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

CHEMBL3426787

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
COC(=O)c1c(O)cc(O)c(Cl)c1CCc1nccn1Cc1ccccc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3426787
Phase Preclinical
Structure Type MOL
InChI Key NCWIQXPFJORNJP-UHFFFAOYSA-N
5
Targets
22
Activities
3
Assay Types
0
PK Parameters
19
Publications
0
Known Names

Molecular Properties

386.8
MW (Da)
3.57
ALogP
6
HBA
2
HBD
84.6
PSA (Ų)
0.63
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H19ClN2O4
MW 386.84
Aromatic Rings 3
Heavy Atoms 27
NP-Likeness -0.33

Activity Summary

IC50 10 meas. best 7.5
Kd 10 meas. best 6.21
Ki 2 meas. best 6.36

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Endoplasmin
CHEMBL1075323
 IC50 7.5 6.248 32.0 5
Endoplasmin
CHEMBL4748
 Ki 6.36 6.36 440.0 1
Heat shock protein HSP 90-alpha
CHEMBL3880
 Kd 6.21 5.8775 620.0 4
Heat shock protein HSP90
CHEMBL2095165
 Kd 6.09 6.09 810.0 1
Endoplasmin
CHEMBL4748
 IC50 5.96 5.96 1100.0 1
Endoplasmin
CHEMBL1075323
 Kd 5.94 5.9 1140.0 2
Endoplasmin
CHEMBL4748
 Kd 5.86 5.86 1380.0 1
Unchecked
CHEMBL612545
 Kd 5.86 5.81 1380.0 2
Heat shock protein HSP 90-alpha
CHEMBL3880
 Ki 5.75 5.75 1800.0 1
Heat shock protein HSP 90-alpha
CHEMBL3880
 IC50 4.88 4.8725 13100.0 4

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Endoplasmin IC50 = 32.0 nM 7.5 Inhibition of GRP94 (unknown origin) expressed in HEK293 cells assessed as reduc... 26086931
Endoplasmin Ki = 440.0 nM 6.36 Displacement of FITC-geldanamycin from full length dog GRP94 at 277 K after 5 hr... 29528635
Heat shock protein HSP 90-alpha Kd = 620.0 nM 6.21 Binding affinity to recombinant HSP90alpha (unknown origin) assessed as dissocia... 39256986
Heat shock protein HSP 90-alpha Kd = 620.0 nM 6.21 Inhibition of FITC-geldanamycin binding to HSP90alpha (unknown origin) incubated... 30351001
Heat shock protein HSP 90-alpha Kd = 620.0 nM 6.21 Binding affinity to human N-terminal 6His-tagged HSP90alpha (1 to 236 residues) ... 29528635
Heat shock protein HSP90 Kd = 810.0 nM 6.09 Binding affinity to human His-tagged N-terminal HSP90 (1 to 693 residues) expres... 29528635
Endoplasmin IC50 = 1100.0 nM 5.96 Displacement of FITC-geldanamycin from full length dog GRP94 at 277 K after 5 hr... 29528635
Endoplasmin IC50 = 1140.0 nM 5.94 Inhibition of recombinant GRP94 (unknown origin) 39256986
Endoplasmin IC50 = 1140.0 nM 5.94 Binding affinity to GRP94 N-domain (unknown origin) 30351001
Endoplasmin Kd = 1140.0 nM 5.94 Apparent binding affinity to Grp94 (unknown origin) after 24 hrs by fluorescence... 27003516
Endoplasmin IC50 = 1150.0 nM 5.94 Displacement of FITC-GM from recombinant Grp94 (unknown origin) after 24 hrs by ... 25901531
Endoplasmin IC50 = 1200.0 nM 5.92 Displacement of Cy3B-GM from recombinant Grp94 (unknown origin) after 24 hrs by ... 25901531
Unchecked Kd = 1380.0 nM 5.86 Binding affinity to dog N-terminal GST-tagged GRP94 N41 deletion mutant (69 to 3... 29528635
Endoplasmin Kd = 1380.0 nM 5.86 Inhibition of FITC-geldanamycin binding to canine GRP94 incubated for 5 hrs by f... 30351001
Endoplasmin Kd = 1380.0 nM 5.86 Binding affinity to recombinant GRP94 (unknown origin) assessed as dissociation ... 39256986
Unchecked Kd = 1730.0 nM 5.76 Binding affinity to dog N-terminal His-tagged GRP94-NMC 41 deletion mutant (73 t... 29528635
Heat shock protein HSP 90-alpha Ki = 1800.0 nM 5.75 Displacement of FITC-geldanamycin from human HSP90alpha at 277 K after 5 hrs by ... 29528635
Heat shock protein HSP 90-alpha IC50 = 13100.0 nM 4.88 Inhibition of human recombinant HSP90alpha expressed in Escherichia coli by fluo... 30351001
Heat shock protein HSP 90-alpha IC50 = 13100.0 nM 4.88 Inhibition of HSP90alpha (unknown origin) 39256986
Heat shock protein HSP 90-alpha IC50 = 13200.0 nM 4.88 Displacement of FITC-geldanamycin from human HSP90alpha at 277 K after 5 hrs by ... 29528635

Literature References

PubMed DOI Target Context # Activities
25901531 10.1021/acs.jmedchem.5b00197 Endoplasmin 5
27003516 10.1021/acs.jmedchem.6b00085 MDA-MB-231 4
29528635 10.1021/acs.jmedchem.7b01608 Unchecked 4
29528635 10.1021/acs.jmedchem.7b01608 Heat shock protein HSP 90-alpha 4
27003516 10.1021/acs.jmedchem.6b00085 Endoplasmin 2
27003516 10.1021/acs.jmedchem.6b00085 Heat shock protein HSP 90-alpha 2
29528635 10.1021/acs.jmedchem.7b01608 Endoplasmin 2
30351001 10.1021/acs.jmedchem.8b00800 Endoplasmin 2
30351001 10.1021/acs.jmedchem.8b00800 Heat shock protein HSP 90-alpha 2
39256986 10.1021/acs.jmedchem.4c00966 Endoplasmin 2
39256986 10.1021/acs.jmedchem.4c00966 Heat shock protein HSP 90-alpha 2
25901531 10.1021/acs.jmedchem.5b00197 Heat shock protein HSP90 1
26086931 10.1021/acs.jmedchem.5b00229 Endoplasmin 1
27003516 10.1021/acs.jmedchem.6b00085 Unchecked 1
25901531 10.1021/acs.jmedchem.5b00197 Heat shock protein HSP 90-alpha 1
25901531 10.1021/acs.jmedchem.5b00197 ADMET 1
25901531 10.1021/acs.jmedchem.5b00197 Unchecked 1
29528635 10.1021/acs.jmedchem.7b01608 Heat shock protein HSP90 1
29057043 10.1021/acsmedchemlett.7b00193 RPMI-8226 1

Data from ChEMBL 36 via Core Engine