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Compound Detail

CHEMBL17001

METHYLCAFFEATE
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COC(=O)/C=C/c1ccc(O)c(O)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL17001
Name METHYLCAFFEATE
Phase Preclinical
Structure Type MOL
InChI Key OCNYGKNIVPVPPX-HWKANZROSA-N
25
Targets
34
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

194.2
MW (Da)
1.28
ALogP
4
HBA
2
HBD
66.8
PSA (Ų)
0.42
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C10H10O4
MW 194.19
Aromatic Rings 1
Heavy Atoms 14
NP-Likeness 1.13

Activity Summary

IC50 29 meas. best 5.51
EC50 5 meas. best 5.82

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
No relevant target
CHEMBL2362975
 EC50 5.82 5.82 1500.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 5.51 5.19 3110.0 4
RAW264.7
CHEMBL612557
 EC50 5.5 5.5 3199.0 1
NCI-H1299
CHEMBL612255
 IC50 5.45 5.45 3530.0 1
HeLa
CHEMBL399
 IC50 5.42 4.85 3770.0 2
RAW264.7
CHEMBL612557
 IC50 5.41 5.41 3900.0 1
HOP-62
CHEMBL614643
 IC50 5.41 5.41 3860.0 1
Calu-1
CHEMBL613505
 IC50 5.26 5.26 5500.0 1
LoVo
CHEMBL614721
 IC50 5.24 5.24 5800.0 1
NCI-H1792
CHEMBL1075525
 IC50 5.21 5.21 6090.0 1
NCI-H157
CHEMBL614783
 IC50 5.2 5.2 6250.0 1
A549
CHEMBL392
 IC50 5.12 5.12 7540.0 1
HL-60
CHEMBL383
 IC50 5.12 5.12 7500.0 1
M14
CHEMBL614317
 IC50 5.05 5.05 8860.0 1
HT-1080
CHEMBL614580
 IC50 4.96 4.96 11100.0 1
NCI-H460
CHEMBL396
 IC50 4.83 4.83 14800.0 1
BeWo
CHEMBL614525
 IC50 4.76 4.76 17270.0 1
Radical scavenging activity
CHEMBL613712
 IC50 4.67 4.67 21300.0 1
LOX IMVI
CHEMBL614096
 IC50 4.66 4.66 21800.0 1
Plasmodium falciparum
CHEMBL364
 IC50 4.33 4.33 46500.0 1
2-heptyl-4(1H)-quinolone synthase PqsD
CHEMBL3559673
 IC50 4.29 4.29 51000.0 1
SiHa
CHEMBL612542
 IC50 4.22 4.22 60260.0 1
Amyloid-beta precursor protein
CHEMBL2487
 EC50 4.17 4.17 67700.0 1
Transthyretin
CHEMBL3194
 EC50 4.17 4.17 67000.0 1
HepG2
CHEMBL395
 IC50 4.09 4.09 81550.0 1
Human immunodeficiency virus type 1 integrase
CHEMBL3471
 IC50 4.0 4.0 100000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
No relevant target EC50 = 1500.0 nM 5.82 Antioxidant activity assessed as DPPH radical scavenging activity measured after... 29914769
NON-PROTEIN TARGET IC50 = 3110.0 nM 5.51 Cytotoxicity against human 292G cells after 72 hrs by alamar blue assay 22954735
RAW264.7 EC50 = 3199.0 nM 5.5 Inhibition of LPS-induced nitric oxide production in mouse RAW264.7 cells assess... 18667320
NCI-H1299 IC50 = 3530.0 nM 5.45 Cytotoxicity against human NCI-H1299 cells after 72 hrs by alamar blue assay 22954735
HeLa IC50 = 3770.0 nM 5.42 Cytotoxicity against human HeLa cells after 72 hrs by alamar blue assay 22954735
HOP-62 IC50 = 3860.0 nM 5.41 Cytotoxicity against human HOP62 cells after 72 hrs by alamar blue assay 22954735
RAW264.7 IC50 = 3900.0 nM 5.41 Antiinflammatory activity against LPS-stimulated mouse RAW264.7 cells assessed a... 31747281
NON-PROTEIN TARGET IC50 = 5150.0 nM 5.29 Cytotoxicity against human SKBR cells after 72 hrs by alamar blue assay 22954735
Calu-1 IC50 = 5500.0 nM 5.26 Cytotoxicity against human Calu1 cells after 72 hrs by alamar blue assay 22954735
LoVo IC50 = 5800.0 nM 5.24 Cytotoxicity against human LoVo cells after 72 hrs by MTT assay 15387667
NCI-H1792 IC50 = 6090.0 nM 5.21 Cytotoxicity against human NCI-H1792 cells after 72 hrs by alamar blue assay 22954735
NCI-H157 IC50 = 6250.0 nM 5.2 Cytotoxicity against human NCI-H157 cells after 72 hrs by alamar blue assay 22954735
A549 IC50 = 7540.0 nM 5.12 Cytotoxicity against human A549 cells after 72 hrs by alamar blue assay 22954735
HL-60 IC50 = 7500.0 nM 5.12 Cytotoxicity against human HL60 cells after 72 hrs by MTT assay 15387667
M14 IC50 = 8860.0 nM 5.05 Cytotoxicity against human M14 cells after 72 hrs by alamar blue assay 22954735
NON-PROTEIN TARGET IC50 = 8890.0 nM 5.05 Cytotoxicity against human M4E cells after 72 hrs by alamar blue assay 22954735
HT-1080 IC50 = 11100.0 nM 4.96 Cytotoxicity against human HT1080 cells after 72 hrs by MTT assay 15387667
NON-PROTEIN TARGET IC50 = 12320.0 nM 4.91 Antitumor activity against human HL60 cells assessed as inhibition of cell growt... 25160837
NCI-H460 IC50 = 14800.0 nM 4.83 Cytotoxicity against human H460 cells after 72 hrs by alamar blue assay 22954735
BeWo IC50 = 17270.0 nM 4.76 Antitumor activity against human Bewo cells assessed as inhibition of cell growt... 25160837

Literature References

PubMed DOI Target Context # Activities
22954735 10.1016/j.bmcl.2012.08.038 NON-PROTEIN TARGET 4
24582984 10.1016/j.bmcl.2014.02.005 Candida albicans 4
24245939 10.1021/np400518k HT-22 4
24080105 10.1016/j.bmc.2013.08.057 LNCaP 3
18667320 10.1016/j.bmc.2008.07.006 RAW264.7 3
23682762 10.1021/jm400374q Unchecked 2
34403725 10.1016/j.bmcl.2021.128326 3T3-L1 2
28759879 10.1016/j.ejmech.2017.07.026 Unchecked 2
25314129 10.1021/jm500997m Transthyretin 2
30615450 10.1021/acs.jmedchem.8b01994 Unchecked 2
25160837 10.1016/j.bmcl.2014.08.024 NON-PROTEIN TARGET 2
28759879 10.1016/j.ejmech.2017.07.026 No relevant target 2
15387667 10.1021/np040046w LoVo 2
29254644 10.1016/j.bmcl.2017.12.014 Unchecked 2
25437621 10.1016/j.ejmech.2014.11.055 2-heptyl-4(1H)-quinolone synthase PqsD 2
15387667 10.1021/np040046w HL-60 1
18952420 10.1016/j.bmcl.2008.10.046 Human immunodeficiency virus type 1 integrase 1
15387667 10.1021/np040046w HT-1080 1
11831895 10.1021/jm010399h Human immunodeficiency virus type 1 integrase 1
11354370 10.1016/s0960-894x(01)00165-2 A-431 1

Data from ChEMBL 36 via Core Engine