Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C21H17FN2O2 |
| Molecular Weight | 348.3703 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC1=C(CC2=CC=C3C=CC=CC3=N2)C4=C(C=CC(F)=C4)N1CC(O)=O
InChI
InChIKey=FATGTHLOZSXOBC-UHFFFAOYSA-N
InChI=1S/C21H17FN2O2/c1-13-17(11-16-8-6-14-4-2-3-5-19(14)23-16)18-10-15(22)7-9-20(18)24(13)12-21(25)26/h2-10H,11-12H2,1H3,(H,25,26)
DescriptionSources: http://www.atopixtherapeutics.com/research-and-development/OC459.html | https://www.ncbi.nlm.nih.gov/pubmed/24073896Curator's Comment: http://www.atopixtherapeutics.com/press-releases/Atopix%20-%20OC459%20Ph2%20Atopic%20Dermatitis%20Study%20Final%20-%2017Feb16.pdf
https://www.ncbi.nlm.nih.gov/pubmed/22106101
Sources: http://www.atopixtherapeutics.com/research-and-development/OC459.html | https://www.ncbi.nlm.nih.gov/pubmed/24073896
Curator's Comment: http://www.atopixtherapeutics.com/press-releases/Atopix%20-%20OC459%20Ph2%20Atopic%20Dermatitis%20Study%20Final%20-%2017Feb16.pdf
https://www.ncbi.nlm.nih.gov/pubmed/22106101
OC-459 is a highly potent and selective CRTH2 antagonist which is active on both the recombinant and native human receptor. The Atopix lead compound OC-459 is effective in improving lung function and symptoms in patients with atopic eosinophilic asthma. This group represents 40-50% of all asthmatics and the magnitude of improvement in the responder population is equivalent to high dose inhaled corticosteroids. OC-459 has also been shown to reduce both nasal and eye symptoms in allergic subjects exposed to grass pollen. Of particular interest is the ability of OC-459 to reduce the rate of respiratory infections, an effect related to reduction in Th2 immunity which has a damaging effect on host defence. OC-459 has also demonstrated an excellent safety profile in around 800 subjects exposed drug and no safety issues have been highlighted in long term toxicology. OC-459 is in Phase 2 clinical trial in patients with moderate to severe atopic dermatitis.
Originator
Approval Year
Overview
| CYP3A4 | CYP2C9 | CYP2D6 | hERG |
|---|---|---|---|
OverviewOther
| Other Inhibitor | Other Substrate | Other Inducer |
|---|---|---|
Drug as perpetrator
| Target | Modality | Activity | Metabolite | Clinical evidence |
|---|---|---|---|---|
| no [IC50 >30 uM] | ||||
| no [IC50 >30 uM] | ||||
| no [IC50 >30 uM] | ||||
Sources: https://pubmed.ncbi.nlm.nih.gov/19608418/ |
yes |
Drug as victim
| Target | Modality | Activity | Metabolite | Clinical evidence |
|---|---|---|---|---|
| no |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Update on the status of DP2 receptor antagonists; from proof of concept through clinical failures to promising new drugs. | 2014-01 |
|
| Pharmacologic profile of OC000459, a potent, selective, and orally active D prostanoid receptor 2 antagonist that inhibits mast cell-dependent activation of T helper 2 lymphocytes and eosinophils. | 2012-02 |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/24866478
25 mg once daily, 200 mg once daily or 100 mg twice daily
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/22106101
OC-459 inhibited chemotaxis (IC₅₀ = 0.028 uM) of human Th2 lymphocytes and cytokine production (IC₅₀ = 0.019 uM) by human Th2 lymphocytes.
| Name | Type | Language | ||
|---|---|---|---|---|
|
Official Name | English | ||
|
Preferred Name | English | ||
|
Code | English | ||
|
Code | English | ||
|
Code | English | ||
|
Code | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English |
| Classification Tree | Code System | Code | ||
|---|---|---|---|---|
|
NCI_THESAURUS |
C574
Created by
admin on Mon Mar 31 21:22:32 GMT 2025 , Edited by admin on Mon Mar 31 21:22:32 GMT 2025
|
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
CHEMBL560993
Created by
admin on Mon Mar 31 21:22:32 GMT 2025 , Edited by admin on Mon Mar 31 21:22:32 GMT 2025
|
PRIMARY | |||
|
300000008740
Created by
admin on Mon Mar 31 21:22:32 GMT 2025 , Edited by admin on Mon Mar 31 21:22:32 GMT 2025
|
PRIMARY | |||
|
C152633
Created by
admin on Mon Mar 31 21:22:32 GMT 2025 , Edited by admin on Mon Mar 31 21:22:32 GMT 2025
|
PRIMARY | |||
|
DB11900
Created by
admin on Mon Mar 31 21:22:32 GMT 2025 , Edited by admin on Mon Mar 31 21:22:32 GMT 2025
|
PRIMARY | |||
|
851723-84-7
Created by
admin on Mon Mar 31 21:22:32 GMT 2025 , Edited by admin on Mon Mar 31 21:22:32 GMT 2025
|
PRIMARY | |||
|
04XB9TB8OL
Created by
admin on Mon Mar 31 21:22:32 GMT 2025 , Edited by admin on Mon Mar 31 21:22:32 GMT 2025
|
PRIMARY | |||
|
DTXSID00234343
Created by
admin on Mon Mar 31 21:22:32 GMT 2025 , Edited by admin on Mon Mar 31 21:22:32 GMT 2025
|
PRIMARY | |||
|
10483
Created by
admin on Mon Mar 31 21:22:32 GMT 2025 , Edited by admin on Mon Mar 31 21:22:32 GMT 2025
|
PRIMARY | |||
|
11462174
Created by
admin on Mon Mar 31 21:22:32 GMT 2025 , Edited by admin on Mon Mar 31 21:22:32 GMT 2025
|
PRIMARY | |||
|
1422181-22-3
Created by
admin on Mon Mar 31 21:22:32 GMT 2025 , Edited by admin on Mon Mar 31 21:22:32 GMT 2025
|
NO STRUCTURE GIVEN |
ACTIVE MOIETY