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Compound Detail

CHEMBL2380735

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CC[C@H](NC(=O)[C@@H]1C[C@@H](S(=O)(=O)c2ccccc2)CN1C(C)=O)C(=O)c1nc2ccccc2o1

Basic Information

ChEMBL ID CHEMBL2380735
Phase Preclinical
Structure Type MOL
InChI Key LWCCEQKYCZQPRK-HBFSDRIKSA-N
3
Targets
3
Activities
1
Assay Types
12
PK Parameters
13
Publications
0
Known Names

Molecular Properties

483.6
MW (Da)
2.37
ALogP
7
HBA
1
HBD
126.7
PSA (Ų)
0.51
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H25N3O6S
MW 483.55
Aromatic Rings 3
Heavy Atoms 34
NP-Likeness -0.84

Activity Summary

IC50 3 meas. best 8.48

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cathepsin S
CHEMBL2954
IC50 8.48 8.48 3.3 1
Cytochrome P450 2C9
CHEMBL3397
IC50 5.3 5.3 5000.0 1
Cytochrome P450 3A4
CHEMBL340
IC50 5.0 5.0 9950.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 7247.0 ng.hr.mL-1 Rattus norvegicus
AUC 5047.0 ng.hr.mL-1 Canis lupus familiaris
AUC 1027.0 ng.hr.mL-1 Mus musculus
Cmax 7893.7 nM Canis lupus familiaris
Cmax 7285.7 nM Rattus norvegicus
Cmax 3949.95 nM Mus musculus
F 64.8 % Rattus norvegicus
F 48.6 % Canis lupus familiaris
F 28.7 % Mus musculus
T1/2 3.7 hr Canis lupus familiaris
T1/2 2.1 hr Rattus norvegicus
T1/2 1.6 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
23639544 10.1016/j.bmcl.2013.04.023 Mus musculus 5
23639544 10.1016/j.bmcl.2013.04.023 Rattus norvegicus 4
23639544 10.1016/j.bmcl.2013.04.023 Canis familiaris 4
23639544 10.1016/j.bmcl.2013.04.023 Cathepsin S 2
23639544 10.1016/j.bmcl.2013.04.023 Liver microsomes 2
23639544 10.1016/j.bmcl.2013.04.023 Liver 2
23639544 10.1016/j.bmcl.2013.04.023 Cytochrome P450 3A4 1
23639544 10.1016/j.bmcl.2013.04.023 Cytochrome P450 2C9 1
23639544 10.1016/j.bmcl.2013.04.023 Cathepsin K 1
23639544 10.1016/j.bmcl.2013.04.023 Cathepsin B 1
23639544 10.1016/j.bmcl.2013.04.023 Cytochrome P450 2D6 1
23639544 10.1016/j.bmcl.2013.04.023 Cytochrome P450 2C19 1
23639544 10.1016/j.bmcl.2013.04.023 Cytochrome P450 1A2 1

Data from ChEMBL 36 via Core Engine