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Compound Detail

CHEMBL252124

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CCNC(=O)c1noc(-c2cc(Cl)c(O)cc2O)c1-c1ccc(OC)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL252124
Phase Preclinical
Structure Type MOL
InChI Key JXPCDMPJCKNLBY-UHFFFAOYSA-N
8
Targets
10
Activities
2
Assay Types
4
PK Parameters
20
Publications
0
Known Names

Molecular Properties

388.8
MW (Da)
3.83
ALogP
6
HBA
3
HBD
104.8
PSA (Ų)
0.61
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C19H17ClN2O5
MW 388.81
Aromatic Rings 3
Heavy Atoms 27
NP-Likeness -0.57

Activity Summary

IC50 8 meas. best 7.92
Kd 2 meas. best 8.46

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Heat shock protein HSP 90-alpha
CHEMBL3880
 Kd 8.46 8.46 3.5 1
Heat shock protein HSP90
CHEMBL2095165
 Kd 8.35 8.35 4.5 1
Heat shock protein HSP90
CHEMBL2095165
 IC50 7.92 7.735 12.0 2
Heat shock protein HSP 90-beta
CHEMBL4303
 IC50 7.55 7.55 28.0 1
ES-2
CHEMBL5058622
 IC50 7.3 7.3 50.4 1
MCF7
CHEMBL387
 IC50 7.16 7.16 69.6 1
MDA-MB-231
CHEMBL400
 IC50 7.12 7.12 75.8 1
HeLa
CHEMBL399
 IC50 6.66 6.66 219.0 1
A549
CHEMBL392
 IC50 6.65 6.65 223.5 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 673.81 ng.hr.mL-1 Mus musculus
Cmax 482.1 nM Mus musculus
T1/2 3.9 hr Mus musculus
Tmax 1.0 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Heat shock protein HSP 90-alpha Kd = 3.46 nM 8.46 Recombinant Hsp90 [His-Tev-huHsp90-alpha (9-236)] was immobilized on a Biacore C... -
Heat shock protein HSP90 Kd = 4.5 nM 8.35 Binding affinity to HSP90 (unknown origin) 28605676
Heat shock protein HSP90 IC50 = 12.0 nM 7.92 Inhibition of Hsp90 (unknown origin) 37315698
Heat shock protein HSP90 IC50 = 28.0 nM 7.55 Displacement of fluorescent labelled VER-00051001 from human Hsp90-beta by FP as... 18020435
Heat shock protein HSP 90-beta IC50 = 28.0 nM 7.55 Binding affinity to Hsp90 by fluorescence polarization assay 19017562
ES-2 IC50 = 50.4 nM 7.3 Cytotoxicity against human ES2 cells by MTT assay 37315698
MCF7 IC50 = 69.57 nM 7.16 Cytotoxicity against human MCF7 cells by MTT assay 37315698
MDA-MB-231 IC50 = 75.84 nM 7.12 Cytotoxicity against human MDA-MB-231 cells by MTT assay 37315698
HeLa IC50 = 219.0 nM 6.66 Cytotoxicity against human HeLa cells by MTT assay 37315698
A549 IC50 = 223.48 nM 6.65 Cytotoxicity against human A549 cells by MTT assay 37315698

Literature References

PubMed DOI Target Context # Activities
18020435 10.1021/jm701018h Mus musculus 6
- 10.6019/CHEMBL3885741 Heat shock protein HSP 90-alpha 3
18020435 10.1021/jm701018h NON-PROTEIN TARGET 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1
37315698 10.1016/j.bmcl.2023.129375 ES-2 1
37315698 10.1016/j.bmcl.2023.129375 HeLa 1
37315698 10.1016/j.bmcl.2023.129375 MDA-MB-231 1
37315698 10.1016/j.bmcl.2023.129375 MCF7 1
37315698 10.1016/j.bmcl.2023.129375 Unchecked 1
37315698 10.1016/j.bmcl.2023.129375 A549 1
37315698 10.1016/j.bmcl.2023.129375 Heat shock protein HSP90 1
- 10.6019/EOS300108 HepG2 1
28605676 10.1016/j.ejmech.2017.06.002 Heat shock protein HSP90 1
18020435 10.1021/jm701018h Heat shock protein HSP90 1
19017562 10.1016/j.bmc.2008.10.087 HCT-116 1
19017562 10.1016/j.bmc.2008.10.087 Heat shock protein HSP 90-beta 1
18020435 10.1021/jm701018h SF-268 1
18020435 10.1021/jm701018h SK-MEL-28 1
18020435 10.1021/jm701018h DU-145 1

Data from ChEMBL 36 via Core Engine