BEVENOPRAN

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 Search

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

Description
Sources: https://clinicaltrials.gov/ct2/show/NCT01901341 | https://www.ncbi.nlm.nih.gov/pubmed/30288274

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.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Mu opioid receptor 221 Target ID: CHEMBL233 Sources: https://clinicaltrials.gov/ct2/show/NCT01275755	Antagonist 2778
Delta opioid receptor 77 Target ID: CHEMBL236 Sources: https://www.empr.com/home/mpr-first-report/american-pain-society-2012/aps-2012-chronic-pain/peripheral-opioid-receptor-antagonist-cb-5945-improves-bowel-motility/	Antagonist 2778

PubMed

Title	Date	PubMed

Patents

Sample Use Guides

In Vivo Use Guide

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 `Sat Dec 16 02:15:44 GMT 2023` Edited by `admin` on `Sat Dec 16 02:15:44 GMT 2023`
Record UNII	IC58Q2EHPJ
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

BEVENOPRAN

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