Identification

Generic Name
Andarine
DrugBank Accession Number
DB07423
Background

Andarine is a non-steroidal selective androgen receptor modulator.

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 441.3579
Monoisotopic: 441.114769938
Chemical Formula
C19H18F3N3O6
Synonyms
  • (2S)-3-(4-acetamidophenoxy)-2-hydroxy-2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]propanamide
External IDs
  • GTx 007
  • GTX-007
  • SARM S-4

Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
Avoid life-threatening adverse drug events
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UAndrogen receptorNot AvailableHumans
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as acetanilides. These are organic compounds containing an acetamide group conjugated to a phenyl group.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Anilides
Direct Parent
Acetanilides
Alternative Parents
Trifluoromethylbenzenes / N-acetylarylamines / Nitrobenzenes / Phenoxy compounds / Phenol ethers / Nitroaromatic compounds / Alkyl aryl ethers / Tertiary alcohols / Acetamides / Secondary carboxylic acid amides
show 9 more
Substituents
Acetamide / Acetanilide / Alcohol / Alkyl aryl ether / Alkyl fluoride / Alkyl halide / Allyl-type 1,3-dipolar organic compound / Aromatic homomonocyclic compound / C-nitro compound / Carbonyl group
show 26 more
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
7UT2HAH49H
CAS number
401900-40-1
InChI Key
YVXVTLGIDOACBJ-SFHVURJKSA-N
InChI
InChI=1S/C19H18F3N3O6/c1-11(26)23-12-3-6-14(7-4-12)31-10-18(2,28)17(27)24-13-5-8-16(25(29)30)15(9-13)19(20,21)22/h3-9,28H,10H2,1-2H3,(H,23,26)(H,24,27)/t18-/m0/s1
IUPAC Name
(2S)-3-(4-acetamidophenoxy)-2-hydroxy-2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]propanamide
SMILES
CC(=O)NC1=CC=C(OC[C@](C)(O)C(=O)NC2=CC=C(C(=C2)C(F)(F)F)[N+]([O-])=O)C=C1

References

General References
Not Available
PubChem Compound
9824562
PubChem Substance
99443894
ChemSpider
8000309
BindingDB
18665
ChEBI
94760
ChEMBL
CHEMBL125236
ZINC
ZINC000003991693
PDBe Ligand
B68
Wikipedia
Andarine
PDB Entries
3b68

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.00109 mg/mLALOGPS
logP2.61ALOGPS
logP2.74Chemaxon
logS-5.6ALOGPS
pKa (Strongest Acidic)11.59Chemaxon
pKa (Strongest Basic)-4Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count6Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area130.8 Å2Chemaxon
Rotatable Bond Count8Chemaxon
Refractivity104.79 m3·mol-1Chemaxon
Polarizability39.81 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9644
Blood Brain Barrier-0.6422
Caco-2 permeable-0.5875
P-glycoprotein substrateSubstrate0.5104
P-glycoprotein inhibitor INon-inhibitor0.5074
P-glycoprotein inhibitor IINon-inhibitor0.7741
Renal organic cation transporterNon-inhibitor0.9655
CYP450 2C9 substrateNon-substrate0.7938
CYP450 2D6 substrateNon-substrate0.8287
CYP450 3A4 substrateSubstrate0.5782
CYP450 1A2 substrateNon-inhibitor0.5069
CYP450 2C9 inhibitorNon-inhibitor0.5886
CYP450 2D6 inhibitorNon-inhibitor0.8488
CYP450 2C19 inhibitorInhibitor0.5544
CYP450 3A4 inhibitorNon-inhibitor0.597
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.5765
Ames testNon AMES toxic0.6254
CarcinogenicityNon-carcinogens0.6208
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.6017 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9844
hERG inhibition (predictor II)Non-inhibitor0.727
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Targets

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Details
1. Androgen receptor
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Steroid hormone receptors are ligand-activated transcription factors that regulate eukaryotic gene expression and affect cellular proliferation and differentiation in target tissues. Transcription ...
Gene Name
AR
Uniprot ID
P10275
Uniprot Name
Androgen receptor
Molecular Weight
98987.9 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]

Drug created at September 15, 2010 21:21 / Updated at June 12, 2020 16:52