This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Name
S-23
Accession Number
DB07419
Type
Small Molecule
Groups
Experimental
Description

An androgen receptor modulator.

Structure
Thumb
Synonyms
  • (+)-S-23
  • (2S)-3-(4-Chloro-3-fluorophenoxy)-N-(4-cyano-3-(trifluoromethyl)phenyl)-2-hydroxy-2-methylpropanamide
  • CCTH-methylpropionamide
External IDs
(+)-S-23 / S 23 / S-23
Categories
UNII
XDK89456WM
CAS number
1010396-29-8
Weight
Average: 416.754
Monoisotopic: 416.055082819
Chemical Formula
C18H13ClF4N2O3
InChI Key
SSFVOEAXHZGTRJ-KRWDZBQOSA-N
InChI
InChI=1S/C18H13ClF4N2O3/c1-17(27,9-28-12-4-5-14(19)15(20)7-12)16(26)25-11-3-2-10(8-24)13(6-11)18(21,22)23/h2-7,27H,9H2,1H3,(H,25,26)/t17-/m0/s1
IUPAC Name
(2S)-3-(4-chloro-3-fluorophenoxy)-N-[4-cyano-3-(trifluoromethyl)phenyl]-2-hydroxy-2-methylpropanamide
SMILES
C[[email protected]](O)(COC1=CC=C(Cl)C(F)=C1)C(=O)NC1=CC(=C(C=C1)C#N)C(F)(F)F

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UAndrogen receptorNot AvailableHuman
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
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
24892822
PubChem Substance
99443890
ChemSpider
24715019
BindingDB
26261
ChEMBL
CHEMBL512283
HET
B5R
Wikipedia
S-23_(drug)
PDB Entries
3b5r

Clinical Trials

Clinical Trials
Not Available

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 Solubility0.00426 mg/mLALOGPS
logP3.68ALOGPS
logP4.16ChemAxon
logS-5ALOGPS
pKa (Strongest Acidic)11.95ChemAxon
pKa (Strongest Basic)-4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area82.35 Å2ChemAxon
Rotatable Bond Count6ChemAxon
Refractivity94.35 m3·mol-1ChemAxon
Polarizability36.22 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9942
Blood Brain Barrier+0.658
Caco-2 permeable-0.5681
P-glycoprotein substrateNon-substrate0.5382
P-glycoprotein inhibitor INon-inhibitor0.6054
P-glycoprotein inhibitor IINon-inhibitor0.8077
Renal organic cation transporterNon-inhibitor0.9474
CYP450 2C9 substrateNon-substrate0.7569
CYP450 2D6 substrateNon-substrate0.7382
CYP450 3A4 substrateNon-substrate0.5054
CYP450 1A2 substrateNon-inhibitor0.51
CYP450 2C9 inhibitorNon-inhibitor0.5212
CYP450 2D6 inhibitorNon-inhibitor0.7816
CYP450 2C19 inhibitorInhibitor0.6776
CYP450 3A4 inhibitorNon-inhibitor0.799
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.5957
Ames testNon AMES toxic0.7935
CarcinogenicityNon-carcinogens0.8003
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.4004 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9852
hERG inhibition (predictor II)Non-inhibitor0.7481
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

Taxonomy

Description
This compound belongs to the class of organic compounds known as trifluoromethylbenzenes. These are organofluorine compounds that contain a benzene ring substituted with one or more trifluoromethyl groups.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Trifluoromethylbenzenes
Direct Parent
Trifluoromethylbenzenes
Alternative Parents
Anilides / Benzonitriles / N-arylamides / Phenol ethers / Phenoxy compounds / Fluorobenzenes / Chlorobenzenes / Alkyl aryl ethers / Aryl fluorides / Aryl chlorides
show 10 more
Substituents
Trifluoromethylbenzene / Anilide / Phenoxy compound / Benzonitrile / N-arylamide / Phenol ether / Alkyl aryl ether / Chlorobenzene / Fluorobenzene / Halobenzene
show 25 more
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available

Targets

Details
1. Androgen receptor
Kind
Protein
Organism
Human
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. [PubMed:10592235]

Drug created on September 15, 2010 15:21 / Updated on January 02, 2018 14:18