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Compound Detail

CHEMBL1738889

ENOBOSARM
🧪 Phase III
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🧪 Phase III
C[C@](O)(COc1ccc(C#N)cc1)C(=O)Nc1ccc(C#N)c(C(F)(F)F)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1738889
Name ENOBOSARM
Phase Phase III
Structure Type MOL
InChI Key JNGVJMBLXIUVRD-SFHVURJKSA-N

Known Names

Enobosarm Gtx-024 MK-2866 Ostarine
6
Targets
15
Activities
2
Assay Types
4
PK Parameters
19
Publications
4
Known Names
6
Indications
1
Mechanisms

Molecular Properties

389.3
MW (Da)
3.22
ALogP
5
HBA
2
HBD
106.1
PSA (Ų)
0.82
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer
USAN Stem -sarm
USAN Year 2011

Extended Properties

Molecular Formula C19H14F3N3O3
MW 389.33
Aromatic Rings 2
Heavy Atoms 28
NP-Likeness -1.37

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Androgen Receptor modulator MODULATOR Androgen receptor ✓ ✓

Indications

Breast Neoplasms Carcinoma, Non-Small-Cell Lung Muscular Atrophy Cachexia Triple Negative Breast Neoplasms Urinary Incontinence, Stress

Activity Summary

IC50 9 meas. best 8.52
Ki 6 meas. best 9.26

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Androgen receptor
CHEMBL1871
 Ki 9.26 8.0333 0.6 6
Androgen receptor
CHEMBL1871
 IC50 8.52 8.085 3.0 4
Androgen receptor
CHEMBL3072
 IC50 7.44 7.44 36.4 1
LNCaP
CHEMBL612518
 IC50 4.68 4.68 20900.0 1
VCaP
CHEMBL4296508
 IC50 4.61 4.61 24470.0 1
CWR22R
CHEMBL612657
 IC50 4.61 4.61 24770.0 1
DU-145
CHEMBL613508
 IC50 4.35 4.35 44550.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 1400.0 mL.min-1.g-1 Mus musculus
CL 1400.0 mL.min-1.g-1 Mus musculus
T1/2 6.0 hr Mus musculus
T1/2 6.0 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Androgen receptor Ki = 0.55 nM 9.26 Displacement of [3H]mibolerone from Androgen receptor (unknown origin) measured ... 35786895
Androgen receptor IC50 = 3.0 nM 8.52 Antagonist activity at CMV-tagged full length wild type human AR expressed in HE... 36825758
Androgen receptor IC50 = 3.8 nM 8.42 Antagonist activity at human androgen receptor expressed in HEK293 cells assesse... 30525603
Androgen receptor Ki = 3.8 nM 8.42 Displacement of [3H]-mibolerone from recombinant wild-type GST-tagged androgen r... 30525603
Androgen receptor IC50 = 20.0 nM 7.7 Human Androgen Receptor (hAR) Ligand Binding Domain (LBD) Affinity Assay: Method... -
Androgen receptor IC50 = 20.0 nM 7.7 Human Androgen Receptor (hAR) Ligand Binding Domain (LBD) Affinity Assay: Method... -
Androgen receptor Ki = 20.2 nM 7.7 Human Androgen Receptor (hAR) Ligand Binding Domain (LBD) Affinity Assay: Method... -
Androgen receptor Ki = 20.2 nM 7.7 Affinity Assay: hAR-LBD (633-919) was cloned into pGex4t.1. Large scale GST-tagg... -
Androgen receptor Ki = 20.2 nM 7.7 Human Androgen Receptor (hAR) Ligand Binding Domain (LBD) Affinity Assay: Method... -
Androgen receptor IC50 = 36.4 nM 7.44 Antagonist activity at rat androgen receptor fused with DNA-binding domain of GA... 27131065
Androgen receptor Ki = 38.0 nM 7.42 Displacement of [3H]mibolerone from GST-tagged wild type AR ligand binding domai... 36825758
LNCaP IC50 = 20900.0 nM 4.68 Antiproliferative activity against human LNCAP cells after 96 hrs by propidium i... 27131065
CWR22R IC50 = 24770.0 nM 4.61 Antiproliferative activity against human 22Rv1 cells after 96 hrs by propidium i... 27131065
VCaP IC50 = 24470.0 nM 4.61 Antiproliferative activity against human VCaP cells after 96 hrs by propidium io... 27131065
DU-145 IC50 = 44550.0 nM 4.35 Antiproliferative activity against human DU145 cells after 96 hrs by propidium i... 27131065

Literature References

PubMed DOI Target Context # Activities
27131065 10.1016/j.ejmech.2016.04.052 Androgen receptor 12
27131065 10.1016/j.ejmech.2016.04.052 HepG2 4
27131065 10.1016/j.ejmech.2016.04.052 ADMET 4
30525603 10.1021/acs.jmedchem.8b00973 Androgen receptor 3
22897611 10.1021/jm300249m Androgen receptor 2
36825758 10.1021/acs.jmedchem.2c01858 ADMET 2
36825758 10.1021/acs.jmedchem.2c01858 Androgen receptor 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
30525603 10.1021/acs.jmedchem.8b00973 ADMET 2
21506597 10.1021/jm2000097 Androgen receptor 2
27131065 10.1016/j.ejmech.2016.04.052 VCaP 1
27131065 10.1016/j.ejmech.2016.04.052 LNCaP 1
27131065 10.1016/j.ejmech.2016.04.052 DU-145 1
27131065 10.1016/j.ejmech.2016.04.052 CWR22R 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1
30525603 10.1021/acs.jmedchem.8b00973 Unchecked 1
35786895 10.1021/acs.jmedchem.2c00716 Androgen receptor 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1

Data from ChEMBL 36 via Core Engine