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Compound Detail

CHEMBL325749

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O=C(/C=C/c1ccc(O)cc1)NCCc1ccccc1

Basic Information

ChEMBL ID CHEMBL325749
Phase Preclinical
Structure Type MOL
InChI Key GQNHFEIKUYMXAQ-DHZHZOJOSA-N
5
Targets
6
Activities
2
Assay Types
0
PK Parameters
10
Publications
0
Known Names

Molecular Properties

267.3
MW (Da)
2.76
ALogP
2
HBA
2
HBD
49.3
PSA (Ų)
0.82
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 C17H17NO2
MW 267.33
Aromatic Rings 2
Heavy Atoms 20
NP-Likeness -0.01

Activity Summary

IC50 5 meas. best 8.11
Ki 1 meas. best 6.54

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Matrix metalloproteinase-9
CHEMBL321
IC50 8.11 8.11 7.8 1
72 kDa type IV collagenase
CHEMBL333
IC50 8.08 8.08 8.4 1
Unchecked
CHEMBL612545
Ki 6.54 6.54 290.0 1
Unchecked
CHEMBL612545
IC50 6.51 6.51 310.0 1
Glutamate NMDA receptor; Grin1/Grin2b
CHEMBL2096666
IC50 5.82 5.82 1500.0 1
Interstitial collagenase
CHEMBL332
IC50 5.49 5.49 3219.8 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
26974386 10.1016/j.ejmech.2016.02.044 Unchecked 2
10464027 10.1021/jm990199u Glutamate NMDA receptor; Grin1/Grin2a 1
10464027 10.1021/jm990199u Glutamate NMDA receptor; Grin1/Grin2b 1
10464027 10.1021/jm990199u Glutamate NMDA receptor; Grin1/Grin2c 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
29202400 10.1016/j.ejmech.2017.11.066 Peritoneal macrophage 1

Data from ChEMBL 36 via Core Engine