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Compound Detail

CHEMBL4080520

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CNC(=O)[C@@H](NC(=O)c1ccc(-c2ccc(CSc3nc4c(c(=O)[nH]3)CCC4)c(F)c2)o1)C(C)C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4080520
Phase Preclinical
Structure Type MOL
InChI Key NWCGLZSPRJCLHZ-NRFANRHFSA-N
3
Targets
9
Activities
2
Assay Types
9
PK Parameters
20
Publications
0
Known Names

Molecular Properties

498.6
MW (Da)
3.45
ALogP
6
HBA
3
HBD
117.1
PSA (Ų)
0.32
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C25H27FN4O4S
MW 498.58
Aromatic Rings 3
Heavy Atoms 35
NP-Likeness -1.67

Activity Summary

IC50 7 meas. best 8.57
Ki 2 meas. best 8.77

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Collagenase 3
CHEMBL280
 Ki 8.77 8.67 1.7 2
Collagenase 3
CHEMBL280
 IC50 8.57 8.41 2.7 3
Macrophage metalloelastase
CHEMBL4393
 IC50 5.75 5.75 1800.0 2
Stromelysin-1
CHEMBL283
 IC50 5.36 5.36 4400.0 2

Pharmacokinetic Data

Parameter Value Units Species
CL 0.18 mL.min-1.kg-1 Rattus norvegicus
Cmax 47600.0 nM Rattus norvegicus
T1/2 0.2 hr Homo sapiens
T1/2 0.15 hr Rattus norvegicus
T1/2 0.3333 hr Mus musculus
T1/2 2.9 hr Rattus norvegicus
T1/2 0.2 hr Homo sapiens
T1/2 0.15 hr Rattus norvegicus
T1/2 0.3333 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Collagenase 3 Ki = 1.7 nM 8.77 Inhibition of full length recombinant human MMP13 expressed in mouse NSO cells u... 28653849
Collagenase 3 IC50 = 2.7 nM 8.57 Inhibition of full length recombinant human MMP13 expressed in mouse NSO cells u... 28653849
Collagenase 3 IC50 = 2.7 nM 8.57 Inhibition of recombinant human full length MMP13 expressed in mouse NS0 cells u... 30249495
Collagenase 3 Ki = 2.7 nM 8.57 Binding affinity to full length human recombinant MMP-13 using Mca-PLGL-Dpa-AR-N... 37713805
Collagenase 3 IC50 = 8.1 nM 8.09 Inhibition of MMP13 (unknown origin)-mediated type-2 collagen cleavage assessed ... 28653849
Macrophage metalloelastase IC50 = 1800.0 nM 5.75 Inhibition of recombinant human MMP12 expressed in baculovirus expression system... 28653849
Macrophage metalloelastase IC50 = 1800.0 nM 5.75 Inhibition of MMP12 (unknown origin) 30249495
Stromelysin-1 IC50 = 4400.0 nM 5.36 Inhibition of recombinant human MMP3 expressed in baculovirus expression system ... 28653849
Stromelysin-1 IC50 = 4400.0 nM 5.36 Inhibition of MMP3 (unknown origin) 30249495

Literature References

PubMed DOI Target Context # Activities
30249495 10.1016/j.bmc.2018.08.020 Unchecked 5
28653849 10.1021/acs.jmedchem.7b00514 Collagenase 3 5
30249495 10.1016/j.bmc.2018.08.020 Rattus norvegicus 3
30249495 10.1016/j.bmc.2018.08.020 ADMET 3
30249495 10.1016/j.bmc.2018.08.020 No relevant target 3
37713805 10.1016/j.ejmech.2023.115802 ADMET 3
28653849 10.1021/acs.jmedchem.7b00514 Stromelysin-1 2
28653849 10.1021/acs.jmedchem.7b00514 Macrophage metalloelastase 2
30249495 10.1016/j.bmc.2018.08.020 Collagenase 3 2
28653849 10.1021/acs.jmedchem.7b00514 Caspase-1 1
28653849 10.1021/acs.jmedchem.7b00514 Procathepsin L 1
28653849 10.1021/acs.jmedchem.7b00514 Cathepsin K 1
28653849 10.1021/acs.jmedchem.7b00514 Caspase-5 1
28653849 10.1021/acs.jmedchem.7b00514 Caspase-3 1
28653849 10.1021/acs.jmedchem.7b00514 Caspase-2 1
28653849 10.1021/acs.jmedchem.7b00514 Disintegrin and metalloproteinase domain-containing protein 10 1
28653849 10.1021/acs.jmedchem.7b00514 Angiotensin-converting enzyme 2 1
28653849 10.1021/acs.jmedchem.7b00514 Matrix metalloproteinase-14 1
28653849 10.1021/acs.jmedchem.7b00514 Matrix metalloproteinase-9 1
28653849 10.1021/acs.jmedchem.7b00514 72 kDa type IV collagenase 1

Data from ChEMBL 36 via Core Engine