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Compound Detail

CHEMBL560993

TIMAPIPRANT
🧪 Phase III
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🧪 Phase III
Cc1c(Cc2ccc3ccccc3n2)c2cc(F)ccc2n1CC(=O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL560993
Name TIMAPIPRANT
Phase Phase III
Structure Type MOL
InChI Key FATGTHLOZSXOBC-UHFFFAOYSA-N

Known Names

CHF-6532 OC-000459 Oc-459 Oc000459 OC459 Odc-9101 Timapiprant
5
Targets
13
Activities
3
Assay Types
5
PK Parameters
20
Publications
7
Known Names
4
Indications
1
Mechanisms

Molecular Properties

348.4
MW (Da)
4.31
ALogP
3
HBA
1
HBD
55.1
PSA (Ų)
0.60
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral
USAN Stem -piprant

Extended Properties

Molecular Formula C21H17FN2O2
MW 348.38
Aromatic Rings 4
Heavy Atoms 26
NP-Likeness -1.07

Mechanism of Action

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

Indications

Asthma Dermatitis, Atopic Eosinophilic Esophagitis Rhinitis, Allergic, Seasonal

Activity Summary

IC50 11 meas. best 8.22
EC50 1 meas. best 7.62
Ki 1 meas. best 7.89

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Prostaglandin D2 receptor 2
CHEMBL5071
 IC50 8.22 7.4571 6.0 7
Prostaglandin D2 receptor 2
CHEMBL5071
 Ki 7.89 7.89 13.0 1
Prostaglandin D2 receptor 2
CHEMBL5071
 EC50 7.62 7.62 24.0 1
Blood
CHEMBL613416
 IC50 6.58 6.58 261.0 1
Aldo-keto reductase family 1 member B1
CHEMBL2622
 IC50 6.26 6.26 550.0 1
Prostaglandin D2 receptor
CHEMBL4427
 IC50 5.14 5.14 7300.0 1
Prostacyclin receptor
CHEMBL1995
 IC50 4.24 4.24 57900.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 4.04 uL.min-1.(10^6cells)-1 Homo sapiens
CL 10.0 uL.min-1.(10^6cells)-1 Rattus norvegicus
CL 3.0 mL.min-1.g-1 Homo sapiens
F 100.0 % Rattus norvegicus
T1/2 3.5 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Prostaglandin D2 receptor 2 IC50 = 6.0 nM 8.22 Displacement of [3H]PGD2 from human prostaglandin D2 receptor 19608418
Prostaglandin D2 receptor 2 Ki = 13.0 nM 7.89 Antagonistic activity at CRTH2 in human eosinophils assessed as inhibition of PG... 22224640
Prostaglandin D2 receptor 2 IC50 = 19.0 nM 7.72 Antagonist activity at CRTH2 expressed in Th2 cells assessed as inhibition of PG... 22224640
Prostaglandin D2 receptor 2 EC50 = 24.0 nM 7.62 Antagonist activity at CRTH2 in human eosinophils assessed as inhibition of PGD2... 22224640
Prostaglandin D2 receptor 2 IC50 = 28.0 nM 7.55 Antagonist activity at CRTH2 expressed in Th2 cells assessed as inhibition of PG... 22224640
Prostaglandin D2 receptor 2 IC50 = 35.0 nM 7.46 Antagonist activity at CRTH2 expressed in Th2 cells assessed as inhibition of PG... 22224640
Prostaglandin D2 receptor 2 IC50 = 44.0 nM 7.36 Displacement of [3H]PGD2 from human prostaglandin D2 receptor in presence of hum... 19608418
Prostaglandin D2 receptor 2 IC50 = 100.0 nM 7.0 Inhibition of CRTH2 in human whole blood 22224640
Prostaglandin D2 receptor 2 IC50 = 130.0 nM 6.89 Antagonist activity at CRTh2 receptor (unknown origin) overexpressed in CHOK1 ce... 23601708
Blood IC50 = 261.0 nM 6.58 Inhibition of eosinophil degranulation in human whole blood assessed as change i... 19608418
Aldo-keto reductase family 1 member B1 IC50 = 550.0 nM 6.26 Inhibition of rat aldose reductase 22224640
Prostaglandin D2 receptor IC50 = 7300.0 nM 5.14 Displacement of [3H]PGD2 from prostaglandin D1 receptor in human platelet membra... 19608418
Prostacyclin receptor IC50 = 57900.0 nM 4.24 Displacement of [3H]iloprost from human prostacyclin receptor expressed in human... 19608418

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL5058577 Fibroblast 304
- 10.6019/CHEMBL5724801 U2OS 304
- 10.6019/CHEMBL5058577 U2OS 304
- 10.6019/CHEMBL5724801 HEK-293T 304
- 10.6019/CHEMBL5724801 Fibroblast 304
- 10.6019/CHEMBL5058577 HEK-293T 304
22224640 10.1021/jm2013997 Prostaglandin D2 receptor 2 7
- 10.6019/CHEMBL3301361 ADMET 7
- 10.6019/CHEMBL5058564 Fibroblast 6
- 10.6019/CHEMBL5058564 U2OS 5
22224640 10.1021/jm2013997 Rattus norvegicus 2
- 10.6019/CHEMBL5058564 HEK-293T 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL5209801 Glucagon-like peptide 1 receptor 2
- 10.6019/CHEMBL5209801 G-protein coupled receptor 35 2
19608418 10.1016/j.bmcl.2009.06.085 Cytochrome P450 3A4 2
- 10.6019/CHEMBL5209801 Apelin receptor 2
- 10.6019/CHEMBL5209801 Adhesion G-protein coupled receptor F1 2

Data from ChEMBL 36 via Core Engine