# CMF-019

> Mediated Wiki article. Canonical URL: https://mediated.wiki/source/CMF-019
> Markdown URL: https://mediated.wiki/source/CMF-019.md
> Source: https://en.wikipedia.org/wiki/CMF-019
> Source revision: 1330135312
> License: Creative Commons Attribution-ShareAlike 4.0 International (https://creativecommons.org/licenses/by-sa/4.0/)

{{cs1 config|name-list-style=vanc|display-authors=6}}
{{Drugbox
| IUPAC_name = <nowiki>(3S)-5-methyl-3-[[1-pentan-3-yl-2-(thiophen-2-ylmethyl)benzimidazole-5-carbonyl]amino]hexanoic acid</nowiki>
| image = CMF-019_structure.png
| image_class = skin-invert-image
| width = 240

<!--Clinical data-->
| tradename =  
| pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X -->
| pregnancy_US = <!-- A / B / C / D / X -->
| pregnancy_category =  
| legal_AU = <!-- S2 / S3 / S4 / S5 / S6 / S7 / S8 / S9 -->
| legal_CA =  
| legal_UK =  
| legal_US = <!-- Schedule I / Schedule II / Schedule III -->
| legal_status =  
| routes_of_administration =

<!--Pharmacokinetic data-->
| bioavailability =  
| protein_bound =  
| excretion =

<!--Identifiers-->
| CAS_number = 1586787-08-7 
| UNII =
| PubChem = 73442763
| IUPHAR_ligand = 
| DrugBank =  
| ChemSpiderID = 
| ChEBI = 
| ChEMBL = 
| StdInChI = 1S/C25H33N3O3S/c1-5-19(6-2)28-22-10-9-17(25(31)26-18(12-16(3)4)14-24(29)30)13-21(22)27-23(28)15-20-8-7-11-32-20/h7-11,13,16,18-19H,5-6,12,14-15H2,1-4H3,(H,26,31)(H,29,30)/t18-/m0/s1
| StdInChIKey = VCQKKZXFASLXAH-SFHVURJKSA-N
<!--Chemical data-->
| C=25 | H=33 | N=3 | O=3 | S=1
| smiles = CCC(CC)N1C2=C(C=C(C=C2)C(=O)N[C@@H](CC(C)C)CC(=O)O)N=C1CC3=CC=CS3
}}

'''CMF-019''' is a drug which is a selective, small-molecule agonist for the [apelin receptor](/source/apelin_receptor). It is used in research into treatment for [heart failure](/source/heart_failure).<ref>{{cite journal | vauthors = Read C, Fitzpatrick CM, Yang P, Kuc RE, Maguire JJ, Glen RC, Foster RE, Davenport AP | title = Cardiac action of the first G protein biased small molecule apelin agonist | journal = Biochemical Pharmacology | volume = 116 | pages = 63–72 | date = September 2016 | pmid = 27475715 | doi = 10.1016/j.bcp.2016.07.018 | pmc = 5012889 }}</ref><ref>{{cite journal | vauthors = Trifonov L, Afri M, Palczewski K, Korshin EE, Gruzman A | title = An Expedient Synthesis of CMF-019: <nowiki>(S)-5-Methyl-3-{1-(pentan-3-yl)-2-(thiophen-2-ylmethyl)-1H-benzo[d]imidazole-5-carboxamido}hexanoic Acid</nowiki>, a Potent Apelin Receptor (APJ) Agonist | journal = Medicinal Chemistry | date = 2018 | volume = 14 | issue = 7 | pages = 688–694 | pmid = 29651942 | doi = 10.2174/1573406414666180412154952 | pmc = 6993063 }}</ref><ref>{{cite journal | vauthors = Narayanan S, Vasukuttan V, Rajagopal S, Maitra R, Runyon SP | title = Identification of potent pyrazole based APELIN receptor (APJ) agonists | journal = Bioorganic & Medicinal Chemistry | volume = 28 | issue = 4 | article-number = 115237 | date = February 2020 | pmid = 31948845 | doi = 10.1016/j.bmc.2019.115237 | pmc = 7055011 }}</ref>

== See also ==
* [AM-8123](/source/AM-8123)
* [Azelaprag](/source/Azelaprag)
* [BMS-986224](/source/BMS-986224)

== References ==
{{reflist}}

Category:Benzamides
Category:Benzimidazoles
Category:Carboxylic acids
Category:Thiophenes

{{pharm-stub}}

---
Adapted from the Wikipedia article [CMF-019](https://en.wikipedia.org/wiki/CMF-019) by Wikipedia contributors ([contributor history](https://en.wikipedia.org/wiki/CMF-019?action=history)). Available under [Creative Commons Attribution-ShareAlike 4.0 International](https://creativecommons.org/licenses/by-sa/4.0/). Changes may have been made.