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Compound Detail

CHEMBL477057

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COc1cccc(/C=C2\CCC/C(=C\c3cccc(OC)c3OC)C2=O)c1OC
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL477057
Phase Preclinical
Structure Type MOL
InChI Key NCHAALDGNRJQFO-YXLFCKQPSA-N
11
Targets
13
Activities
2
Assay Types
0
PK Parameters
19
Publications
0
Known Names

Molecular Properties

394.5
MW (Da)
4.94
ALogP
5
HBA
0
HBD
54.0
PSA (Ų)
0.65
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 C24H26O5
MW 394.47
Aromatic Rings 2
Heavy Atoms 29
NP-Likeness -0.24

Activity Summary

IC50 12 meas. best 5.39
EC50 1 meas. best 4.57

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Leishmania amazonensis
CHEMBL612877
 IC50 5.39 5.39 4100.0 1
MCF7
CHEMBL387
 IC50 5.3 5.3 5000.0 1
HT-1080
CHEMBL614580
 IC50 5.21 5.21 6100.0 1
SW-620
CHEMBL612262
 IC50 5.08 5.08 8300.0 1
Unchecked
CHEMBL612545
 IC50 5.08 5.08 8400.0 1
A549
CHEMBL392
 IC50 4.94 4.94 11400.0 1
Trypanosoma cruzi
CHEMBL368
 IC50 4.63 4.63 23600.0 1
Trypanosoma cruzi
CHEMBL368
 EC50 4.57 4.57 27000.0 1
NHDF
CHEMBL614200
 IC50 4.51 4.51 31000.0 1
RAW264.7
CHEMBL612557
 IC50 4.43 4.43 36950.0 1
BGC-823
CHEMBL614526
 IC50 4.26 4.26 55300.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 4.07 4.07 84500.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Leishmania amazonensis IC50 = 4100.0 nM 5.39 Antiparasitic activity against promastigote form of Leishmania amazonensis MHOM/... 29920454
MCF7 IC50 = 5000.0 nM 5.3 Cytotoxicity against human MCF7 cells after 72 hrs by MTT assay 30138803
HT-1080 IC50 = 6100.0 nM 5.21 Cytotoxicity against human HT1080 cells after 72 hrs by MTT assay 30138803
SW-620 IC50 = 8300.0 nM 5.08 Cytotoxicity against human SW620 cells after 72 hrs by MTT assay 30138803
Unchecked IC50 = 8400.0 nM 5.08 Cytotoxicity against human EJ28 cells after 72 hrs by MTT assay 30138803
A549 IC50 = 11400.0 nM 4.94 Cytotoxicity against human A549 cells after 72 hrs by MTT assay 30138803
Trypanosoma cruzi IC50 = 23600.0 nM 4.63 Antiparasitic activity against epimastigote form of Trypanosoma cruzi Y assessed... 29920454
Trypanosoma cruzi EC50 = 27000.0 nM 4.57 Antiparasitic activity against trypomastigote form of Trypanosoma cruzi assessed... 29920454
NHDF IC50 = 31000.0 nM 4.51 Cytotoxicity against NHDF after 72 hrs by MTT assay 30138803
RAW264.7 IC50 = 36950.0 nM 4.43 Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of IFN-... 19359068
BGC-823 IC50 = 55300.0 nM 4.26 Cytotoxicity against human BGC823 cells after 72 hrs by MTT assay 19243951
NON-PROTEIN TARGET IC50 = 84500.0 nM 4.07 Cytotoxicity against human LS 174T cells after 72 hrs by MTT assay 19243951

Literature References

PubMed DOI Target Context # Activities
29920454 10.1016/j.ejmech.2018.06.031 Unchecked 3
30138803 10.1016/j.ejmech.2018.08.039 MCF7 2
30138803 10.1016/j.ejmech.2018.08.039 HT-1080 2
30138803 10.1016/j.ejmech.2018.08.039 Unchecked 2
30138803 10.1016/j.ejmech.2018.08.039 A549 2
30138803 10.1016/j.ejmech.2018.08.039 SW-620 2
29920454 10.1016/j.ejmech.2018.06.031 Trypanosoma cruzi 2
29920454 10.1016/j.ejmech.2018.06.031 Vero 1
30138803 10.1016/j.ejmech.2018.08.039 NHDF 1
29920454 10.1016/j.ejmech.2018.06.031 Leishmania amazonensis 1
19243951 10.1016/j.bmc.2008.10.044 BGC-823 1
29223100 10.1016/j.ejmech.2017.11.048 Luciferin 4-monooxygenase 1
19359068 10.1016/j.ejmech.2009.03.020 Tyrosinase 1
19359068 10.1016/j.ejmech.2009.03.020 Radical scavenging activity 1
19359068 10.1016/j.ejmech.2009.03.020 No relevant target 1
19359068 10.1016/j.ejmech.2009.03.020 RAW264.7 1
19243951 10.1016/j.bmc.2008.10.044 No relevant target 1
19243951 10.1016/j.bmc.2008.10.044 NON-PROTEIN TARGET 1
19243951 10.1016/j.bmc.2008.10.044 HL-60 1

Data from ChEMBL 36 via Core Engine