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Compound Detail

CHEMBL1830129

N-PHENYLCINNAMAMIDE
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O=C(/C=C/c1ccccc1)Nc1ccccc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1830129
Name N-PHENYLCINNAMAMIDE
Phase Preclinical
Structure Type MOL
InChI Key FIIZQHKGJMRJIL-VAWYXSNFSA-N
7
Targets
7
Activities
1
Assay Types
1
PK Parameters
11
Publications
0
Known Names

Molecular Properties

223.3
MW (Da)
3.34
ALogP
1
HBA
1
HBD
29.1
PSA (Ų)
0.79
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 C15H13NO
MW 223.28
Aromatic Rings 2
Heavy Atoms 17
NP-Likeness -0.72

Activity Summary

IC50 7 meas. best 8.1

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Matrix metalloproteinase-9
CHEMBL321
 IC50 8.1 8.1 8.0 1
72 kDa type IV collagenase
CHEMBL333
 IC50 8.05 8.05 8.9 1
Interstitial collagenase
CHEMBL332
 IC50 5.51 5.51 3057.9 1
MCF7
CHEMBL387
 IC50 5.28 5.28 5240.0 1
Amine oxidase [flavin-containing] B
CHEMBL2039
 IC50 5.25 5.25 5650.0 1
Epidermal growth factor receptor
CHEMBL203
 IC50 4.63 4.63 23160.0 1
Amine oxidase [flavin-containing] A
CHEMBL1951
 IC50 4.08 4.08 82800.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 8.533 hr -

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Matrix metalloproteinase-9 IC50 = 7.98 nM 8.1 Inhibition of human recombinant MMP9 using succinylated gelatin as substrate inc... 23375794
72 kDa type IV collagenase IC50 = 8.95 nM 8.05 Inhibition of human recombinant MMP2 using succinylated gelatin as substrate inc... 23375794
Interstitial collagenase IC50 = 3057.91 nM 5.51 Inhibition of human recombinant MMP1 using succinylated gelatin as substrate inc... 23375794
MCF7 IC50 = 5240.0 nM 5.28 Antiproliferative activity against Homo sapiens (human) MCF-7 cells overexpressi... -
Amine oxidase [flavin-containing] B IC50 = 5650.0 nM 5.25 Inhibition of human recombinant MAO-B assessed as oxidation of kynuramine to 4-h... 21899930
Epidermal growth factor receptor IC50 = 23160.0 nM 4.63 Inhibition of autophosphorylation of His6-tagged EGFR cytoplasmic domain (unknow... -
Amine oxidase [flavin-containing] A IC50 = 82800.0 nM 4.08 Inhibition of human recombinant MAO-A assessed as oxidation of kynuramine to 4-h... 21899930

Literature References

PubMed DOI Target Context # Activities
21899930 10.1016/j.ejmech.2011.08.036 Amine oxidase [flavin-containing] B 2
32965113 10.1021/acs.jmedchem.0c00749 ADMET 2
21899930 10.1016/j.ejmech.2011.08.036 Amine oxidase [flavin-containing] A 1
21899930 10.1016/j.ejmech.2011.08.036 Unchecked 1
- 10.1007/s00044-012-0093-z Epidermal growth factor receptor 1
- 10.1007/s00044-012-0093-z MCF7 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

Data from ChEMBL 36 via Core Engine