Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL3359091

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
COc1cccc(CNC(=O)c2nc3ccc(F)c(OCCc4ccc(C(=O)O)cc4)c3c(=O)[nH]2)c1

Basic Information

ChEMBL ID CHEMBL3359091
Phase Preclinical
Structure Type MOL
InChI Key YNHGVYGMFAREOF-UHFFFAOYSA-N
6
Targets
14
Activities
1
Assay Types
1
PK Parameters
20
Publications
0
Known Names

Molecular Properties

491.5
MW (Da)
3.32
ALogP
6
HBA
3
HBD
130.6
PSA (Ų)
0.33
QED
0
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C26H22FN3O6
MW 491.48
Aromatic Rings 4
Heavy Atoms 36
NP-Likeness -0.94

Activity Summary

IC50 14 meas. best 8.89

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Collagenase 3
CHEMBL280
IC50 8.89 8.89 1.3 1
Stromelysin-2
CHEMBL4270
IC50 6.8 6.3667 160.0 3
Neutrophil collagenase
CHEMBL4588
IC50 6.14 5.9667 720.0 3
Plasmodium falciparum
CHEMBL364
IC50 5.62 5.62 2380.0 1
Stromelysin-1
CHEMBL283
IC50 5.4 5.4 4000.0 2
72 kDa type IV collagenase
CHEMBL333
IC50 5.28 5.28 5300.0 2

Pharmacokinetic Data

Parameter Value Units Species
CL 28.33 mL.min-1.kg-1 Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Collagenase 3 IC50 = 1.3 nM 8.89 Inhibition of human recombinant MMP-13 using Mca-Lys-Pro-Leu-GlyLeu-Dpa-Ala-Arg-... 37158732
Stromelysin-2 IC50 = 160.0 nM 6.8 Inhibition of human recombinant MMP10 using Cy3-PLGLK(Cy5Q)AR-NH2 as substrate a... 25264600
Stromelysin-2 IC50 = 160.0 nM 6.8 Inhibition of recombinant human AMPA-activated MMP10 using Cy3-PLGLK(Cy5Q)AR-NH2... 27825552
Neutrophil collagenase IC50 = 720.0 nM 6.14 Inhibition of human recombinant MMP8 using Cy3-PLGLK(Cy5Q)AR-NH2 as substrate af... 25264600
Neutrophil collagenase IC50 = 720.0 nM 6.14 Inhibition of recombinant human AMPA-activated MMP8 using Cy3-PLGLK(Cy5Q)AR-NH2 ... 27825552
Plasmodium falciparum IC50 = 2380.0 nM 5.62 Antiplasmodial activity against Plasmodium falciparum 3D7 infected in human eryt... 34437804
Neutrophil collagenase IC50 = 2400.0 nM 5.62 Inhibition of human recombinant MMP-8 incubated for 30 mins by fluorescence base... 37158732
Stromelysin-2 IC50 = 3200.0 nM 5.5 Inhibition of human recombinant MMP-10 using Mca-Aug-Pro-Lys-Pro-Val-Glu-Nval-Tr... 37158732
Stromelysin-1 IC50 = 4000.0 nM 5.4 Inhibition of human recombinant MMP3 using Cy3-PLGLK(Cy5Q)AR-NH2 as substrate af... 25264600
Stromelysin-1 IC50 = 4000.0 nM 5.4 Inhibition of recombinant human AMPA-activated MMP3 using Cy3-PLGLK(Cy5Q)AR-NH2 ... 27825552
72 kDa type IV collagenase IC50 = 5300.0 nM 5.28 Inhibition of human recombinant MMP2 using Cy3-PLGLK(Cy5Q)AR-NH2 as substrate af... 25264600
72 kDa type IV collagenase IC50 = 5300.0 nM 5.28 Inhibition of recombinant human AMPA-activated MMP2 using Cy3-PLGLK(Cy5Q)AR-NH2 ... 27825552

Literature References

PubMed DOI Target Context # Activities
25264600 10.1021/jm500981k Unchecked 6
25264600 10.1021/jm500981k ADMET 2
25264600 10.1021/jm500981k No relevant target 2
37158732 10.1021/acs.jmedchem.2c02107 Unchecked 1
27825552 10.1016/j.bmc.2016.09.009 Neutrophil collagenase 1
27825552 10.1016/j.bmc.2016.09.009 Stromelysin-2 1
27825552 10.1016/j.bmc.2016.09.009 Collagenase 3 1
25264600 10.1021/jm500981k Collagenase 3 1
25264600 10.1021/jm500981k Interstitial collagenase 1
25264600 10.1021/jm500981k 72 kDa type IV collagenase 1
25264600 10.1021/jm500981k Stromelysin-1 1
25264600 10.1021/jm500981k Matrilysin 1
25264600 10.1021/jm500981k Neutrophil collagenase 1
25264600 10.1021/jm500981k Matrix metalloproteinase-9 1
25264600 10.1021/jm500981k Stromelysin-2 1
25264600 10.1021/jm500981k Matrix metalloproteinase-14 1
25264600 10.1021/jm500981k Disintegrin and metalloproteinase domain-containing protein 17 1
25264600 10.1021/jm500981k Rattus norvegicus 1
25264600 10.1021/jm500981k Liver microsome 1
25264600 10.1021/jm500981k MMP-2/MMP-13 1

Data from ChEMBL 36 via Core Engine