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Compound Detail

CHEMBL246108

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CC[C@@H](Nc1c(Nc2cccc(C(=O)N(C)C)c2O)c(=O)c1=O)c1cc(C(C)C)co1

Basic Information

ChEMBL ID CHEMBL246108
Phase Preclinical
Structure Type MOL
InChI Key DGKQQEVYYPCMNE-OAHLLOKOSA-N
3
Targets
6
Activities
2
Assay Types
8
PK Parameters
7
Publications
0
Known Names

Molecular Properties

425.5
MW (Da)
3.71
ALogP
7
HBA
3
HBD
111.9
PSA (Ų)
0.37
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H27N3O5
MW 425.49
Aromatic Rings 3
Heavy Atoms 31
NP-Likeness -0.53

Activity Summary

IC50 4 meas. best 9.3
Ki 2 meas. best 9.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Neutrophil
CHEMBL613710
IC50 9.3 8.365 0.5 2
C-X-C chemokine receptor type 2
CHEMBL2434
Ki 9.0 9.0 1.0 1
C-X-C chemokine receptor type 2
CHEMBL2434
IC50 8.89 8.89 1.3 1
C-X-C chemokine receptor type 1
CHEMBL4029
Ki 8.52 8.52 3.0 1
C-X-C chemokine receptor type 1
CHEMBL4029
IC50 8.14 8.14 7.3 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 2297.65 ng.hr.mL-1 Rattus norvegicus
AUC 1957.25 ng.hr.mL-1 Mus musculus
AUC 1787.06 ng.hr.mL-1 Macaca mulatta
AUC 3020.98 ng.hr.mL-1 Canis lupus familiaris
Cmax 3800.0 nM Rattus norvegicus
Cmax 4600.0 nM Mus musculus
Cmax 380.0 nM Macaca mulatta
Cmax 5300.0 nM Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
17459706 10.1016/j.bmcl.2007.04.016 Rattus norvegicus 3
17459706 10.1016/j.bmcl.2007.04.016 Mus musculus 3
17459706 10.1016/j.bmcl.2007.04.016 C-X-C chemokine receptor type 2 2
17459706 10.1016/j.bmcl.2007.04.016 C-X-C chemokine receptor type 1 2
17459706 10.1016/j.bmcl.2007.04.016 Rhesus monkey 2
17459706 10.1016/j.bmcl.2007.04.016 Canis familiaris 2
17459706 10.1016/j.bmcl.2007.04.016 Neutrophil 2

Data from ChEMBL 36 via Core Engine