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
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
| 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.
Originator
Sources: http://adisinsight.springer.com/drugs/800024550 | https://www.ncbi.nlm.nih.gov/pubmed/20356837
Curator's Comment: # Merck & Co.
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL1871 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20356837 |
6.6 nM [IC50] | ||
Target ID: CHEMBL240 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20356837 |
49.5 µM [Ki] |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Primary | Unknown Approved UseUnknown |
|||
| Primary | Unknown Approved UseUnknown |
PubMed
| Title | Date | PubMed |
|---|---|---|
| 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
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/23732550
50 mg twice daily, 6 month treatment period
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/20356837
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
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admin
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Edited
Mon Mar 31 18:36:52 GMT 2025
by
admin
on
Mon Mar 31 18:36:52 GMT 2025
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| Record UNII |
5730VNW22X
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| Record Status |
Validated (UNII)
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| Record Version |
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CHEMBL3545333
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300000041495
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11950726
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DTXSID701025274
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606101-58-0
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MK-0773
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5730VNW22X
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| Related Record | Type | Details | ||
|---|---|---|---|---|
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TARGET -> AGONIST |
SARM
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| Related Record | Type | Details | ||
|---|---|---|---|---|
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ACTIVE MOIETY |
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