Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL397237

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
C[C@H](CO)Nc1nc(SCc2cccc(F)c2F)nc2nc(N)sc12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL397237
Phase Preclinical
Structure Type MOL
InChI Key BDGUZDOTNGSANE-SSDOTTSWSA-N
1
Targets
8
Activities
2
Assay Types
12
PK Parameters
20
Publications
0
Known Names

Molecular Properties

383.4
MW (Da)
3.03
ALogP
8
HBA
3
HBD
97.0
PSA (Ų)
0.44
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 C15H15F2N5OS2
MW 383.45
Aromatic Rings 3
Heavy Atoms 25
NP-Likeness -1.71

Activity Summary

IC50 6 meas. best 8.4
Kd 2 meas. best 9.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
C-X-C chemokine receptor type 2
CHEMBL2434
 Kd 9.0 8.45 1.0 2
C-X-C chemokine receptor type 2
CHEMBL2434
 IC50 8.4 7.8817 4.0 6

Pharmacokinetic Data

Parameter Value Units Species
CL 17.0 mL.min-1.kg-1 Rattus norvegicus
CL 17.0 mL.min-1.kg-1 Rattus norvegicus
CL 7.59 uL.min-1.(10^6cells)-1 Homo sapiens
CL 17.16 uL.min-1.(10^6cells)-1 Rattus norvegicus
CL 17.0 mL.min-1.kg-1 Rattus norvegicus
F 9.0 % Rattus norvegicus
F 9.0 % Rattus norvegicus
F 9.0 % Rattus norvegicus
Fu 0.026 - Homo sapiens
Fu 0.026 - Homo sapiens
T1/2 1.2 hr Rattus norvegicus
T1/2 1.2 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
C-X-C chemokine receptor type 2 Kd = 1.0 nM 9.0 Antagonistic activity against human CXCR2 in neutrophils assessed as blockade of... 17382543
C-X-C chemokine receptor type 2 IC50 = 3.981 nM 8.4 Displacement of [125I]IL8 from human CXCR2 expressed in HEK 293 by SPA 17382543
C-X-C chemokine receptor type 2 IC50 = 4.0 nM 8.4 Displacement of [125I]IL8 from human recombinant CXCR2 expressed in HEK293 cells... 18240390
C-X-C chemokine receptor type 2 IC50 = 3.981 nM 8.4 Displacement of [125I]IL-8 from human recombinant CXCR2 receptor expressed in HE... 25708618
C-X-C chemokine receptor type 2 Kd = 12.59 nM 7.9 Antagonist activity at CXCR2 receptor in HEK293 cells assessed as mobilization o... 25708618
C-X-C chemokine receptor type 2 IC50 = 13.0 nM 7.89 Binding affinity to human CXCR2 expressed in human U87 cells assessed as inhibit... 35313168
C-X-C chemokine receptor type 2 IC50 = 79.0 nM 7.1 Binding affinity to human CXCR2 expressed in human U87 cells assessed as inhibit... 35313168
C-X-C chemokine receptor type 2 IC50 = 79.0 nM 7.1 Antagonist activity at CXCR2 in human CD4 cells by fluorescence based calcium mo... 36924670

Literature References

PubMed DOI Target Context # Activities
25708618 10.1016/j.bmcl.2015.01.067 Rattus norvegicus 6
17382543 10.1016/j.bmcl.2007.02.080 Rattus norvegicus 4
- 10.6019/CHEMBL3301361 ADMET 4
17382543 10.1016/j.bmcl.2007.02.080 Caco-2 3
17382543 10.1016/j.bmcl.2007.02.080 C-X-C chemokine receptor type 2 2
35313168 10.1016/j.ejmech.2022.114268 C-X-C chemokine receptor type 2 2
18240390 10.1016/j.bmcl.2007.11.039 Rattus norvegicus 2
- 10.6019/CHEMBL3301361 No relevant target 2
25708618 10.1016/j.bmcl.2015.01.067 C-X-C chemokine receptor type 2 2
25708618 10.1016/j.bmcl.2015.01.067 No relevant target 2
36924670 10.1016/j.ejmech.2023.115240 C-C chemokine receptor type 7 1
36924670 10.1016/j.ejmech.2023.115240 C-X-C chemokine receptor type 2 1
25708618 10.1016/j.bmcl.2015.01.067 Hepatocyte 1
25708618 10.1016/j.bmcl.2015.01.067 Plasma 1
18240390 10.1016/j.bmcl.2007.11.039 C-C chemokine receptor type 2 1
18240390 10.1016/j.bmcl.2007.11.039 No relevant target 1
18240390 10.1016/j.bmcl.2007.11.039 Plasma 1
18240390 10.1016/j.bmcl.2007.11.039 C-X-C chemokine receptor type 2 1
17382543 10.1016/j.bmcl.2007.02.080 No relevant target 1
17382543 10.1016/j.bmcl.2007.02.080 Plasma 1

Data from ChEMBL 36 via Core Engine