MK-0773

Investigational

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C27H34FN5O2
Molecular Weight	479.5896
Optical Activity	UNSPECIFIED
Defined Stereocenters	7 / 7
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@@]12CC[C@H](C(=O)NCC3=NC4=C(N3)C=CC=N4)[C@@]1(C)CC[C@@]5([H])[C@@]2([H])CC[C@@]6([H])N(C)C(=O)C(F)=C[C@]56C

InChI

InChIKey=GBEUKTWTUSPHEE-JWJWXJQQSA-N

InChI=1S/C27H34FN5O2/c1-26-11-10-17-15(6-9-21-27(17,2)13-19(28)25(35)33(21)3)16(26)7-8-18(26)24(34)30-14-22-31-20-5-4-12-29-23(20)32-22/h4-5,12-13,15-18,21H,6-11,14H2,1-3H3,(H,30,34)(H,29,31,32)/t15-,16-,17-,18+,21+,26-,27+/m0/s1

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/23732550 | https://www.ncbi.nlm.nih.gov/pubmed/24189892 | https://www.pharmacodia.com/yaodu/html/v1/chemicals/94b7cee526e7478a1d4c97340d74b467.html

MK-0773 is an orally active selective androgen receptor modulator. The safety and efficacy of MK-0773 was evaluated in sarcopenic elderly women. The MK-0773- induced improvements in lean body mass were not accompanied by statistically significant improvements in physical function. Higher dose of MK-0773 or longer duration of therapy might have resulted in improvements in physical function, but liver transaminase elevations likely preclude further development of MK-0773. Drug-candidate had been in phase I clinical trials for the treatment of osteoporosis.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Androgen Receptor 167 Target ID: CHEMBL1871 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20356837	Partial Agonist 290		6.6 nM [IC50]
HERG 92 Target ID: CHEMBL240 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20356837	Binding Agent 1064		49.5 µM [Ki]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Sarcopenia 3 Sources: https://www.ncbi.nlm.nih.gov/pubmed/23732550	Primary		Phase II 1132	Unknown Approved Use Unknown
Osteoporosis 97 Sources: https://clinicaltrials.gov/ct2/show/NCT01011725	Primary		Phase I 428	Unknown Approved Use Unknown

Sourcing

Vendor/Aggregator	ID	URL
AbovChem LLC	HY-11027
BLD Pharm	BD630789	http://www.bldpharm.com/search/Search.html?keyword=BD630789
Chem Scene	CS-1508	http://www.chemscene.com/goproductList/searchProductList?productObj=CS-1508
MedChem Express	HY-11027	https://www.medchemexpress.com/search.html?q=HY-11027&ft=&fa=&fp=
MolPort	MolPort-046-416-876	https://www.molport.com/shop/molecule-link/MolPort-046-416-876
Molnova	M15267	https://www.molnova.com/en/serch-list.html?keywords=M15267
Toronto Research Chemicals	M424980	https://www.trc-canada.com/product-detail/?CatNum=M424980
eMolecules	50283015	https://orderbb.emolecules.com/search/#?query=50283015
mcule	MCULE-6964976801	https://mcule.com/MCULE-6964976801/

PubMed

Title	Date	PubMed
Discovery of the selective androgen receptor modulator MK-0773 using a rational development strategy based on differential transcriptional requirements for androgenic anabolism versus reproductive physiology.	2010 May 28	20356837
A phase IIA randomized, placebo-controlled clinical trial to study the efficacy and safety of the selective androgen receptor modulator (SARM), MK-0773 in female participants with sarcopenia.	2013	23732550
Selective androgen receptor modulators for the prevention and treatment of muscle wasting associated with cancer.	2013 Dec	24189892
Identification of selected in vitro generated phase-I metabolites of the steroidal selective androgen receptor modulator MK-0773 for doping control purposes.	2016	27419898
Detection of SARMs in doping control analysis.	2018 Mar 15	28137616

Patents

Sample Use Guides

In Vivo Use Guide

50 mg twice daily, 6 month treatment period

Route of Administration: Oral

In Vitro Use Guide

The affinity of MK-0773 for AR across species was evaluated using COS cells transfected with AR, and IC50 values were very similar in four species (rat, 0.50 nM; dog, 0.55 nM; rhesus, 0.45 nM; human, 0.65 nM).

Name

Type

Language

MK-0773

Common Name

English

PF-05314882

Code

English

N-(3H-IMIDAZO(4,5-B)PYRIDIN-2-YLMETHYL)-2-FLUORO-4-METHYL-3-OXO-4-AZA-5.ALPHA.-ANDROST-1-ENE-17.BETA.-CARBOXAMIDE

Systematic Name

English

Code System Code Type Description

ChEMBL

CHEMBL3545333