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Compound Detail

CHEMBL542949

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CC(C)[C@@H]1C(=O)N(S(C)(=O)=O)[C@@H]2CCN(C(=O)c3coc(CN4CCCC4)n3)[C@H]21.Cl

Basic Information

ChEMBL ID CHEMBL542949
Phase Preclinical
Structure Type MOL
InChI Key JBNLFTKHQUYTHL-UANXYBPYSA-N
Parent Compound CHEMBL1191801
Active Moiety CHEMBL1191801
2
Targets
6
Activities
2
Assay Types
20
PK Parameters
8
Publications
0
Known Names

Molecular Properties

424.5
MW (Da)
0.93
ALogP
7
HBA
0
HBD
104.0
PSA (Ų)
0.69
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H29ClN4O5S
MW 460.98
Aromatic Rings 1
Heavy Atoms 29
NP-Likeness -0.91

Activity Summary

IC50 4 meas. best 8.0
Ki 2 meas. best 9.8

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Neutrophil elastase
CHEMBL248
Ki 9.8 9.8 0.2 2
Neutrophil elastase
CHEMBL248
IC50 8.0 7.0033 10.0 3
Chymotrypsinogen A
CHEMBL3314
IC50 5.52 5.52 3000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 392.0 ng.hr.mL-1 Rattus norvegicus
AUC 93.0 ng.hr.mL-1 Rattus norvegicus
AUC 286.0 ng.hr.mL-1 Canis lupus familiaris
AUC 308.0 ng.hr.mL-1 Canis lupus familiaris
Clp 85.0 - Rattus norvegicus
Clp 39.0 - Canis lupus familiaris
Cmax 346.27 nM Rattus norvegicus
Cmax 325.07 nM Canis lupus familiaris
F 24.0 % Rattus norvegicus
F 100.0 % Canis lupus familiaris
T1/2 0.4 hr Rattus norvegicus
T1/2 1.3 hr Rattus norvegicus
T1/2 1.0 hr Canis lupus familiaris
T1/2 1.4 hr Canis lupus familiaris
Tmax 0.03 hr Rattus norvegicus
Tmax 0.25 hr Rattus norvegicus
Tmax 0.03 hr Canis lupus familiaris
Tmax 0.5 hr Canis lupus familiaris
Vd 2.6 L.kg-1 Rattus norvegicus
Vd 3.4 L.kg-1 Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
12190311 10.1021/jm020881f Neutrophil elastase 11
12190311 10.1021/jm020881f Rattus norvegicus 9
12190311 10.1021/jm020881f Canis familiaris 9
12190311 10.1021/jm020881f ADMET 2
12190311 10.1021/jm020881f Chymotrypsinogen A 1
12190311 10.1021/jm020881f Serine protease 1 1
12190311 10.1021/jm020881f Cathepsin G 1
26358162 10.1016/j.bmcl.2015.08.049 Neutrophil elastase 1

Data from ChEMBL 36 via Core Engine