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

CHEMBL3137332

FEVIPIPRANT
🧪 Phase III
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 III
Cc1c(CC(=O)O)c2cccnc2n1Cc1ccc(S(C)(=O)=O)cc1C(F)(F)F
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3137332
Name FEVIPIPRANT
Phase Phase III
Structure Type MOL
InChI Key GFPPXZDRVCSVNR-UHFFFAOYSA-N

Known Names

Fevipiprant NVP-QAW039 QAW-039 QAW039
2
Targets
10
Activities
3
Assay Types
5
PK Parameters
20
Publications
4
Known Names
8
Indications
1
Mechanisms

Molecular Properties

426.4
MW (Da)
3.44
ALogP
5
HBA
1
HBD
89.3
PSA (Ų)
0.68
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral
USAN Stem -piprant
USAN Year 2013

Extended Properties

Molecular Formula C19H17F3N2O4S
MW 426.42
Aromatic Rings 3
Heavy Atoms 29
NP-Likeness -1.49

Mechanism of Action

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

Indications

Asthma Nasal Polyps Dermatitis, Atopic Eosinophilia Pulmonary Disease, Chronic Obstructive Rhinitis, Allergic, Seasonal Liver Diseases Renal Insufficiency

Activity Summary

IC50 7 meas. best 9.4
Ki 2 meas. best 8.4
Kd 1 meas. best 8.99

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Prostaglandin D2 receptor 2
CHEMBL5071
 IC50 9.4 8.745 0.4 6
Prostaglandin D2 receptor 2
CHEMBL5071
 Kd 8.99 8.99 1.0 1
Prostaglandin D2 receptor 2
CHEMBL5071
 Ki 8.4 8.4 4.0 2
Rattus norvegicus
CHEMBL376
 IC50 8.19 8.19 6.5 1

Pharmacokinetic Data

Parameter Value Units Species
CL 1.6 mL.min-1.kg-1 Rattus norvegicus
F 43.0 % Rattus norvegicus
Fu 0.08 - Rattus norvegicus
T1/2 13.2 hr Rattus norvegicus
T1/2 0.2007 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Prostaglandin D2 receptor 2 IC50 = 0.4 nM 9.4 Antagonist activity at DP2 receptor in human whole assessed as inhibition of DK-... 28523115
Prostaglandin D2 receptor 2 IC50 = 0.4 nM 9.4 Antagonist activity at DP2 receptor in human isolated eosinophils assessed as in... 28523115
Prostaglandin D2 receptor 2 Kd = 1.023 nM 8.99 Displacement of [3H]NVP-QAW039 from human DP2 receptor expressed in CHO cell mem... 28523115
Prostaglandin D2 receptor 2 IC50 = 1.4 nM 8.85 Antagonist activity at DP2 receptor in CD4-positive human TH2 cells assessed as ... 28523115
Prostaglandin D2 receptor 2 IC50 = 2.6 nM 8.59 Antagonist activity at DP2 receptor in CD4-positive human TH2 cells assessed as ... 28523115
Prostaglandin D2 receptor 2 IC50 = 3.1 nM 8.51 Antagonist activity at DP2 receptor in CD4-positive human TH2 cells assessed as ... 28523115
Prostaglandin D2 receptor 2 Ki = 4.0 nM 8.4 Displacement of [3H]-PGD2 from human CRTh2 expressed in CHO-K1 cell membranes in... -
Prostaglandin D2 receptor 2 Ki = 4.0 nM 8.4 Displacement of [3H]PGD2 from human DP2 receptor expressed in CHO cell membranes... 28523115
Rattus norvegicus IC50 = 6.5 nM 8.19 In vivo antagonist activity at DP2 receptor in Sprague-Dawley rat DK-PGD2-induce... 28523115
Prostaglandin D2 receptor 2 IC50 = 19.0 nM 7.72 Antagonist activity against human CRTh2 expressed in CHO-K1 cells assessed as in... -

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL5058577 U2OS 304
- 10.6019/CHEMBL5058577 HEK-293T 304
- 10.6019/CHEMBL5058577 Fibroblast 304
- 10.6019/CHEMBL5724801 Fibroblast 304
- 10.6019/CHEMBL5724801 HEK-293T 304
- 10.6019/CHEMBL5724801 U2OS 304
28523115 10.1021/acsmedchemlett.7b00157 Prostaglandin D2 receptor 2 10
28523115 10.1021/acsmedchemlett.7b00157 Rattus norvegicus 6
- 10.6019/CHEMBL5058564 U2OS 5
- 10.6019/CHEMBL5209801 Type-1 angiotensin II receptor 2
28523115 10.1021/acsmedchemlett.7b00157 Prostaglandin E2 receptor EP3 subtype 2
28523115 10.1021/acsmedchemlett.7b00157 Prostacyclin receptor 2
- 10.6019/CHEMBL5209801 Sphingosine 1-phosphate receptor 1 2
- 10.6019/CHEMBL5209801 N-formyl peptide receptor 2 2
- 10.6019/CHEMBL5209801 Glucose-dependent insulinotropic receptor 2
- 10.6019/CHEMBL5209801 Adhesion G-protein coupled receptor F1 2
- 10.6019/CHEMBL5209801 Beta-2 adrenergic receptor 2
- 10.6019/CHEMBL5209801 Alpha-2A adrenergic receptor 2
- 10.6019/CHEMBL5209801 Apelin receptor 2
- 10.6019/CHEMBL5058564 Fibroblast 2

Data from ChEMBL 36 via Core Engine