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Compound Detail

CHEMBL371133

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N#CCNC(=O)C1(NC(=O)c2ccc(-c3ccc(N4CCNCC4)cc3)cc2)CCCCC1

Basic Information

ChEMBL ID CHEMBL371133
Phase Preclinical
Structure Type MOL
InChI Key ZDEDZSBCUXOIBZ-UHFFFAOYSA-N
5
Targets
8
Activities
2
Assay Types
8
PK Parameters
11
Publications
0
Known Names

Molecular Properties

445.6
MW (Da)
2.84
ALogP
5
HBA
3
HBD
97.3
PSA (Ų)
0.59
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 C26H31N5O2
MW 445.57
Aromatic Rings 2
Heavy Atoms 33
NP-Likeness -1.17

Activity Summary

IC50 5 meas. best 9.4
Ki 3 meas. best 6.38

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cathepsin K
CHEMBL268
IC50 9.4 9.4 0.4 2
Osteoclast
CHEMBL612548
IC50 7.11 7.11 77.0 1
Cathepsin B
CHEMBL4072
Ki 6.38 6.38 420.0 1
Cathepsin B
CHEMBL4072
IC50 6.21 6.21 614.0 1
Procathepsin L
CHEMBL3837
IC50 5.64 5.64 2274.0 1
Cathepsin S
CHEMBL2954
Ki 5.31 5.31 4900.0 1
Procathepsin L
CHEMBL3837
Ki 5.1 5.1 7900.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 71.0 mL.min-1.kg-1 Rattus norvegicus
Cmax 500.0 nM Rattus norvegicus
Cmax 0.14 min Rattus norvegicus
F 21.0 % Rattus norvegicus
MRT 1.733 hr Rattus norvegicus
T1/2 1.4 hr Rattus norvegicus
T1/2 1.883 hr Rattus norvegicus
Tmax 2.0 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
16302794 10.1021/jm058198r Rattus norvegicus 9
16154747 10.1016/j.bmcl.2005.07.071 Cathepsin K 1
16154747 10.1016/j.bmcl.2005.07.071 Cathepsin B 1
16154747 10.1016/j.bmcl.2005.07.071 Procathepsin L 1
16154747 10.1016/j.bmcl.2005.07.071 Cathepsin S 1
16302794 10.1021/jm058198r Cathepsin K 1
16302794 10.1021/jm058198r Cathepsin B 1
16302794 10.1021/jm058198r Procathepsin L 1
16302794 10.1021/jm058198r Cathepsin S 1
16302794 10.1021/jm058198r Osteoclast 1
18570365 10.1021/jm800219f Cathepsin K 1

Data from ChEMBL 36 via Core Engine