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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 of MK-0773

SMILES

CN1[C@@H]2CC[C@H]3[C@@H]4CC[C@H](C(=O)NCC5=NC6=NC=CC=C6N5)[C@@]4(C)CC[C@@H]3[C@@]2(C)C=C(F)C1=O

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

Molecular Formula C27H34FN5O2
Molecular Weight 479.5896
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 7 / 7
E/Z Centers 0
Optical Activity UNSPECIFIED

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.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
6.6 nM [IC50]
49.5 µM [Ki]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Detection of SARMs in doping control analysis.
2018-03-15
Identification of selected in vitro generated phase-I metabolites of the steroidal selective androgen receptor modulator MK-0773 for doping control purposes.
2016
Selective androgen receptor modulators for the prevention and treatment of muscle wasting associated with cancer.
2013-12
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
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.
2010-05-28
Patents

Sample Use Guides

50 mg twice daily, 6 month treatment period
Route of Administration: Oral
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).
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:36:52 GMT 2025
Edited
by admin
on Mon Mar 31 18:36:52 GMT 2025
Record UNII
5730VNW22X
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PF-05314882
Preferred Name English
MK-0773
Common Name 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
Created by admin on Mon Mar 31 18:36:52 GMT 2025 , Edited by admin on Mon Mar 31 18:36:52 GMT 2025
PRIMARY
SMS_ID
300000041495
Created by admin on Mon Mar 31 18:36:52 GMT 2025 , Edited by admin on Mon Mar 31 18:36:52 GMT 2025
PRIMARY
PUBCHEM
11950726
Created by admin on Mon Mar 31 18:36:52 GMT 2025 , Edited by admin on Mon Mar 31 18:36:52 GMT 2025
PRIMARY
EPA CompTox
DTXSID701025274
Created by admin on Mon Mar 31 18:36:52 GMT 2025 , Edited by admin on Mon Mar 31 18:36:52 GMT 2025
PRIMARY
CAS
606101-58-0
Created by admin on Mon Mar 31 18:36:52 GMT 2025 , Edited by admin on Mon Mar 31 18:36:52 GMT 2025
PRIMARY
WIKIPEDIA
MK-0773
Created by admin on Mon Mar 31 18:36:52 GMT 2025 , Edited by admin on Mon Mar 31 18:36:52 GMT 2025
PRIMARY
FDA UNII
5730VNW22X
Created by admin on Mon Mar 31 18:36:52 GMT 2025 , Edited by admin on Mon Mar 31 18:36:52 GMT 2025
PRIMARY
Related Record Type Details
TARGET -> AGONIST
SARM
Related Record Type Details
ACTIVE MOIETY