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Compound Detail

CHEMBL2336353

N-(2-HYDROXYPHENYL)CINNAMAMIDE
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O=C(/C=C/c1ccccc1)Nc1ccccc1O

Basic Information

ChEMBL ID CHEMBL2336353
Name N-(2-HYDROXYPHENYL)CINNAMAMIDE
Phase Preclinical
Structure Type MOL
InChI Key CYJJBQPBDGQQFZ-ZHACJKMWSA-N
4
Targets
4
Activities
2
Assay Types
0
PK Parameters
10
Publications
0
Known Names

Molecular Properties

239.3
MW (Da)
3.04
ALogP
2
HBA
2
HBD
49.3
PSA (Ų)
0.64
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C15H13NO2
MW 239.27
Aromatic Rings 2
Heavy Atoms 18
NP-Likeness -0.50

Activity Summary

IC50 3 meas. best 8.21
Ki 1 meas. best 4.73

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
72 kDa type IV collagenase
CHEMBL333
IC50 8.21 8.21 6.2 1
Matrix metalloproteinase-9
CHEMBL321
IC50 8.14 8.14 7.2 1
Interstitial collagenase
CHEMBL332
IC50 5.28 5.28 5201.6 1
Shiga toxin subunit A
CHEMBL3879822
Ki 4.73 4.73 18680.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
- 10.1584/jpestics.25.263 Brassica rapa subsp. chinensis 2
27933947 10.1021/acs.jmedchem.6b01517 Shiga toxin subunit A 2
- 10.1584/jpestics.25.263 Athelia rolfsii 1
- 10.1584/jpestics.25.263 Pythium 1
23375794 10.1016/j.bmcl.2013.01.027 Unchecked 1
23375794 10.1016/j.bmcl.2013.01.027 MMP-1/MMP-2 1
23375794 10.1016/j.bmcl.2013.01.027 Matrix metalloproteinase-9 1
23375794 10.1016/j.bmcl.2013.01.027 72 kDa type IV collagenase 1
23375794 10.1016/j.bmcl.2013.01.027 Interstitial collagenase 1
27933947 10.1021/acs.jmedchem.6b01517 NON-PROTEIN TARGET 1

Data from ChEMBL 36 via Core Engine