0
Known Names

Molecular Properties

435.6
MW (Da)
4.61
ALogP
6
HBA
1
HBD
60.0
PSA (Ų)
0.32
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C25H29N3O2S
MW 435.59
Aromatic Rings 4
Heavy Atoms 31
NP-Likeness -0.74

Activity Summary

IC50 8 meas. best 9.42
Ki 5 meas. best 10.02
EC50 4 meas. best 9.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Monocarboxylate transporter 1
CHEMBL4360
 Ki 10.02 9.668 0.1 5
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 9.42 9.42 0.4 1
PBMC
CHEMBL613107
 IC50 9.42 9.42 0.4 1
Raji
CHEMBL614628
 EC50 9.3 8.8 0.5 2
T-cell
CHEMBL614309
 IC50 9.26 9.0767 0.5 3
Monocarboxylate transporter 1
CHEMBL4360
 EC50 8.3 8.3 5.0 1
MCF7
CHEMBL387
 EC50 7.68 7.68 21.0 1
Monocarboxylate transporter 1
CHEMBL4360
 IC50 6.98 6.98 105.0 2
Cytochrome P450 2C9
CHEMBL3397
 IC50 5.58 5.58 2600.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 36.0 uL.min-1.(10^6cells)-1 Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Monocarboxylate transporter 1 Ki = 0.095 nM 10.02 Affinity Biochemical interaction: (competitive radioligand binding assay, compet... -
Monocarboxylate transporter 1 Ki = 0.0955 nM 10.02 Displacement of [3H]5-[(3-hydroxypropyl)thio]-3-methyl-1-[2-(methyl-t)propyl-2,3... 16370372
Monocarboxylate transporter 1 Ki = 0.1 nM 10.0 Binding affinity to MCT1 by FB assay 16455256
PBMC IC50 = 0.3802 nM 9.42 Antiproliferative activity against human PBMC assessed as inhibition of PMA/iono... 16370372
NON-PROTEIN TARGET IC50 = 0.3802 nM 9.42 Antiproliferative activity against human T cells assessed as inhibition of PMA-i... 16370372
Raji EC50 = 0.5 nM 9.3 Growth inhibition of human Raji cells after 96 hrs by MTT assay 25068893
T-cell IC50 = 0.5495 nM 9.26 Increase in intracellular lactate production in PMA-ionomycin stimulated human T... 16370372
Monocarboxylate transporter 1 Ki = 0.71 nM 9.15 Affinity Biochemical interaction: (competitive radioligand binding assay, compet... -
Monocarboxylate transporter 1 Ki = 0.7079 nM 9.15 Displacement of [3H]5-[(3-hydroxypropyl)thio]-3-methyl-1-[2-(methyl-t)propyl-2,3... 16370372
T-cell IC50 = 0.7943 nM 9.1 Reduction in extracellular lactate production in PMA-ionomycin stimulated human ... 16370372
T-cell IC50 = 1.349 nM 8.87 Inhibition of DNA synthesis in PMA-ionomycin stimulated human T cells after 4 hr... 16370372
Raji EC50 = 5.0 nM 8.3 Cytotoxicity against human Raji cells 34517305
Monocarboxylate transporter 1 EC50 = 5.0 nM 8.3 Inhibition of MCT1 in human Raji cells assessed as inhibition of cell proliferat... 27347360
MCF7 EC50 = 21.0 nM 7.68 Growth inhibition of human MCF7 cells overexpressing MCT1 after 4 days by MTT as... 25068893
Monocarboxylate transporter 1 IC50 = 105.0 nM 6.98 Affinity On-target Cellular interaction: (Radiolabelled [14C]lactate transport a... -
Monocarboxylate transporter 1 IC50 = 105.0 nM 6.98 Inhibition of MCT1 (unknown origin) overexpressed in human MCF7 cells assessed a... 25068893
Cytochrome P450 2C9 IC50 = 2600.0 nM 5.58 Inhibition of CYP2C9 16455256

Literature References

PubMed DOI Target Context # Activities
16370372 10.1038/nchembio744 T-cell 4
27347360 10.1039/c5md00579e Spleen 3
27347360 10.1039/c5md00579e Liver 3
27347360 10.1039/c5md00579e Brain 3
16370372 10.1038/nchembio744 Monocarboxylate transporter 1 3
27347360 10.1039/c5md00579e Kidney 3
16370372 10.1038/nchembio744 NON-PROTEIN TARGET 3
27347360 10.1039/c5md00579e Plasma 3
27347360 10.1039/c5md00579e Blood 3
27347360 10.1039/c5md00579e Lung 3
- 10.6019/CHEMBL5724796 Bromodomain-containing protein 4 2
- 10.6019/CHEMBL5724796 Glycogen synthase kinase-3 beta 2
25068893 10.1021/jm500640x MCF7 2
- 10.6019/CHEMBL5724796 Aurora kinase A 2
- 10.6019/CHEMBL5724796 Casein kinase I isoform delta 2
- 10.6019/CHEMBL3301361 ADMET 2
- 10.6019/CHEMBL5723035 Monocarboxylate transporter 1 2
16370372 10.1038/nchembio744 PBMC 2
16455256 10.1016/j.bmcl.2006.01.024 No relevant target 2
- 10.6019/CHEMBL5724796 Cyclin-dependent kinase 2 2

Data from ChEMBL 36 via Core Engine