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Compound Detail

CHEMBL392369

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COc1ccc(C(SC[C@H](N)C(=O)O)(c2ccccc2)c2ccccc2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL392369
Phase Preclinical
Structure Type MOL
InChI Key QAINHNNAIDVCEZ-NRFANRHFSA-N

Known Names

NSC-12352
3
Targets
13
Activities
3
Assay Types
4
PK Parameters
20
Publications
1
Known Names

Molecular Properties

393.5
MW (Da)
4.13
ALogP
4
HBA
2
HBD
72.5
PSA (Ų)
0.56
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 C23H23NO3S
MW 393.51
Aromatic Rings 3
Heavy Atoms 28
NP-Likeness -0.08

Activity Summary

IC50 6 meas. best 7.54
Ki 4 meas. best 8.04
EC50 3 meas. best 6.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Kinesin-like protein KIF11
CHEMBL4581
 Ki 8.04 7.5525 9.1 4
Kinesin-like protein KIF11
CHEMBL4581
 IC50 7.54 6.9275 28.5 4
HeLa
CHEMBL399
 EC50 6.7 6.61 200.0 2
HeLa
CHEMBL399
 IC50 6.68 6.68 210.0 1
HCT-116
CHEMBL394
 IC50 6.67 6.67 213.0 1
Kinesin-like protein KIF11
CHEMBL4581
 EC50 6.64 6.64 230.0 1

Pharmacokinetic Data

Parameter Value Units Species
Fu 0.093 - Homo sapiens
T1/2 3.75 hr Homo sapiens
T1/2 1.533 hr Mus musculus
T1/2 2.7 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Kinesin-like protein KIF11 Ki = 9.1 nM 8.04 Inhibition of N-terminal hexa-histidine tagged human cloned Eg5 (1 to 368 amino ... 22248262
Kinesin-like protein KIF11 Ki = 15.7 nM 7.8 Inhibition of human N-terminal His6-tagged Eg5 (1 to 368 amino acid residues) mo... 23394180
Kinesin-like protein KIF11 Ki = 21.6 nM 7.67 Inhibition of MT-stimulated human N-terminal His6-tagged Eg5 (1 to 368 amino aci... 23394180
Kinesin-like protein KIF11 IC50 = 28.5 nM 7.54 Inhibition of C-terminal His6-tagged human Eg5 microtubule-stimulated ATPase act... 21344920
Kinesin-like protein KIF11 IC50 = 150.0 nM 6.82 Inhibition of Eg5 assessed as inhibition ATP hydrolysis by ATPase assay 17524640
Kinesin-like protein KIF11 IC50 = 166.0 nM 6.78 Inhibition of His-tagged KSP motor domain (1 to 369) (unknown origin) assessed a... 26396688
HeLa EC50 = 200.0 nM 6.7 Induction of mitotic arrest in human HeLa cells assessed as monoastral spindle f... 18266314
Kinesin-like protein KIF11 Ki = 200.0 nM 6.7 Inhibition of human Eg5 basal ATPase activity 18266314
HeLa IC50 = 210.0 nM 6.68 Cytotoxic activity against HeLa cells 17524640
HCT-116 IC50 = 213.0 nM 6.67 Growth inhibition of human HCT116 cells after 72 hrs by MTS assay 26396688
Kinesin-like protein KIF11 EC50 = 230.0 nM 6.64 Inhibition of KSP in human HeLa cells assessed as bipolar spindle formation 21855351
Kinesin-like protein KIF11 IC50 = 270.0 nM 6.57 Inhibition of human recombinant microtubule-activated KSP motor domain ATPase ac... 21855351
HeLa EC50 = 300.0 nM 6.52 Induction of mitotic arrest in human HeLa cells after 24 hrs 18266314

Literature References

PubMed DOI Target Context # Activities
21344920 10.1021/jm100991m NON-PROTEIN TARGET 6
18266314 10.1021/jm070606z HeLa 5
23394180 10.1021/jm3014597 No relevant target 5
23394180 10.1021/jm3014597 Liver 3
21344920 10.1021/jm100991m LLC-PK1 3
23394180 10.1021/jm3014597 Liver microsomes 3
23394180 10.1021/jm3014597 Kinesin-like protein KIF11 2
21855351 10.1016/j.bmc.2011.07.054 Kinesin-like protein KIF11 2
23394180 10.1021/jm3014597 Plasma 2
17524640 10.1016/j.bmcl.2007.04.101 HeLa 2
26396688 10.1021/acsmedchemlett.5b00221 Kinesin-like protein KIF11 2
23394180 10.1021/jm3014597 Hepatocyte 2
19167222 10.1016/j.bmcl.2009.01.018 HeLa 2
17524640 10.1016/j.bmcl.2007.04.101 Kinesin-like protein KIF11 2
21344920 10.1021/jm100991m Kinesin-like protein KIF11 2
19167222 10.1016/j.bmcl.2009.01.018 Centromere-associated protein E 1
19167222 10.1016/j.bmcl.2009.01.018 Chromosome-associated kinesin KIF4A 1
19167222 10.1016/j.bmcl.2009.01.018 Kinesin-like protein KIF23 1
17524640 10.1016/j.bmcl.2007.04.101 Centromere-associated protein E 1
26396688 10.1021/acsmedchemlett.5b00221 HCT-116 1

Data from ChEMBL 36 via Core Engine