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Compound Detail

CHEMBL236789

MONASTROL
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CCOC(=O)C1=C(C)NC(=S)NC1c1cccc(O)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL236789
Name MONASTROL
Phase Preclinical
Structure Type MOL
InChI Key LOBCDGHHHHGHFA-UHFFFAOYSA-N
11
Targets
32
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

292.4
MW (Da)
1.75
ALogP
4
HBA
3
HBD
70.6
PSA (Ų)
0.58
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C14H16N2O3S
MW 292.36
Aromatic Rings 1
Heavy Atoms 20
NP-Likeness -0.86

Activity Summary

IC50 23 meas. best 6.83
EC50 9 meas. best 8.92

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
NON-PROTEIN TARGET
CHEMBL3879801
 EC50 8.92 4.9883 1.2 6
HL-60(TB)
CHEMBL4296429
 IC50 6.83 6.83 147.0 1
MOLT-4
CHEMBL614177
 IC50 6.67 6.67 215.0 1
HCT-116
CHEMBL394
 EC50 5.92 5.4533 1200.0 3
Aorta
CHEMBL613606
 IC50 5.92 5.54 1200.0 2
Kinesin-like protein KIF11
CHEMBL4581
 IC50 5.26 4.96 5470.0 9
MM1.S
CHEMBL4296471
 IC50 5.06 5.06 8700.0 1
HCT-116
CHEMBL394
 IC50 5.05 5.05 9000.0 1
Unchecked
CHEMBL612545
 IC50 4.85 4.7067 14000.0 3
HeLa
CHEMBL399
 IC50 4.29 4.29 51300.0 1
MCF7
CHEMBL387
 IC50 4.23 4.185 59100.0 2
C6
CHEMBL614657
 IC50 4.06 4.06 87830.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
NON-PROTEIN TARGET EC50 = 1.2 nM 8.92 Drug resistant ratio of EC50 for human KBV1 cells overexpressing MDR1 to EC50 fo... 20597485
HL-60(TB) IC50 = 147.0 nM 6.83 Growth inhibition of human HL-60(TB) cells incubated for 24 hrs by MTT assay 28667871
MOLT-4 IC50 = 215.0 nM 6.67 Growth inhibition of human MOLT4 cells incubated for 24 hrs by MTT assay 28667871
HCT-116 EC50 = 1200.0 nM 5.92 Effect on cell cycle progression in human HCT116 cells assessed as mitotic arres... 18793847
Aorta IC50 = 1200.0 nM 5.92 Vasodilating activity in Wistar rat aortic rings assessed as reduction in KCl-in... 31673316
HCT-116 EC50 = 1500.0 nM 5.82 Effect on cell cycle progression in human HCT116 cells assessed as increase in p... 18793847
Kinesin-like protein KIF11 IC50 = 5470.0 nM 5.26 Inhibition of human full-length Eg5 ATPase activity expressed in Escherichia col... 20934346
Kinesin-like protein KIF11 IC50 = 6100.0 nM 5.21 Inhibition of Eg5 ATPase activity expressed in HeLa cells after 12 hrs 17587586
Kinesin-like protein KIF11 IC50 = 6100.0 nM 5.21 Inhibition of Eg5 ATPase activity expressed in Escherichia coli after 12 hrs 17587586
Aorta IC50 = 6900.0 nM 5.16 Vasodilating activity in Wistar rat aortic rings assessed as reduction in phenyl... 31673316
Kinesin-like protein KIF11 IC50 = 7452.0 nM 5.13 Inhibition of human ATPase activity KSP expressed in Escherichia coli after 30 m... 21856161
MM1.S IC50 = 8700.0 nM 5.06 Antiproliferative activity against human MM1S cells incubated for 72 hrs by MTT ... 31673316
HCT-116 IC50 = 9000.0 nM 5.05 Antiproliferative activity against human HCT116 cells incubated for 72 hrs by MT... 31673316
Kinesin-like protein KIF11 IC50 = 12300.0 nM 4.91 Inhibition of microtubule-stimulated Eg5 ATPase activity expressed in Escherichi... 17587586
Unchecked IC50 = 14000.0 nM 4.85 Inhibition of GFP-tagged Xenopus laevis kinesin-5 microtubule gliding velocity b... 26896705
Kinesin-like protein KIF11 IC50 = 14000.0 nM 4.85 Inhibition of HsEg5 21620531
Kinesin-like protein KIF11 IC50 = 14000.0 nM 4.85 Inhibition of Eg5 (unknown origin) 23287057
Kinesin-like protein KIF11 IC50 = 20000.0 nM 4.7 Inhibition of recombinant human His-tagged Eg5 (1 to 368 residues) assessed as r... 31648875
Unchecked IC50 = 20000.0 nM 4.7 Inhibition of kinesin (unknown origin) assessed as reduction in ATPase activity ... 31648875
HCT-116 EC50 = 24155.0 nM 4.62 Antiproliferative activity against human HCT116 cells after 72 hrs by Alamar blu... 20597485

Literature References

PubMed DOI Target Context # Activities
28667871 10.1016/j.ejmech.2017.06.026 HL-60(TB) 10
28667871 10.1016/j.ejmech.2017.06.026 MOLT-4 10
31648875 10.1016/j.bmc.2019.115126 SNB-75 7
16892050 10.1038/nchembio812 Kinesin-like protein KIF11 7
20597485 10.1021/jm100421n NON-PROTEIN TARGET 6
17291761 10.1016/j.cub.2006.12.046 HeLa 5
30108989 10.1039/C8MD00095F U138-MG 5
31673316 10.1039/C9MD00108E Aorta 5
17587586 10.1016/j.bmc.2007.06.016 HeLa 4
30108989 10.1039/C8MD00095F C6 4
17291761 10.1016/j.cub.2006.12.046 Serine/threonine-protein kinase PLK1 4
29908443 10.1016/j.ejmech.2018.06.026 Unchecked 3
17587586 10.1016/j.bmc.2007.06.016 Kinesin-like protein KIF11 3
28683403 10.1016/j.ejmech.2017.06.024 Gamma-aminobutyric acid receptor subunit alpha-1/beta-2/delta 3
28683403 10.1016/j.ejmech.2017.06.024 Unchecked 3
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
30151081 10.1039/C8MD00169C C6 2
31648875 10.1016/j.bmc.2019.115126 MDA-MB-435 2
18793847 10.1016/j.bmcl.2008.08.095 HCT-116 2
20934346 10.1016/j.bmc.2010.09.020 Aurora kinase A 1

Data from ChEMBL 36 via Core Engine