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Compound Detail

CHEMBL226587

TRANS-N-SINAPOYLTYRAMINE
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COc1cc(/C=C/C(=O)NCCc2ccc(O)cc2)cc(OC)c1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL226587
Name TRANS-N-SINAPOYLTYRAMINE
Phase Preclinical
Structure Type MOL
InChI Key IEDBNTAKVGBZEP-VMPITWQZSA-N
2
Targets
2
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

343.4
MW (Da)
2.49
ALogP
5
HBA
3
HBD
88.0
PSA (Ų)
0.67
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C19H21NO5
MW 343.38
Aromatic Rings 2
Heavy Atoms 25
NP-Likeness 0.25

Activity Summary

IC50 2 meas. best 4.14

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
MDA-MB-231
CHEMBL400
 IC50 4.14 4.14 72800.0 1
MDA-MB-468
CHEMBL614335
 IC50 4.1 4.1 80200.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
MDA-MB-231 IC50 = 72800.0 nM 4.14 Antiproliferative activity against human MDA-MB-231 cells expressing c-MET asses... 27258622
MDA-MB-468 IC50 = 80200.0 nM 4.1 Antiproliferative activity against human MDA-MB-468 cells expressing c-MET asses... 27258622

Literature References

PubMed DOI Target Context # Activities
27258622 10.1016/j.ejmech.2016.04.043 MDA-MB-231 2
25241925 10.1016/j.bmcl.2014.08.063 SK-BR-3 1
38665828 10.1039/d3md00455d Glutamate NMDA receptor; GRIN1/GRIN2B 1
33822610 10.1021/acs.jnatprod.1c00055 BV-2 1
27258622 10.1016/j.ejmech.2016.04.043 MDA-MB-468 1
27258622 10.1016/j.ejmech.2016.04.043 Hepatocyte growth factor receptor 1
25241925 10.1016/j.bmcl.2014.08.063 NON-PROTEIN TARGET 1
25241925 10.1016/j.bmcl.2014.08.063 KB 1
25241925 10.1016/j.bmcl.2014.08.063 DU-145 1
25241925 10.1016/j.bmcl.2014.08.063 MDA-MB-231 1
17547458 10.1021/np070089n HepG2 1
25241925 10.1016/j.bmcl.2014.08.063 ZR-75-1 1
25241925 10.1016/j.bmcl.2014.08.063 MCF7 1
25241925 10.1016/j.bmcl.2014.08.063 A549 1
- 10.1007/s00044-012-0419-x NON-PROTEIN TARGET 1
- 10.1007/s00044-012-0419-x Staphylococcus aureus 1
- 10.1007/s00044-012-0419-x Streptococcus pyogenes 1
20384293 10.1021/np100022s Mycobacterium tuberculosis 1
17547458 10.1021/np070089n WI-38 1
17547458 10.1021/np070089n WI-38 VA13 1

Data from ChEMBL 36 via Core Engine