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

CHEMBL2442750

QAV680
🧪 Phase II
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
🧪 Phase II
Cc1c(CC(=O)O)c2cccnc2n1Cc1ccc(S(C)(=O)=O)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2442750
Name QAV680
Phase Phase II
Structure Type MOL
InChI Key YOPFAMROKXHVCQ-UHFFFAOYSA-N

Known Names

Nvp-qav-680 NVP-QAV680 Qav-680 Qav-690 free acid Qav680 QAV690 FREE ACID
4
Targets
21
Activities
3
Assay Types
17
PK Parameters
20
Publications
6
Known Names
3
Indications
1
Mechanisms

Molecular Properties

358.4
MW (Da)
2.42
ALogP
5
HBA
1
HBD
89.3
PSA (Ų)
0.76
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Natural Product

Extended Properties

Molecular Formula C18H18N2O4S
MW 358.42
Aromatic Rings 3
Heavy Atoms 25
NP-Likeness -1.29

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
G protein-coupled receptor 44 antagonist ANTAGONIST Prostaglandin D2 receptor 2 ✓ ✓

Indications

Asthma Rhinitis, Allergic, Seasonal Rhinitis, Allergic, Seasonal

Activity Summary

IC50 16 meas. best 8.52
Ki 4 meas. best 8.0
Kd 1 meas. best 7.82

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Prostaglandin D2 receptor 2
CHEMBL5071
 IC50 8.52 7.8225 3.0 12
Prostaglandin D2 receptor 2
CHEMBL2291
 Ki 8.0 8.0 10.0 1
Prostaglandin D2 receptor 2
CHEMBL5071
 Kd 7.82 7.82 15.1 1
Unchecked
CHEMBL612545
 IC50 7.6 7.415 25.0 2
Prostaglandin D2 receptor 2
CHEMBL5071
 Ki 7.54 7.4733 29.0 3
Rattus norvegicus
CHEMBL376
 IC50 7.4 7.4 40.0 1
Prostaglandin D2 receptor 2
CHEMBL2291
 IC50 7.03 7.03 94.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 45745.14 ng.hr.mL-1 Rattus norvegicus
AUC 2170.95 ng.hr.mL-1 Rattus norvegicus
CL 15.2 mL.min-1.kg-1 Rattus norvegicus
CL 15.2 mL.min-1.kg-1 Rattus norvegicus
Cmax 7600.0 nM Mus musculus
Cmax 42700.0 nM Rattus norvegicus
Cmax 2600.0 nM Rattus norvegicus
F 35.0 % Rattus norvegicus
F 54.0 % Rattus norvegicus
F 54.0 % Rattus norvegicus
Fu 0.34 - Rattus norvegicus
Fu 0.34 - Rattus norvegicus
T1/2 17.1 hr Rattus norvegicus
T1/2 17.1 hr Rattus norvegicus
T1/2 0.0215 hr Homo sapiens
Tmax 0.66 hr Rattus norvegicus
Tmax 0.66 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Prostaglandin D2 receptor 2 IC50 = 3.0 nM 8.52 Antagonist activity at CRTh2 receptor in human isolated eosinophil assessed as i... 24021582
Prostaglandin D2 receptor 2 IC50 = 4.0 nM 8.4 Antagonist activity at CRTh2 receptor in human isolated eosinophil assessed as i... 24021582
Prostaglandin D2 receptor 2 IC50 = 4.0 nM 8.4 Antagonist activity at CRTh2 receptor in human isolated eosinophil assessed as i... 24021582
Prostaglandin D2 receptor 2 IC50 = 5.0 nM 8.3 Antagonist activity at CRTh2 receptor in human isolated eosinophil assessed as i... 24021582
Prostaglandin D2 receptor 2 IC50 = 5.0 nM 8.3 Antagonist activity at DP2 receptor in human isolated eosinophils assessed as in... 28523115
Prostaglandin D2 receptor 2 Ki = 10.0 nM 8.0 Displacement of [3H]-prostaglandin D2 from mouse CRTh2 receptor expressed in CHO... 24021582
Prostaglandin D2 receptor 2 Kd = 15.14 nM 7.82 Displacement of [3H]NVP-QAW039 from human DP2 receptor expressed in CHO cell mem... 28523115
Prostaglandin D2 receptor 2 IC50 = 21.0 nM 7.68 Antagonist activity against human CRTh2 expressed in CHO-K1 cells assessed as in... -
Unchecked IC50 = 25.0 nM 7.6 Inhibition of DK-PGD2-induced IL-13 production in human CD4+ Th2 cells after 6 t... 24021582
Prostaglandin D2 receptor 2 IC50 = 25.0 nM 7.6 Antagonist activity at DP2 receptor in CD4-positive human TH2 cells assessed as ... 28523115
Prostaglandin D2 receptor 2 Ki = 29.0 nM 7.54 Displacement of [3H]-PGD2 from human CRTh2 expressed in CHO-K1 cell membranes in... -
Prostaglandin D2 receptor 2 IC50 = 31.0 nM 7.51 Antagonist activity at CRTh2 receptor in human whole blood assessed as inhibitio... 24021582
Prostaglandin D2 receptor 2 IC50 = 31.0 nM 7.51 Antagonist activity at DP2 receptor in human whole assessed as inhibition of DK-... 28523115
Prostaglandin D2 receptor 2 Ki = 36.0 nM 7.44 Displacement of [3H]PGD2 from human DP2 receptor expressed in CHO cell membranes... 28523115
Prostaglandin D2 receptor 2 Ki = 36.0 nM 7.44 Displacement of [3H]-prostaglandin D2 from human CRTh2 receptor expressed in CHO... 24021582
Prostaglandin D2 receptor 2 IC50 = 37.0 nM 7.43 Antagonist activity at human CRTh2 receptor expressed in CHO cells assessed as i... 24021582
Rattus norvegicus IC50 = 40.0 nM 7.4 In vivo antagonist activity at DP2 receptor in Sprague-Dawley rat DK-PGD2-induce... 28523115
Prostaglandin D2 receptor 2 IC50 = 59.0 nM 7.23 Antagonist activity at DP2 receptor in CD4-positive human TH2 cells assessed as ... 28523115
Unchecked IC50 = 59.0 nM 7.23 Inhibition of DK-PGD2-induced IL-5 production in human CD4+ Th2 cells after 6 to... 24021582
Prostaglandin D2 receptor 2 IC50 = 94.0 nM 7.03 Antagonist activity at mouse CRTh2 receptor expressed in CHO-K1 cells assessed a... 24021582

Literature References

PubMed DOI Target Context # Activities
24021582 10.1016/j.bmc.2013.08.025 Rattus norvegicus 13
24021582 10.1016/j.bmc.2013.08.025 Prostaglandin D2 receptor 2 12
28523115 10.1021/acsmedchemlett.7b00157 Prostaglandin D2 receptor 2 10
28523115 10.1021/acsmedchemlett.7b00157 Rattus norvegicus 5
24021582 10.1016/j.bmc.2013.08.025 Mus musculus 3
24021582 10.1016/j.bmc.2013.08.025 Unchecked 2
24021582 10.1016/j.bmc.2013.08.025 Caco-2 2
24021582 10.1016/j.bmc.2013.08.025 Prostaglandin E2 receptor EP4 subtype 1
24021582 10.1016/j.bmc.2013.08.025 Cytochrome P450 2D6 1
24021582 10.1016/j.bmc.2013.08.025 Cytochrome P450 3A4 1
24021582 10.1016/j.bmc.2013.08.025 Prostaglandin D2 receptor 1
24021582 10.1016/j.bmc.2013.08.025 Prostaglandin E2 receptor EP2 subtype 1
24021582 10.1016/j.bmc.2013.08.025 Prostaglandin E2 receptor EP3 subtype 1
24021582 10.1016/j.bmc.2013.08.025 Prostacyclin receptor 1
24021582 10.1016/j.bmc.2013.08.025 Thromboxane A2 receptor 1
28523115 10.1021/acsmedchemlett.7b00157 Plasma 1
24021582 10.1016/j.bmc.2013.08.025 Cysteinyl leukotriene receptor 2 1
24021582 10.1016/j.bmc.2013.08.025 Leukotriene B4 receptor 1 1
24021582 10.1016/j.bmc.2013.08.025 Prostaglandin G/H synthase 1 1
24021582 10.1016/j.bmc.2013.08.025 Prostaglandin G/H synthase 2 1

Data from ChEMBL 36 via Core Engine