U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C21H34F2O5
Molecular Weight 404.4885
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of COBIPROSTONE

SMILES

[H][C@@]12CC(=O)[C@H](CCCCCCC(O)=O)[C@@]1([H])CC[C@@](O)(O2)C(F)(F)C[C@@H](C)CC

InChI

InChIKey=SDDSJMXGJNWMJY-BRHAQHMBSA-N
InChI=1S/C21H34F2O5/c1-3-14(2)13-20(22,23)21(27)11-10-16-15(17(24)12-18(16)28-21)8-6-4-5-7-9-19(25)26/h14-16,18,27H,3-13H2,1-2H3,(H,25,26)/t14-,15+,16+,18+,21+/m0/s1

HIDE SMILES / InChI

Molecular Formula C21H34F2O5
Molecular Weight 404.4885
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

Cobristone is a locally acting chloride channel activator that works to stimulate and protect the mucosal barrier function. Cobristone is being developed by the Sucampo Pharmaceuticals, Inc. for the prevention of oral mucositis and for the treatment of non-erosive reflux disease (NERD), a major subtype of gastroesophageal reflux disease. The development of the drug was terminated after phase 2 clinical trials failed to meet its primary endpoints.

Approval Year

Patents

Patents

Substance Class Chemical
Created
by admin
on Fri Dec 15 15:42:40 GMT 2023
Edited
by admin
on Fri Dec 15 15:42:40 GMT 2023
Record UNII
IL870Q3Z8I
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
COBIPROSTONE
INN   USAN   WHO-DD  
USAN   INN  
Official Name English
7-[(2R,4aR,5R,7aR)-2-[(3S)-1,1-Difluoro-3-methylpentyl]-2-hydroxy-6-oxooctahydrocyclopenta[b]pyran-5-yl]heptanoic acid
Systematic Name English
COBIPROSTONE [USAN]
Common Name English
Cobiprostone [WHO-DD]
Common Name English
cobiprostone [INN]
Common Name English
SPI-8811
Code English
Classification Tree Code System Code
FDA ORPHAN DRUG 158302
Created by admin on Fri Dec 15 15:42:40 GMT 2023 , Edited by admin on Fri Dec 15 15:42:40 GMT 2023
NCI_THESAURUS C78276
Created by admin on Fri Dec 15 15:42:40 GMT 2023 , Edited by admin on Fri Dec 15 15:42:40 GMT 2023
Code System Code Type Description
USAN
SS-121
Created by admin on Fri Dec 15 15:42:40 GMT 2023 , Edited by admin on Fri Dec 15 15:42:40 GMT 2023
PRIMARY
FDA UNII
IL870Q3Z8I
Created by admin on Fri Dec 15 15:42:40 GMT 2023 , Edited by admin on Fri Dec 15 15:42:40 GMT 2023
PRIMARY
INN
8865
Created by admin on Fri Dec 15 15:42:40 GMT 2023 , Edited by admin on Fri Dec 15 15:42:40 GMT 2023
PRIMARY
PUBCHEM
16757521
Created by admin on Fri Dec 15 15:42:40 GMT 2023 , Edited by admin on Fri Dec 15 15:42:40 GMT 2023
PRIMARY
SMS_ID
100000178230
Created by admin on Fri Dec 15 15:42:40 GMT 2023 , Edited by admin on Fri Dec 15 15:42:40 GMT 2023
PRIMARY
CAS
333963-42-1
Created by admin on Fri Dec 15 15:42:40 GMT 2023 , Edited by admin on Fri Dec 15 15:42:40 GMT 2023
PRIMARY
NCI_THESAURUS
C78117
Created by admin on Fri Dec 15 15:42:40 GMT 2023 , Edited by admin on Fri Dec 15 15:42:40 GMT 2023
PRIMARY
DRUG BANK
DB05514
Created by admin on Fri Dec 15 15:42:40 GMT 2023 , Edited by admin on Fri Dec 15 15:42:40 GMT 2023
PRIMARY
ChEMBL
CHEMBL2103799
Created by admin on Fri Dec 15 15:42:40 GMT 2023 , Edited by admin on Fri Dec 15 15:42:40 GMT 2023
PRIMARY
EPA CompTox
DTXSID80187025
Created by admin on Fri Dec 15 15:42:40 GMT 2023 , Edited by admin on Fri Dec 15 15:42:40 GMT 2023
PRIMARY
Related Record Type Details
TARGET -> AGONIST
Related Record Type Details
ACTIVE MOIETY