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Compound Detail

CHEMBL275362

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O=C(/C=C/c1ccc(O)c(O)c1)Nc1ccccc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL275362
Phase Preclinical
Structure Type MOL
InChI Key WWYUUQYLTXYLBK-VQHVLOKHSA-N
6
Targets
6
Activities
2
Assay Types
0
PK Parameters
18
Publications
0
Known Names

Molecular Properties

255.3
MW (Da)
2.75
ALogP
3
HBA
3
HBD
69.6
PSA (Ų)
0.58
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C15H13NO3
MW 255.27
Aromatic Rings 2
Heavy Atoms 19
NP-Likeness -0.13

Activity Summary

IC50 5 meas. best 8.15
EC50 1 meas. best 4.28

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Matrix metalloproteinase-9
CHEMBL321
 IC50 8.15 8.15 7.1 1
72 kDa type IV collagenase
CHEMBL333
 IC50 8.09 8.09 8.1 1
Unchecked
CHEMBL612545
 IC50 6.42 6.42 380.0 1
Interstitial collagenase
CHEMBL332
 IC50 5.49 5.49 3235.4 1
B16
CHEMBL381
 IC50 5.12 5.12 7600.0 1
No relevant target
CHEMBL2362975
 EC50 4.28 4.28 52630.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Matrix metalloproteinase-9 IC50 = 7.14 nM 8.15 Inhibition of human recombinant MMP9 using succinylated gelatin as substrate inc... 23375794
72 kDa type IV collagenase IC50 = 8.05 nM 8.09 Inhibition of human recombinant MMP2 using succinylated gelatin as substrate inc... 23375794
Unchecked IC50 = 380.0 nM 6.42 Evaluated for the antioxidant property by measuring the inhibition of microsomal... 11206462
Interstitial collagenase IC50 = 3235.42 nM 5.49 Inhibition of human recombinant MMP1 using succinylated gelatin as substrate inc... 23375794
B16 IC50 = 7600.0 nM 5.12 Inhibition of alpha-MSH-stimulated melanogenesis in mouse B16 cells assessed as ... 28619537
No relevant target EC50 = 52630.0 nM 4.28 Antioxidant activity assessed as DPPH free radical scavenging activity measured ... 27865704

Literature References

PubMed DOI Target Context # Activities
28619537 10.1016/j.bmcl.2017.06.011 B16 2
23375794 10.1016/j.bmcl.2013.01.027 Unchecked 1
30347330 10.1016/j.ejmech.2018.10.025 No relevant target 1
30347330 10.1016/j.ejmech.2018.10.025 Tyrosinase 1
27865704 10.1016/j.bmcl.2016.10.089 No relevant target 1
23375794 10.1016/j.bmcl.2013.01.027 Interstitial collagenase 1
23375794 10.1016/j.bmcl.2013.01.027 72 kDa type IV collagenase 1
23375794 10.1016/j.bmcl.2013.01.027 Matrix metalloproteinase-9 1
23375794 10.1016/j.bmcl.2013.01.027 MMP-1/MMP-2 1
11206462 10.1016/s0960-894x(00)00630-2 Unchecked 1
20181415 10.1016/j.ejmech.2010.01.066 Candida albicans 1
20181415 10.1016/j.ejmech.2010.01.066 Staphylococcus aureus 1
20181415 10.1016/j.ejmech.2010.01.066 Pseudomonas fluorescens 1
20181415 10.1016/j.ejmech.2010.01.066 Bacillus subtilis 1
17596944 10.1016/j.bmcl.2007.06.016 Tyrosine-protein phosphatase non-receptor type 1 1
11354370 10.1016/s0960-894x(01)00165-2 A-431 1
11354370 10.1016/s0960-894x(01)00165-2 HCT-116 1
11354370 10.1016/s0960-894x(01)00165-2 B16 1

Data from ChEMBL 36 via Core Engine