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Compound Detail

CHEMBL385715

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CC[C@@H](Nc1c(Nc2cccc(C(=O)N(C)C)c2O)c(=O)c1=O)c1cccs1

Basic Information

ChEMBL ID CHEMBL385715
Phase Preclinical
Structure Type MOL
InChI Key XNPQHVAEYPMNED-GFCCVEGCSA-N
2
Targets
4
Activities
2
Assay Types
2
PK Parameters
6
Publications
0
Known Names

Molecular Properties

399.5
MW (Da)
3.06
ALogP
7
HBA
3
HBD
98.7
PSA (Ų)
0.42
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 C20H21N3O4S
MW 399.47
Aromatic Rings 3
Heavy Atoms 28
NP-Likeness -1.29

Activity Summary

IC50 2 meas. best 8.22
Ki 2 meas. best 8.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
C-X-C chemokine receptor type 2
CHEMBL2434
Ki 8.3 8.3 5.0 1
C-X-C chemokine receptor type 2
CHEMBL2434
IC50 8.22 8.22 6.0 1
C-X-C chemokine receptor type 1
CHEMBL4029
IC50 7.09 7.09 81.0 1
C-X-C chemokine receptor type 1
CHEMBL4029
Ki 6.68 6.68 210.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 998.68 ng.hr.mL-1 Rattus norvegicus
AUC 998.68 ng.hr.mL-1 Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
17181143 10.1021/jm0609622 C-X-C chemokine receptor type 2 1
17181143 10.1021/jm0609622 C-X-C chemokine receptor type 1 1
17181143 10.1021/jm0609622 Rattus norvegicus 1
19525110 10.1016/j.bmcl.2009.05.049 C-X-C chemokine receptor type 1 1
19525110 10.1016/j.bmcl.2009.05.049 C-X-C chemokine receptor type 2 1
19525110 10.1016/j.bmcl.2009.05.049 Rattus norvegicus 1

Data from ChEMBL 36 via Core Engine