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Compound Detail

CHEMBL440498

CTS-1027
🧪 Phase II
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🧪 Phase II
O=C(NO)C1(CS(=O)(=O)c2ccc(Oc3ccc(Cl)cc3)cc2)CCOCC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL440498
Name CTS-1027
Phase Phase II
Structure Type MOL
InChI Key ROSNVSQTEGHUKU-UHFFFAOYSA-N

Known Names

Cts-1027 RO-1130830 RS-130830
12
Targets
64
Activities
2
Assay Types
3
PK Parameters
20
Publications
3
Known Names
2
Indications
7
Mechanisms

Molecular Properties

425.9
MW (Da)
3.21
ALogP
6
HBA
2
HBD
101.9
PSA (Ų)
0.54
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Natural Product

Extended Properties

Molecular Formula C19H20ClNO6S
MW 425.89
Aromatic Rings 2
Heavy Atoms 28
NP-Likeness -0.83

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Matrix metalloproteinase 3 inhibitor INHIBITOR Stromelysin-1 ✓ ✓
Matrix metalloproteinase 14 inhibitor INHIBITOR Matrix metalloproteinase-14 ✓ ✓
Matrix metalloproteinase 8 inhibitor INHIBITOR Neutrophil collagenase ✓ ✓
Matrix metalloproteinase 9 inhibitor INHIBITOR Matrix metalloproteinase-9 ✓ ✓
Matrix metalloproteinase 12 inhibitor INHIBITOR Macrophage metalloelastase ✓ ✓
Matrix metalloproteinase 13 inhibitor INHIBITOR Collagenase 3 ✓ ✓
Matrix metalloproteinase-2 inhibitor INHIBITOR 72 kDa type IV collagenase ✓ ✓

Indications

Hepatitis C Hepatitis C, Chronic

Activity Summary

IC50 52 meas. best 11.0
Ki 12 meas. best 9.66

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Collagenase 3
CHEMBL280
 IC50 11.0 9.5763 0.0 8
72 kDa type IV collagenase
CHEMBL333
 IC50 10.54 10.18 0.0 6
Neutrophil collagenase
CHEMBL4588
 IC50 10.01 10.01 0.1 4
Matrix metalloproteinase-9
CHEMBL321
 IC50 9.96 9.42 0.1 5
72 kDa type IV collagenase
CHEMBL333
 Ki 9.66 9.66 0.2 2
Collagenase 3
CHEMBL280
 Ki 9.55 9.37 0.3 3
Stromelysin-1
CHEMBL283
 IC50 9.52 9.1775 0.3 4
Stromelysin-2
CHEMBL4270
 IC50 9.27 9.27 0.5 4
Matrix metalloproteinase-9
CHEMBL321
 Ki 9.26 9.25 0.6 2
Matrix metalloproteinase-14
CHEMBL3869
 IC50 8.96 8.6825 1.1 4
Stromelysin-1
CHEMBL283
 Ki 8.03 8.03 9.3 2
Disintegrin and metalloproteinase domain-containing protein 17
CHEMBL3706
 IC50 7.85 7.332 14.0 5
Cartilage
CHEMBL613438
 IC50 7.52 7.52 30.0 1
Interstitial collagenase
CHEMBL332
 IC50 7.47 6.9317 34.0 6
Matrilysin
CHEMBL4073
 IC50 6.68 6.3875 210.0 4
Interstitial collagenase
CHEMBL332
 Ki 6.23 6.23 590.0 2
Matrilysin
CHEMBL4073
 Ki 5.92 5.92 1200.0 1
Bile salt export pump
CHEMBL6020
 IC50 4.63 4.63 23360.0 1

Pharmacokinetic Data

Parameter Value Units Species
Cmax 3216.79 nM Rattus norvegicus
T1/2 1.5 hr Rattus norvegicus
T1/2 1.5 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Collagenase 3 IC50 = 0.01 nM 11.0 Inhibition of recombinant human AMPA-activated MMP13 using Cy3-PLGLK(Cy5Q)AR-NH2... 27825552
Collagenase 3 IC50 = 0.01 nM 11.0 Inhibition of APMA-activated recombinant human MMP-13 using Cy3-PLGLK(Cy5Q)AR-NH... 27966948
Collagenase 3 IC50 = 0.01 nM 11.0 Inhibition of human recombinant MMP13 using Cy3-PLGLK(Cy5Q)AR-NH2 as substrate a... 25264600
72 kDa type IV collagenase IC50 = 0.029 nM 10.54 Inhibition of human recombinant MMP2 using Cy3-PLGLK(Cy5Q)AR-NH2 as substrate af... 25264600
72 kDa type IV collagenase IC50 = 0.029 nM 10.54 Inhibition of human recombinant MMP2 using fluorescence peptide Cy3-PLGLK(Cy5Q)A... 25192810
72 kDa type IV collagenase IC50 = 0.029 nM 10.54 Inhibition of recombinant human AMPA-activated MMP2 using Cy3-PLGLK(Cy5Q)AR-NH2 ... 27825552
72 kDa type IV collagenase IC50 = 0.029 nM 10.54 Inhibition of APMA-activated recombinant human MMP-2 using Cy3-PLGLK(Cy5Q)AR-NH2... 27966948
Neutrophil collagenase IC50 = 0.097 nM 10.01 Inhibition of APMA-activated recombinant human MMP-8 using Cy3-PLGLK(Cy5Q)AR-NH2... 27966948
Neutrophil collagenase IC50 = 0.097 nM 10.01 Inhibition of recombinant human AMPA-activated MMP8 using Cy3-PLGLK(Cy5Q)AR-NH2 ... 27825552
Neutrophil collagenase IC50 = 0.097 nM 10.01 Inhibition of human recombinant MMP8 using fluorescence peptide Cy3-PLGLK(Cy5Q)A... 25192810
Neutrophil collagenase IC50 = 0.097 nM 10.01 Inhibition of human recombinant MMP8 using Cy3-PLGLK(Cy5Q)AR-NH2 as substrate af... 25264600
Matrix metalloproteinase-9 IC50 = 0.11 nM 9.96 Inhibition of human recombinant MMP9 using Cy3-PLGLK(Cy5Q)AR-NH2 as substrate af... 25264600
Matrix metalloproteinase-9 IC50 = 0.11 nM 9.96 Inhibition of human recombinant MMP9 using fluorescence peptide Cy3-PLGLK(Cy5Q)A... 25192810
Matrix metalloproteinase-9 IC50 = 0.11 nM 9.96 Inhibition of APMA-activated recombinant human MMP-9 using Cy3-PLGLK(Cy5Q)AR-NH2... 27966948
72 kDa type IV collagenase Ki = 0.22 nM 9.66 Inhibition of matrix metalloprotease-2 (MMP-2). 10669559
72 kDa type IV collagenase Ki = 0.22 nM 9.66 Inhibition of matrix metalloprotease-2 15686921
Collagenase 3 Ki = 0.28 nM 9.55 Inhibition of MMP13 assessed as dissociation constant 19422229
72 kDa type IV collagenase IC50 = 0.3 nM 9.52 Inhibition of MMP2 19422229
Collagenase 3 IC50 = 0.3 nM 9.52 Inhibition of MMP13 19422229
Stromelysin-1 IC50 = 0.3 nM 9.52 Inhibition of human recombinant MMP3 using Cy3-PLGLK(Cy5Q)AR-NH2 as substrate af... 25264600

Literature References

PubMed DOI Target Context # Activities
19422229 10.1021/jm801394m Collagenase 3 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
25192810 10.1016/j.bmc.2014.07.025 Collagenase 3 4
27966948 10.1021/acs.jmedchem.6b01007 Collagenase 3 4
11549451 10.1016/s0960-894x(01)00487-5 Rattus norvegicus 3
19422229 10.1021/jm801394m Rattus norvegicus 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
- 10.6019/CHEMBL4513161 Pseudomonas aeruginosa 2
10669559 10.1021/jm990412m 72 kDa type IV collagenase 1
11549451 10.1016/s0960-894x(01)00487-5 Collagenase 3 1
11549451 10.1016/s0960-894x(01)00487-5 72 kDa type IV collagenase 1
10669559 10.1021/jm990412m Matrix metalloproteinase-9 1
10669559 10.1021/jm990412m Matrilysin 1
10669559 10.1021/jm990412m Stromelysin-1 1
11133099 10.1016/s0960-894x(00)00584-9 Interstitial collagenase 1
11133099 10.1016/s0960-894x(00)00584-9 Collagenase 3 1
12773042 10.1021/jm0205550 Oryctolagus cuniculus 1
12773042 10.1021/jm0205550 Rattus norvegicus 1
12773042 10.1021/jm0205550 Collagenase 3 1

Data from ChEMBL 36 via Core Engine