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Compound Detail

CHEMBL42420

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CC(C)[C@@H](NS(=O)(=O)c1ccc(-c2ccc(Br)cc2)cc1)C(=O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL42420
Phase Preclinical
Structure Type MOL
InChI Key GJOCABIDMCKCEG-MRXNPFEDSA-N
7
Targets
10
Activities
3
Assay Types
6
PK Parameters
13
Publications
0
Known Names

Molecular Properties

412.3
MW (Da)
3.50
ALogP
3
HBA
2
HBD
83.5
PSA (Ų)
0.76
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C17H18BrNO4S
MW 412.31
Aromatic Rings 2
Heavy Atoms 24
NP-Likeness -0.86

Activity Summary

IC50 7 meas. best 8.3
Kd 2 meas. best 7.26
Ki 1 meas. best 7.26

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
72 kDa type IV collagenase
CHEMBL333
 IC50 8.3 8.3 5.0 2
Stromelysin-1
CHEMBL283
 IC50 8.1 8.1 8.0 1
Collagenase 3
CHEMBL280
 IC50 7.8 7.8 16.0 1
Stromelysin-1
CHEMBL283
 Ki 7.26 7.26 54.9 1
Unchecked
CHEMBL612545
 Kd 7.26 6.715 54.9 2
Matrix metalloproteinase-9
CHEMBL321
 IC50 5.82 5.82 1500.0 1
Interstitial collagenase
CHEMBL332
 IC50 5.21 5.21 6200.0 1
Matrilysin
CHEMBL4073
 IC50 4.96 4.96 11000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 924000.0 ng.hr.mL-1 Rattus norvegicus
AUC 1385000.0 ng.hr.mL-1 Rattus norvegicus
AUC 684.0 - Rattus norvegicus
Cmax 62089.2 nM -
T1/2 41.7 hr Rattus norvegicus
Tmax 4.5 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
72 kDa type IV collagenase IC50 = 5.0 nM 8.3 In vitro inhibition of matrix metalloprotease-2 (MMP-2) 10649971
72 kDa type IV collagenase IC50 = 5.0 nM 8.3 Inhibitory activity against MMP2 16451058
Stromelysin-1 IC50 = 8.0 nM 8.1 In vitro inhibition of recombinant human matrix metalloprotease-3 (MMP-3) 10649971
Collagenase 3 IC50 = 16.0 nM 7.8 In vitro inhibition of human recombinant matrix metalloprotease-13 (MMP-13) 10649971
Unchecked Kd = 54.9 nM 7.26 Binding affinity of compound to the stromelysin-1 catalytic domain at pH 6.0, 22... 11078193
Stromelysin-1 Ki = 54.9 nM 7.26 Inhibitory activity against MMP3 16451058
Unchecked Kd = 679.0 nM 6.17 Binding affinity of compound to the stromelysin-1 catalytic domain at pH 6.7, 22... 11078193
Matrix metalloproteinase-9 IC50 = 1500.0 nM 5.82 In vitro inhibition of matrix metalloprotease-9 (MMP-9) 10649971
Interstitial collagenase IC50 = 6200.0 nM 5.21 In vitro inhibition of human recombinant matrix metalloprotease-1 (MMP-1) 10649971
Matrilysin IC50 = 11000.0 nM 4.96 In vitro inhibition of matrix metalloprotease-7 (MMP-7) 10649971

Literature References

PubMed DOI Target Context # Activities
10649971 10.1021/jm9903141 Rattus norvegicus 4
11078193 10.1016/s0960-894x(00)00495-9 Unchecked 2
10649971 10.1021/jm9903141 ADMET 2
10649971 10.1021/jm9903141 Interstitial collagenase 1
10649971 10.1021/jm9903141 72 kDa type IV collagenase 1
10649971 10.1021/jm9903141 Stromelysin-1 1
10649971 10.1021/jm9903141 Matrilysin 1
10649971 10.1021/jm9903141 Matrix metalloproteinase-9 1
10649971 10.1021/jm9903141 Collagenase 3 1
16451058 10.1021/jm050787+ Stromelysin-1 1
16451058 10.1021/jm050787+ 72 kDa type IV collagenase 1
16451058 10.1021/jm050787+ Neutrophil collagenase 1
18251495 10.1021/jm701274v Rattus norvegicus 1

Data from ChEMBL 36 via Core Engine