Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL399530

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
CCc1cc(-c2[nH]nc(C)c2-c2ccc3c(c2)OCCO3)c(O)cc1O

Basic Information

ChEMBL ID CHEMBL399530
Phase Preclinical
Structure Type MOL
InChI Key OWPMENVYXDJDOW-UHFFFAOYSA-N
374
Targets
486
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

352.4
MW (Da)
3.80
ALogP
5
HBA
3
HBD
87.6
PSA (Ų)
0.67
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 C20H20N2O4
MW 352.39
Aromatic Rings 3
Heavy Atoms 26
NP-Likeness -0.09

Activity Summary

IC50 483 meas. best 6.83
Ki 3 meas. best 5.8

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Heat shock protein HSP90
CHEMBL2095165
IC50 6.83 6.1933 148.0 3
Heat shock protein HSP 90-alpha
CHEMBL3880
IC50 6.55 6.55 280.0 1
Serine/threonine-protein kinase pim-1
CHEMBL2147
Ki 5.8 5.8 1584.9 1
Hepatocyte growth factor receptor
CHEMBL3717
Ki 5.6 5.6 2511.9 1
Leukocyte tyrosine kinase receptor
CHEMBL5627
Ki 5.6 5.6 2511.9 1
FaDu
CHEMBL612250
IC50 5.56 5.56 2729.2 1
MDA-MB-231
CHEMBL400
IC50 5.55 5.55 2803.8 1
NCI-H1975
CHEMBL614348
IC50 5.55 5.55 2815.4 1
HT-1080
CHEMBL614580
IC50 5.55 5.55 2816.3 1
A-375
CHEMBL613859
IC50 5.51 5.51 3082.6 1
KYSE-150 cell line
CHEMBL613998
IC50 5.46 5.46 3480.5 1
CAL-51
CHEMBL1075411
IC50 5.44 5.44 3663.1 1
NCI-H2030
CHEMBL1075530
IC50 5.44 5.44 3635.3 1
BB30-HNC
CHEMBL2366271
IC50 5.44 5.44 3612.7 1
A2780
CHEMBL614004
IC50 5.42 5.42 3754.9 1
HuO9
CHEMBL1075476
IC50 5.4 5.4 4005.9 1
EC-GI-10
CHEMBL2366240
IC50 5.4 5.4 4019.4 1
NCI-H460
CHEMBL396
IC50 5.39 5.39 4109.0 1
SW 954
CHEMBL614943
IC50 5.39 5.39 4029.2 1
A549
CHEMBL392
IC50 5.38 5.38 4166.1 1
Ca9-22
CHEMBL1075404
IC50 5.37 5.37 4281.6 1
EFO-27
CHEMBL1075441
IC50 5.37 5.37 4302.2 1
U-118-MG
CHEMBL1075602
IC50 5.37 5.37 4264.9 1
UO-31
CHEMBL614388
IC50 5.37 5.37 4302.2 1
A2058
CHEMBL613503
IC50 5.36 5.36 4413.3 1
KU-19-19
CHEMBL1075483
IC50 5.35 5.35 4464.9 1
KYSE-510
CHEMBL613868
IC50 5.35 5.35 4482.3 1
MIA PaCa-2
CHEMBL614725
IC50 5.35 5.35 4424.6 1
CAL-12T
CHEMBL1075406
IC50 5.34 5.34 4525.7 1
Becker
CHEMBL2366230
IC50 5.33 5.33 4675.7 1
AGS
CHEMBL613860
IC50 5.33 5.33 4700.0 1
CAL-33
CHEMBL1075409
IC50 5.32 5.32 4844.7 1
NB13
CHEMBL2366225
IC50 5.32 5.32 4801.8 1
PSN1
CHEMBL614241
IC50 5.32 5.32 4762.5 1
Daoy
CHEMBL612519
IC50 5.31 5.31 4924.5 1
GT3TKB
CHEMBL2366148
IC50 5.3 5.3 5028.3 1
SK-UT-1
CHEMBL2366316
IC50 5.3 5.3 5031.4 1
KM12
CHEMBL614709
IC50 5.3 5.3 5015.3 1
HSC-4
CHEMBL1075469
IC50 5.29 5.29 5115.4 1
SAS
CHEMBL1075569
IC50 5.28 5.28 5242.6 1
SW48
CHEMBL614055
IC50 5.28 5.28 5215.8 1
UMUC3
CHEMBL612799
IC50 5.26 5.26 5472.3 1
YKG-1
CHEMBL1075612
IC50 5.25 5.25 5594.8 1
HCT-116
CHEMBL394
IC50 5.24 5.24 5773.8 2
ATP-dependent molecular chaperone HSC82
CHEMBL4199
IC50 5.24 5.24 5700.0 1
SW-620
CHEMBL612262
IC50 5.24 5.24 5821.1 1
NB14
CHEMBL2366212
IC50 5.23 5.23 5869.4 1
AU565
CHEMBL1075393
IC50 5.22 5.22 5953.0 1
BFTC-909
CHEMBL1075397
IC50 5.22 5.22 6039.3 1
CAL-27
CHEMBL1075408
IC50 5.22 5.22 5955.7 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Heat shock protein HSP90 IC50 = 148.0 nM 6.83 Inhibition of HSP90 by FP assay 16480864
Heat shock protein HSP 90-alpha IC50 = 280.0 nM 6.55 Inhibitory concentration against activity of Hsp90 was determined by fluorescenc... 15974572
Heat shock protein HSP90 IC50 = 280.0 nM 6.55 Displacement of fluorescent labelled VER-00051001 from human Hsp90-beta by FP as... 18020435
Serine/threonine-protein kinase pim-1 Ki = 1584.89 nM 5.8 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Hepatocyte growth factor receptor Ki = 2511.89 nM 5.6 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Leukocyte tyrosine kinase receptor Ki = 2511.89 nM 5.6 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
FaDu IC50 = 2729.24 nM 5.56 SANGER: Inhibition of human FADU cell growth in a cell viability assay. -
MDA-MB-231 IC50 = 2803.8 nM 5.55 SANGER: Inhibition of human MDA-MB-231 cell growth in a cell viability assay. -
NCI-H1975 IC50 = 2815.37 nM 5.55 SANGER: Inhibition of human NCI-H1975 cell growth in a cell viability assay. -
HT-1080 IC50 = 2816.28 nM 5.55 SANGER: Inhibition of human HT-1080 cell growth in a cell viability assay. -
A-375 IC50 = 3082.56 nM 5.51 SANGER: Inhibition of human A375 cell growth in a cell viability assay. -
KYSE-150 cell line IC50 = 3480.49 nM 5.46 SANGER: Inhibition of human KYSE-150 cell growth in a cell viability assay. -
NCI-H2030 IC50 = 3635.33 nM 5.44 SANGER: Inhibition of human NCI-H2030 cell growth in a cell viability assay. -
CAL-51 IC50 = 3663.14 nM 5.44 SANGER: Inhibition of human CAL-51 cell growth in a cell viability assay. -
BB30-HNC IC50 = 3612.65 nM 5.44 SANGER: Inhibition of human BB30-HNC cell growth in a cell viability assay. -
A2780 IC50 = 3754.94 nM 5.42 SANGER: Inhibition of human A2780 cell growth in a cell viability assay. -
HuO9 IC50 = 4005.92 nM 5.4 SANGER: Inhibition of human HuO9 cell growth in a cell viability assay. -
EC-GI-10 IC50 = 4019.4 nM 5.4 SANGER: Inhibition of human EC-GI-10 cell growth in a cell viability assay. -
SW 954 IC50 = 4029.22 nM 5.39 SANGER: Inhibition of human SW954 cell growth in a cell viability assay. -
NCI-H460 IC50 = 4108.99 nM 5.39 SANGER: Inhibition of human NCI-H460 cell growth in a cell viability assay. -

Literature References

PubMed DOI Target Context # Activities
29110989 10.1016/j.bmcl.2017.10.036 Virulence sensor histidine kinase PhoQ 4
29110989 10.1016/j.bmcl.2017.10.036 Histidine protein kinase DivJ 3
15955698 10.1016/j.bmcl.2005.05.046 ATP-dependent molecular chaperone HSP82 3
- 10.6019/CHEMBL5096127 Schistosoma mansoni 2
16480864 10.1016/j.bmcl.2006.01.099 Heat shock protein HSP90 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
29110989 10.1016/j.bmcl.2017.10.036 Unchecked 2
29110989 10.1016/j.bmcl.2017.10.036 Cell cycle histidine kinase CckA 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
19017562 10.1016/j.bmc.2008.10.087 HCT-116 1
- 10.6019/CHEMBL1201861 EPLC-272H 1
- 10.6019/CHEMBL1201861 EKVX 1
- 10.6019/CHEMBL1201861 DSH1 1
- 10.6019/CHEMBL1201861 Daoy 1
- 10.6019/CHEMBL1201861 DOK 1
17108987 10.1038/nchembio840 Unchecked 1
18020435 10.1021/jm701018h HCT-116 1
18020435 10.1021/jm701018h Heat shock protein HSP90 1
15974572 10.1021/jm050355z HCT-116 1
15974572 10.1021/jm050355z Heat shock protein HSP 90-alpha 1

Data from ChEMBL 36 via Core Engine