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Compound Detail

CHEMBL29489

BUTYL CAFFEATE
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CCCCOC(=O)/C=C/c1ccc(O)c(O)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL29489
Name BUTYL CAFFEATE
Phase Preclinical
Structure Type MOL
InChI Key DBBCBZIFZYILRL-FNORWQNLSA-N
17
Targets
23
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

236.3
MW (Da)
2.45
ALogP
4
HBA
2
HBD
66.8
PSA (Ų)
0.36
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 C13H16O4
MW 236.27
Aromatic Rings 1
Heavy Atoms 17
NP-Likeness 0.85

Activity Summary

IC50 20 meas. best 6.23
EC50 3 meas. best 6.62

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
RAW264.7
CHEMBL612557
 EC50 6.62 5.875 240.0 2
HeLa
CHEMBL399
 IC50 6.23 5.31 590.0 2
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 5.66 5.196 2170.0 5
NCI-H157
CHEMBL614783
 IC50 5.58 5.58 2620.0 1
A549
CHEMBL392
 IC50 5.46 5.46 3510.0 1
BeWo
CHEMBL614525
 IC50 5.27 5.27 5420.0 1
NCI-H460
CHEMBL396
 IC50 5.25 5.25 5620.0 1
HOP-62
CHEMBL614643
 IC50 5.25 5.25 5590.0 1
NCI-H1792
CHEMBL1075525
 IC50 5.24 5.24 5750.0 1
NCI-H1299
CHEMBL612255
 IC50 5.24 5.24 5810.0 1
LOX IMVI
CHEMBL614096
 IC50 5.02 5.02 9540.0 1
M14
CHEMBL614317
 IC50 4.96 4.96 11100.0 1
Calu-1
CHEMBL613505
 IC50 4.93 4.93 11700.0 1
Amyloid-beta precursor protein
CHEMBL2487
 EC50 4.92 4.92 12000.0 1
Radical scavenging activity
CHEMBL613712
 IC50 4.9 4.9 12600.0 1
SiHa
CHEMBL612542
 IC50 4.39 4.39 40970.0 1
LNCaP
CHEMBL612518
 IC50 4.34 4.34 45400.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
RAW264.7 EC50 = 240.0 nM 6.62 Inhibition of LPS-induced nitric oxide production in mouse RAW264.7 cells assess... 18667320
HeLa IC50 = 590.0 nM 6.23 Cytotoxicity against human HeLa cells after 72 hrs by alamar blue assay 22954735
NON-PROTEIN TARGET IC50 = 2170.0 nM 5.66 Cytotoxicity against human SKBR cells after 72 hrs by alamar blue assay 22954735
NCI-H157 IC50 = 2620.0 nM 5.58 Cytotoxicity against human NCI-H157 cells after 72 hrs by alamar blue assay 22954735
A549 IC50 = 3510.0 nM 5.46 Cytotoxicity against human A549 cells after 72 hrs by alamar blue assay 22954735
BeWo IC50 = 5420.0 nM 5.27 Antitumor activity against human Bewo cells assessed as inhibition of cell growt... 25160837
HOP-62 IC50 = 5590.0 nM 5.25 Cytotoxicity against human HOP62 cells after 72 hrs by alamar blue assay 22954735
NCI-H460 IC50 = 5620.0 nM 5.25 Cytotoxicity against human H460 cells after 72 hrs by alamar blue assay 22954735
NCI-H1792 IC50 = 5750.0 nM 5.24 Cytotoxicity against human NCI-H1792 cells after 72 hrs by alamar blue assay 22954735
NCI-H1299 IC50 = 5810.0 nM 5.24 Cytotoxicity against human NCI-H1299 cells after 72 hrs by alamar blue assay 22954735
NON-PROTEIN TARGET IC50 = 6460.0 nM 5.19 Cytotoxicity against human 292G cells after 72 hrs by alamar blue assay 22954735
RAW264.7 EC50 = 7419.0 nM 5.13 Cytotoxicity against mouse RAW264.7 cells assessed as cell survival after 24 hrs... 18667320
NON-PROTEIN TARGET IC50 = 7540.0 nM 5.12 Antitumor activity against human HL60 cells assessed as inhibition of cell growt... 25160837
NON-PROTEIN TARGET IC50 = 8660.0 nM 5.06 Cytotoxicity against human M4E cells after 72 hrs by alamar blue assay 22954735
LOX IMVI IC50 = 9540.0 nM 5.02 Cytotoxicity against human LOXIMVI cells after 72 hrs by alamar blue assay 22954735
M14 IC50 = 11100.0 nM 4.96 Cytotoxicity against human M14 cells after 72 hrs by alamar blue assay 22954735
NON-PROTEIN TARGET IC50 = 11300.0 nM 4.95 Cytotoxicity against human H266 cells after 72 hrs by alamar blue assay 22954735
Calu-1 IC50 = 11700.0 nM 4.93 Cytotoxicity against human Calu1 cells after 72 hrs by alamar blue assay 22954735
Amyloid-beta precursor protein EC50 = 12000.0 nM 4.92 Inhibition of QD-labeled amyloid beta (1 to 42) (unknown origin) aggregation aft... 28759879
Radical scavenging activity IC50 = 12600.0 nM 4.9 Antioxidant activity assessed as DPPH radical scavenging activity after 30 mins ... 24080105

Literature References

PubMed DOI Target Context # Activities
22954735 10.1016/j.bmcl.2012.08.038 NON-PROTEIN TARGET 4
18667320 10.1016/j.bmc.2008.07.006 RAW264.7 3
25160837 10.1016/j.bmcl.2014.08.024 NON-PROTEIN TARGET 2
14684314 10.1016/j.bmcl.2003.10.029 WISH 2
28759879 10.1016/j.ejmech.2017.07.026 Unchecked 2
28759879 10.1016/j.ejmech.2017.07.026 No relevant target 2
22954735 10.1016/j.bmcl.2012.08.038 HeLa 1
22954735 10.1016/j.bmcl.2012.08.038 NCI-H157 1
22954735 10.1016/j.bmcl.2012.08.038 A549 1
34218084 10.1016/j.ejmech.2021.113669 Helicobacter pylori 1
22954735 10.1016/j.bmcl.2012.08.038 NCI-H460 1
22954735 10.1016/j.bmcl.2012.08.038 NCI-H1792 1
22954735 10.1016/j.bmcl.2012.08.038 NCI-H1299 1
22954735 10.1016/j.bmcl.2012.08.038 LOX IMVI 1
22954735 10.1016/j.bmcl.2012.08.038 M14 1
22954735 10.1016/j.bmcl.2012.08.038 Calu-1 1
19628311 10.1016/j.ejmech.2009.06.029 No relevant target 1
24080105 10.1016/j.bmc.2013.08.057 LNCaP 1
25160837 10.1016/j.bmcl.2014.08.024 HeLa 1
19628311 10.1016/j.ejmech.2009.06.029 Mus musculus 1

Data from ChEMBL 36 via Core Engine