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Compound Detail

CHEMBL563949

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Cc1c(CC(=O)O)c2cccnc2n1S(=O)(=O)c1ccc(F)c(F)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL563949
Phase Preclinical
Structure Type MOL
InChI Key HLSYGDSWXJGENX-UHFFFAOYSA-N
3
Targets
12
Activities
2
Assay Types
8
PK Parameters
20
Publications
0
Known Names

Molecular Properties

366.4
MW (Da)
2.49
ALogP
5
HBA
1
HBD
89.3
PSA (Ų)
0.77
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C16H12F2N2O4S
MW 366.35
Aromatic Rings 3
Heavy Atoms 25
NP-Likeness -1.42

Activity Summary

IC50 8 meas. best 8.05
Ki 4 meas. best 7.55

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Prostaglandin D2 receptor 2
CHEMBL5071
 IC50 8.05 7.5217 9.0 6
Prostaglandin D2 receptor 2
CHEMBL2291
 Ki 7.55 7.55 28.0 1
Prostaglandin D2 receptor 2
CHEMBL5071
 Ki 7.51 7.5 31.0 3
Prostaglandin D2 receptor 2
CHEMBL2291
 IC50 6.78 6.78 167.0 1
Cholecystokinin receptor type A
CHEMBL1901
 IC50 5.09 5.09 8100.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 1355.5 ng.hr.mL-1 Rattus norvegicus
CL 20.0 mL.min-1.kg-1 Rattus norvegicus
CL - mL.min-1.g-1 Homo sapiens
Cmax 320.0 nM Rattus norvegicus
F 54.0 % Rattus norvegicus
T1/2 1.8 hr Rattus norvegicus
T1/2 2.0 hr Rattus norvegicus
Vd 4.9 L.kg-1 Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Prostaglandin D2 receptor 2 IC50 = 9.0 nM 8.05 Antagonist activity against CRTh2 receptor in human eosinophils assessed as cell... 19592244
Prostaglandin D2 receptor 2 IC50 = 9.0 nM 8.05 Antagonist activity at CRTh2 receptor in human isolated eosinophil assessed as i... 24021582
Prostaglandin D2 receptor 2 IC50 = 17.0 nM 7.77 Antagonist activity against CRTh2 receptor in human whole blood assessed as eosi... 19592244
Prostaglandin D2 receptor 2 Ki = 28.0 nM 7.55 Displacement of [3H]PGD2 from mouse CRTh2 receptor expressed in K562 cells 19592244
Prostaglandin D2 receptor 2 Ki = 31.0 nM 7.51 Displacement of [3H]PGD2 from human CRTh2 receptor expressed in CHO cells 19592244
Prostaglandin D2 receptor 2 Ki = 31.0 nM 7.51 Displacement of [3H]-prostaglandin D2 from human CRTh2 receptor expressed in CHO... 24021582
Prostaglandin D2 receptor 2 Ki = 33.0 nM 7.48 Displacement of [3H]-PGD2 from human CRTh2 expressed in CHO-K1 cell membranes in... -
Prostaglandin D2 receptor 2 IC50 = 60.0 nM 7.22 Antagonist activity against human CRTh2 receptor expressed in CHO cells assessed... 19592244
Prostaglandin D2 receptor 2 IC50 = 60.0 nM 7.22 Antagonist activity at human CRTh2 receptor expressed in CHO cells assessed as i... 24021582
Prostaglandin D2 receptor 2 IC50 = 150.0 nM 6.82 Antagonist activity against human CRTh2 expressed in CHO-K1 cells assessed as in... -
Prostaglandin D2 receptor 2 IC50 = 167.0 nM 6.78 Antagonist activity against mouse CRTh2 receptor expressed in K562 cells by [35S... 19592244
Cholecystokinin receptor type A IC50 = 8100.0 nM 5.09 Inhibition of CCKalpha receptor 19592244

Literature References

PubMed DOI Target Context # Activities
19592244 10.1016/j.bmcl.2009.06.042 Prostaglandin D2 receptor 2 7
19592244 10.1016/j.bmcl.2009.06.042 Rattus norvegicus 6
24021582 10.1016/j.bmc.2013.08.025 Prostaglandin D2 receptor 2 4
19592244 10.1016/j.bmcl.2009.06.042 Caco-2 2
19592244 10.1016/j.bmcl.2009.06.042 Salmonella enterica subsp. enterica 2
19592244 10.1016/j.bmcl.2009.06.042 ADMET 2
19592244 10.1016/j.bmcl.2009.06.042 Plasma 2
19592244 10.1016/j.bmcl.2009.06.042 Prostaglandin E2 receptor EP2 subtype 1
19592244 10.1016/j.bmcl.2009.06.042 Prostaglandin D2 receptor 1
19592244 10.1016/j.bmcl.2009.06.042 Prostaglandin E2 receptor EP3 subtype 1
19592244 10.1016/j.bmcl.2009.06.042 Prostaglandin E2 receptor EP4 subtype 1
19592244 10.1016/j.bmcl.2009.06.042 Prostaglandin F2-alpha receptor 1
19592244 10.1016/j.bmcl.2009.06.042 Thromboxane A2 receptor 1
19592244 10.1016/j.bmcl.2009.06.042 Cholecystokinin receptor type A 1
19592244 10.1016/j.bmcl.2009.06.042 Voltage-gated inwardly rectifying potassium channel KCNH2 1
19592244 10.1016/j.bmcl.2009.06.042 Cytochrome P450 1A2 1
19592244 10.1016/j.bmcl.2009.06.042 Cytochrome P450 2C9 1
19592244 10.1016/j.bmcl.2009.06.042 Cytochrome P450 2C19 1
19592244 10.1016/j.bmcl.2009.06.042 Cytochrome P450 2D6 1
19592244 10.1016/j.bmcl.2009.06.042 Cytochrome P450 3A4 1

Data from ChEMBL 36 via Core Engine