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

CHEMBL3358155

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
O=C1NC(=O)[C@](CNC(=O)c2cc3cc(Cl)ccc3o2)(c2nccs2)N1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3358155
Phase Preclinical
Structure Type MOL
InChI Key LBVBVIKJOWWVJX-MRXNPFEDSA-N
10
Targets
19
Activities
1
Assay Types
8
PK Parameters
20
Publications
0
Known Names

Molecular Properties

390.8
MW (Da)
2.01
ALogP
6
HBA
3
HBD
113.3
PSA (Ų)
0.59
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C16H11ClN4O4S
MW 390.81
Aromatic Rings 3
Heavy Atoms 26
NP-Likeness -1.32

Activity Summary

IC50 19 meas. best 8.1

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
A disintegrin and metalloproteinase with thrombospondin motifs 4
CHEMBL2318
 IC50 8.1 8.1 8.0 2
A disintegrin and metalloproteinase with thrombospondin motifs 5
CHEMBL2285
 IC50 7.77 7.125 17.0 4
Matrix metalloproteinase-14
CHEMBL3869
 IC50 6.06 5.56 870.0 2
Collagenase 3
CHEMBL280
 IC50 6.03 6.03 930.0 2
72 kDa type IV collagenase
CHEMBL333
 IC50 5.75 5.75 1800.0 2
Stromelysin-1
CHEMBL283
 IC50 5.72 5.72 1900.0 2
Matrix metalloproteinase-9
CHEMBL321
 IC50 5.0 5.0 10000.0 1
Disintegrin and metalloproteinase domain-containing protein 17
CHEMBL3706
 IC50 5.0 5.0 10000.0 2
Interstitial collagenase
CHEMBL332
 IC50 4.96 4.96 11000.0 1
Matrilysin
CHEMBL4073
 IC50 4.0 4.0 100000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 28000.0 ng.hr.mL-1 Rattus norvegicus
AUC 50805.3 ng.hr.mL-1 Rattus norvegicus
CL 4.0 mL.min-1.kg-1 Rattus norvegicus
Cmax 17655.64 nM Rattus norvegicus
Cmax 33000.0 nM Rattus norvegicus
F 72.0 % Rattus norvegicus
T1/2 3.2 hr Rattus norvegicus
Tmax 0.33 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
A disintegrin and metalloproteinase with thrombospondin motifs 4 IC50 = 8.0 nM 8.1 Inhibition of human ADAMTS4 using 43-mer VQTVTWPDMELPLPRNITEGEARGSVILTVKPIFEVSPS... 27194201
A disintegrin and metalloproteinase with thrombospondin motifs 4 IC50 = 8.0 nM 8.1 Inhibition of human ADAMTS-4 using VQTVTWPDMELPLPRNITEGEARGSVILTVKPIFEVSPSPLKG p... 25415648
A disintegrin and metalloproteinase with thrombospondin motifs 5 IC50 = 17.0 nM 7.77 Inhibition of human ADAMTS-5 using VQTVTWPDMELPLPRNITEGEARGSVILTVKPIFEVSPSPLKG p... 25415648
A disintegrin and metalloproteinase with thrombospondin motifs 5 IC50 = 17.0 nM 7.77 Inhibition of human ADAMTS5 using 43-mer VQTVTWPDMELPLPRNITEGEARGSVILTVKPIFEVSPS... 27194201
A disintegrin and metalloproteinase with thrombospondin motifs 5 IC50 = 330.0 nM 6.48 Inhibition of human ADAMTS-5 using VQTVTWPDMELPLPRNITEGEARGSVILTVKPIFEVSPSPLKG p... 25415648
A disintegrin and metalloproteinase with thrombospondin motifs 5 IC50 = 330.0 nM 6.48 Inhibition of human ADAMTS5 using 43-mer-VQTVTWPDMELPLPRNITEGEARGSVILTVKPIFEVSPS... 27194201
Matrix metalloproteinase-14 IC50 = 870.0 nM 6.06 Inhibition of human MMP14 using Mca-PQG1 peptide substrate assessed as substrate... 25415648
Collagenase 3 IC50 = 930.0 nM 6.03 Inhibition of human MMP13 using Mca-PQG1 peptide substrate assessed as substrate... 25415648
Collagenase 3 IC50 = 930.0 nM 6.03 Inhibition of human MMP13 using Mca-PQGL-(3-[2,4-dinitrophenyl]-L-2,3-diaminopro... 27194201
72 kDa type IV collagenase IC50 = 1800.0 nM 5.75 Inhibition of human MMP2 using Mca-PQG1 peptide substrate assessed as substrate ... 25415648
72 kDa type IV collagenase IC50 = 1800.0 nM 5.75 Inhibition of human MMP2 using Mca-PQGL-(3-[2,4-dinitrophenyl]-L-2,3-diaminoprop... 27194201
Stromelysin-1 IC50 = 1900.0 nM 5.72 Inhibition of human MMP3 using Mca-PQG1 peptide substrate assessed as substrate ... 25415648
Stromelysin-1 IC50 = 1900.0 nM 5.72 Inhibition of human MMP3 using Mca-PQGL-(3-[2,4-dinitrophenyl]-L-2,3-diaminoprop... 27194201
Matrix metalloproteinase-14 IC50 = 8700.0 nM 5.06 Inhibition of human MMP14 using Mca-PQGL-(3-[2,4-dinitrophenyl]-L-2,3-diaminopro... 27194201
Disintegrin and metalloproteinase domain-containing protein 17 IC50 = 10000.0 nM 5.0 Inhibition of human TACE using Mca-PQG1 peptide substrate assessed as substrate ... 25415648
Matrix metalloproteinase-9 IC50 = 10000.0 nM 5.0 Inhibition of human MMP9 using Mca-PQGL-(3-[2,4-dinitrophenyl]-L-2,3-diaminoprop... 27194201
Disintegrin and metalloproteinase domain-containing protein 17 IC50 = 10000.0 nM 5.0 Inhibition of human TACE using Mca-PQGL-(3-[2,4-dinitrophenyl]-L-2,3-diaminoprop... 27194201
Interstitial collagenase IC50 = 11000.0 nM 4.96 Inhibition of human MMP1 using Mca-PQGL-(3-[2,4-dinitrophenyl]-L-2,3-diaminoprop... 27194201
Matrilysin IC50 = 100000.0 nM 4.0 Inhibition of human MMP7 using Mca-PQGL-(3-[2,4-dinitrophenyl]-L-2,3-diaminoprop... 27194201

Literature References

PubMed DOI Target Context # Activities
27194201 10.1021/acs.jmedchem.6b00398 Unchecked 20
25415648 10.1021/jm501522n Rattus norvegicus 7
27194201 10.1021/acs.jmedchem.6b00398 ADMET 5
25415648 10.1021/jm501522n A disintegrin and metalloproteinase with thrombospondin motifs 5 2
27194201 10.1021/acs.jmedchem.6b00398 Rattus norvegicus 2
27194201 10.1021/acs.jmedchem.6b00398 A disintegrin and metalloproteinase with thrombospondin motifs 5 2
27194201 10.1021/acs.jmedchem.6b00398 A disintegrin and metalloproteinase with thrombospondin motifs 4 2
25415648 10.1021/jm501522n ADMET 2
25415648 10.1021/jm501522n Plasma 2
27194201 10.1021/acs.jmedchem.6b00398 ADAMTS5 1
25415648 10.1021/jm501522n Cytochrome P450 2C9 1
25415648 10.1021/jm501522n Cytochrome P450 3A4 1
25415648 10.1021/jm501522n Disintegrin and metalloproteinase domain-containing protein 17 1
25415648 10.1021/jm501522n Matrix metalloproteinase-14 1
25415648 10.1021/jm501522n Collagenase 3 1
27194201 10.1021/acs.jmedchem.6b00398 Interstitial collagenase 1
25415648 10.1021/jm501522n Stromelysin-1 1
27194201 10.1021/acs.jmedchem.6b00398 Stromelysin-1 1
27194201 10.1021/acs.jmedchem.6b00398 Matrilysin 1
25415648 10.1021/jm501522n 72 kDa type IV collagenase 1

Data from ChEMBL 36 via Core Engine