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

Details

Stereochemistry ACHIRAL
Molecular Formula C20H26N4O4
Molecular Weight 386.4448
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BEVENOPRAN

SMILES

COC1=CC(CNCCC2CCOCC2)=CC=C1OC3=CN=C(C=N3)C(N)=O

InChI

InChIKey=ZGCYVRNZWGUXNQ-UHFFFAOYSA-N
InChI=1S/C20H26N4O4/c1-26-18-10-15(11-22-7-4-14-5-8-27-9-6-14)2-3-17(18)28-19-13-23-16(12-24-19)20(21)25/h2-3,10,12-14,22H,4-9,11H2,1H3,(H2,21,25)

HIDE SMILES / InChI

Molecular Formula C20H26N4O4
Molecular Weight 386.4448
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Bevenopran (also known as CB-5945), a peripherally acting mu-opioid receptor antagonist that was studied for the treatment of opioid-induced constipation. Due to difficulties with enrollment, phase III of clinical trials were terminated early.

Approval Year

PubMed

PubMed

TitleDatePubMed
New developments in the treatment of opioid-induced gastrointestinal symptoms.
2018 Oct
Patents

Sample Use Guides

0.25 milligrams (mg) CB-5945 (bevenopran) administered orally twice daily (BID) for a 12-week treatment period
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Thu Jul 06 08:30:24 UTC 2023
Edited
by admin
on Thu Jul 06 08:30:24 UTC 2023
Record UNII
IC58Q2EHPJ
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BEVENOPRAN
INN   USAN   WHO-DD  
USAN   INN  
Official Name English
ADL-5945
Code English
CB5945
Code English
CB-5945
Code English
5-[2-Methoxy-4-({[2-(tetrahydro-2H-pyran-4-yl)ethyl]amino}methyl)phenoxy]pyrazine-2-carboxamide
Systematic Name English
CB5-945
Code English
BEVENOPRAN [USAN]
Common Name English
PYRAZINECARBOXAMIDE, 5-(2-METHOXY-4-(((2-(TETRAHYDRO-2H-PYRAN-4-YL)ETHYL)AMINO)METHYL)PHENOXY)-
Systematic Name English
Bevenopran [WHO-DD]
Common Name English
ADL5945
Code English
2-PYRAZINECARBOXAMIDE, 5-(2-METHOXY-4-(((2-(TETRAHYDRO-2H-PYRAN-4-YL)ETHYL)AMINO)METHYL)PHENOXY)-
Systematic Name English
bevenopran [INN]
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID90217963
Created by admin on Thu Jul 06 08:30:24 UTC 2023 , Edited by admin on Thu Jul 06 08:30:24 UTC 2023
PRIMARY
NCI_THESAURUS
C169810
Created by admin on Thu Jul 06 08:30:24 UTC 2023 , Edited by admin on Thu Jul 06 08:30:24 UTC 2023
PRIMARY
INN
9595
Created by admin on Thu Jul 06 08:30:24 UTC 2023 , Edited by admin on Thu Jul 06 08:30:24 UTC 2023
PRIMARY
FDA UNII
IC58Q2EHPJ
Created by admin on Thu Jul 06 08:30:24 UTC 2023 , Edited by admin on Thu Jul 06 08:30:24 UTC 2023
PRIMARY
SMS_ID
300000034082
Created by admin on Thu Jul 06 08:30:24 UTC 2023 , Edited by admin on Thu Jul 06 08:30:24 UTC 2023
PRIMARY
PUBCHEM
10452732
Created by admin on Thu Jul 06 08:30:24 UTC 2023 , Edited by admin on Thu Jul 06 08:30:24 UTC 2023
PRIMARY
WIKIPEDIA
Bevenopran
Created by admin on Thu Jul 06 08:30:24 UTC 2023 , Edited by admin on Thu Jul 06 08:30:24 UTC 2023
PRIMARY
USAN
YY-154
Created by admin on Thu Jul 06 08:30:24 UTC 2023 , Edited by admin on Thu Jul 06 08:30:24 UTC 2023
PRIMARY
ChEMBL
CHEMBL3039511
Created by admin on Thu Jul 06 08:30:24 UTC 2023 , Edited by admin on Thu Jul 06 08:30:24 UTC 2023
PRIMARY
DRUG BANK
DB12464
Created by admin on Thu Jul 06 08:30:24 UTC 2023 , Edited by admin on Thu Jul 06 08:30:24 UTC 2023
PRIMARY
CAS
676500-67-7
Created by admin on Thu Jul 06 08:30:24 UTC 2023 , Edited by admin on Thu Jul 06 08:30:24 UTC 2023
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
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ACTIVE MOIETY