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

CHEMBL477256

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
O=C1/C(=C/c2ccc(F)cc2)CCC/C1=C\c1ccc(F)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL477256
Phase Preclinical
Structure Type MOL
InChI Key STPNBQOTKFPYEG-UNZYHPAISA-N
12
Targets
17
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

310.3
MW (Da)
5.18
ALogP
1
HBA
0
HBD
17.1
PSA (Ų)
0.70
QED
1
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H16F2O
MW 310.34
Aromatic Rings 2
Heavy Atoms 23
NP-Likeness -0.56

Activity Summary

IC50 15 meas. best 6.58
EC50 1 meas. best 4.16
Ki 1 meas.

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
11-beta-hydroxysteroid dehydrogenase 1
CHEMBL4235
 IC50 6.58 6.055 263.0 2
11-beta-hydroxysteroid dehydrogenase 1
CHEMBL2391
 IC50 5.95 5.41 1111.0 2
Leishmania amazonensis
CHEMBL612877
 IC50 5.37 5.37 4300.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 5.13 5.13 7400.0 1
HT-29
CHEMBL384
 IC50 5.12 5.12 7560.0 1
PANC-1
CHEMBL614139
 IC50 4.98 4.98 10420.0 1
PC-3
CHEMBL390
 IC50 4.93 4.93 11870.0 1
Trypanosoma cruzi
CHEMBL368
 IC50 4.61 4.61 24700.0 1
RAW264.7
CHEMBL612557
 IC50 4.38 4.38 42010.0 1
KB
CHEMBL398
 IC50 4.24 4.24 58100.0 1
Trypanosoma cruzi
CHEMBL368
 EC50 4.16 4.16 68700.0 1
CNE
CHEMBL613824
 IC50 4.11 4.11 77900.0 1
BGC-823
CHEMBL614526
 IC50 4.06 4.06 87300.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
11-beta-hydroxysteroid dehydrogenase 1 IC50 = 263.0 nM 6.58 Inhibition of human 11beta-HSD1 transfected in CHOP cells 23800686
11-beta-hydroxysteroid dehydrogenase 1 IC50 = 1111.0 nM 5.95 Inhibition of 11beta-HSD1 in Sprague-Dawley rat leydig cells at 100 uM 23800686
11-beta-hydroxysteroid dehydrogenase 1 IC50 = 2973.0 nM 5.53 Inhibition of 11beta-HSD1 in human liver microsomes using [3H]-cortisone as subs... 23800686
Leishmania amazonensis IC50 = 4300.0 nM 5.37 Antiparasitic activity against promastigote form of Leishmania amazonensis MHOM/... 29920454
NON-PROTEIN TARGET IC50 = 7400.0 nM 5.13 Cytotoxicity against human LS 174T cells after 72 hrs by MTT assay 19243951
HT-29 IC50 = 7560.0 nM 5.12 Cytotoxicity against human HT-29 cells after 72 hrs by MTT assay 22551677
PANC-1 IC50 = 10420.0 nM 4.98 Cytotoxicity against human PANC1 cells after 72 hrs by MTT assay 22551677
PC-3 IC50 = 11870.0 nM 4.93 Cytotoxicity against human PC3 cells after 72 hrs by MTT assay 22551677
11-beta-hydroxysteroid dehydrogenase 1 IC50 = 13502.0 nM 4.87 Inhibition of 11beta-HSD1 in rat testis microsomes using [3H]-11-DHC as substrat... 23800686
Trypanosoma cruzi IC50 = 24700.0 nM 4.61 Antiparasitic activity against epimastigote form of Trypanosoma cruzi Y assessed... 29920454
RAW264.7 IC50 = 42010.0 nM 4.38 Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of IFN-... 19359068
KB IC50 = 58100.0 nM 4.24 Cytotoxicity against human KB cells after 72 hrs by MTT assay 19243951
Trypanosoma cruzi EC50 = 68700.0 nM 4.16 Antiparasitic activity against trypomastigote form of Trypanosoma cruzi assessed... 29920454
CNE IC50 = 77900.0 nM 4.11 Cytotoxicity against human CNE cells after 72 hrs by MTT assay 19243951
BGC-823 IC50 = 87300.0 nM 4.06 Cytotoxicity against human BGC823 cells after 72 hrs by MTT assay 19243951

Literature References

PubMed DOI Target Context # Activities
23800686 10.1016/j.bmcl.2013.05.080 11-beta-hydroxysteroid dehydrogenase 1 5
30523084 10.1126/science.aat9446 Plasmodium berghei 4
24275249 10.1016/j.ejmech.2013.10.073 Molecular identity unknown 4
20346654 10.1016/j.bmcl.2010.02.089 17-beta-hydroxysteroid dehydrogenase type 3 3
- 10.1007/s00044-013-0780-4 Unchecked 3
29920454 10.1016/j.ejmech.2018.06.031 Unchecked 3
29920454 10.1016/j.ejmech.2018.06.031 Trypanosoma cruzi 2
23800686 10.1016/j.bmcl.2013.05.080 11-beta-hydroxysteroid dehydrogenase type 2 2
30523084 10.1126/science.aat9446 HepG2-CD81 2
18952325 10.1016/j.ejmech.2008.09.026 Mycobacterium tuberculosis 2
18336957 10.1016/j.ejmech.2008.01.031 J774.A1 2
24960549 10.1021/jm401352a NON-PROTEIN TARGET 2
19243951 10.1016/j.bmc.2008.10.044 CNE 1
19243951 10.1016/j.bmc.2008.10.044 NON-PROTEIN TARGET 1
19243951 10.1016/j.bmc.2008.10.044 HL-60 1
19243951 10.1016/j.bmc.2008.10.044 KB 1
18952325 10.1016/j.ejmech.2008.09.026 Staphylococcus aureus 1
18952325 10.1016/j.ejmech.2008.09.026 Escherichia coli 1
18952325 10.1016/j.ejmech.2008.09.026 Candida parapsilosis 1
18952325 10.1016/j.ejmech.2008.09.026 Cryptococcus neoformans 1

Data from ChEMBL 36 via Core Engine