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Compound Detail

CHEMBL24763

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O=C(N[C@H]1c2ccccc2C[C@H]1O)[C@H](Cc1cccc(O)c1)[C@@H](C(=O)NO)C1CCNCC1

Basic Information

ChEMBL ID CHEMBL24763
Phase Preclinical
Structure Type MOL
InChI Key NBMKDWPDVFVJGY-LUKWVAJMSA-N
2
Targets
2
Activities
2
Assay Types
8
PK Parameters
4
Publications
0
Known Names

Molecular Properties

453.5
MW (Da)
1.45
ALogP
6
HBA
6
HBD
130.9
PSA (Ų)
0.28
QED
1
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C25H31N3O5
MW 453.54
Aromatic Rings 2
Heavy Atoms 33
NP-Likeness 0.58

Activity Summary

IC50 1 meas. best 7.55
Ki 1 meas. best 5.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
IC50 7.55 7.55 28.0 1
Matrix metalloproteinase-9
CHEMBL321
Ki 5.4 5.4 4000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 8.333 mL.min-1.kg-1 Rattus norvegicus
CL 1.667 mL.min-1.kg-1 Canis lupus familiaris
F 1.0 % Rattus norvegicus
F 20.0 % Canis lupus familiaris
T1/2 4.0 hr Rattus norvegicus
T1/2 3.8 hr Canis lupus familiaris
Tmax 1.5 hr Rattus norvegicus
Tmax 4.3 hr Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 28.0 nM 7.55 Inhibition of bovine aggrecanase 12657268
Matrix metalloproteinase-9 Ki = 4000.0 nM 5.4 Affinity for Matrix metalloprotease-9 (MMP-9) 12657268

Literature References

PubMed DOI Target Context # Activities
12657268 10.1016/s0960-894x(03)00124-0 Rattus norvegicus 5
12657268 10.1016/s0960-894x(03)00124-0 Canis familiaris 5
12657268 10.1016/s0960-894x(03)00124-0 Unchecked 1
12657268 10.1016/s0960-894x(03)00124-0 Matrix metalloproteinase-9 1

Data from ChEMBL 36 via Core Engine