Identification
Name(3r)-4-(P-Toluenesulfonyl)-1,4-Thiazane-3-Carboxylicacid-L-Phenylalanine Ethyl Ester
Accession NumberDB01712  (EXPT02976)
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
External IDs Not Available
Product Ingredients Not Available
Approved Prescription ProductsNot Available
Approved Generic Prescription ProductsNot Available
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International BrandsNot Available
Brand mixturesNot Available
CategoriesNot Available
UNIINot Available
CAS numberNot Available
WeightAverage: 476.609
Monoisotopic: 476.143963396
Chemical FormulaC23H28N2O5S2
InChI KeyNDDSSAGSYFVBTG-SFTDATJTSA-N
InChI
InChI=1S/C23H28N2O5S2/c1-3-30-23(27)20(15-18-7-5-4-6-8-18)24-22(26)21-16-31-14-13-25(21)32(28,29)19-11-9-17(2)10-12-19/h4-12,20-21H,3,13-16H2,1-2H3,(H,24,26)/t20-,21-/m0/s1
IUPAC Name
ethyl (2S)-2-{[(3R)-4-(4-methylbenzenesulfonyl)thiomorpholin-3-yl]formamido}-3-phenylpropanoate
SMILES
[H][[email protected]@](CC1=CC=CC=C1)(NC(=O)[[email protected]]1([H])CSCCN1S(=O)(=O)C1=CC=C(C)C=C1)C(=O)OCC
Pharmacology
IndicationNot Available
Structured Indications Not Available
PharmacodynamicsNot Available
Mechanism of action
TargetKindPharmacological actionActionsOrganismUniProt ID
Peptidyl-prolyl cis-trans isomerase FKBP1AProteinunknownNot AvailableHumanP62942 details
Related Articles
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
Pharmacogenomic Effects/ADRs Not Available
Interactions
Drug Interactions Not Available
Food InteractionsNot Available
References
Synthesis ReferenceNot Available
General ReferencesNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Clinical Trials
Clinical Trials Not Available
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.00348 mg/mLALOGPS
logP2.59ALOGPS
logP3.21ChemAxon
logS-5.1ALOGPS
pKa (Strongest Acidic)11.85ChemAxon
pKa (Strongest Basic)-5.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area92.78 Å2ChemAxon
Rotatable Bond Count8ChemAxon
Refractivity125.67 m3·mol-1ChemAxon
Polarizability48.97 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9779
Blood Brain Barrier+0.5503
Caco-2 permeable-0.6968
P-glycoprotein substrateSubstrate0.8029
P-glycoprotein inhibitor IInhibitor0.8273
P-glycoprotein inhibitor IINon-inhibitor0.8481
Renal organic cation transporterNon-inhibitor0.8336
CYP450 2C9 substrateNon-substrate0.6833
CYP450 2D6 substrateNon-substrate0.8041
CYP450 3A4 substrateNon-substrate0.5149
CYP450 1A2 substrateNon-inhibitor0.901
CYP450 2C9 inhibitorInhibitor0.5252
CYP450 2D6 inhibitorNon-inhibitor0.9367
CYP450 2C19 inhibitorInhibitor0.6234
CYP450 3A4 inhibitorInhibitor0.5556
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.6788
Ames testNon AMES toxic0.6867
CarcinogenicityNon-carcinogens0.8223
BiodegradationNot ready biodegradable0.8604
Rat acute toxicity2.5246 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9552
hERG inhibition (predictor II)Non-inhibitor0.6186
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Spectra
Mass Spec (NIST)Not Available
Spectra
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, NegativeNot Available
Taxonomy
DescriptionThis compound belongs to the class of chemical entities known as phenylalanine and derivatives. These are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
KingdomChemical entities
Super ClassOrganic compounds
ClassOrganic acids and derivatives
Sub ClassCarboxylic acids and derivatives
Direct ParentPhenylalanine and derivatives
Alternative ParentsAlpha amino acid esters / N-acyl-alpha amino acids and derivatives / N,N-disubstituted p-toluenesulfonamides / Amphetamines and derivatives / Benzenesulfonamides / Benzenesulfonyl compounds / Fatty acid esters / Thiomorpholines / Organosulfonamides / Sulfonyls
SubstituentsPhenylalanine or derivatives / Alpha-amino acid ester / N,n-disubstituted p-toluenesulfonamide / N-acyl-alpha amino acid or derivatives / P-toluenesulfonamide / Amphetamine or derivatives / Benzenesulfonamide / Tosyl compound / Benzenesulfonyl group / Toluene
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptorsethyl ester, sulfonamide, thiomorpholines, carboxamide (CHEBI:45654 )

Targets

Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Type i transforming growth factor beta receptor binding
Specific Function:
Keeps in an inactive conformation TGFBR1, the TGF-beta type I serine/threonine kinase receptor, preventing TGF-beta receptor activation in absence of ligand. Recruites SMAD7 to ACVR1B which prevents the association of SMAD2 and SMAD3 with the activin receptor complex, thereby blocking the activin signal. May modulate the RYR1 calcium channel activity. PPIases accelerate the folding of proteins....
Gene Name:
FKBP1A
Uniprot ID:
P62942
Uniprot Name:
Peptidyl-prolyl cis-trans isomerase FKBP1A
Molecular Weight:
11950.665 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 June 13, 2005 07:24 / Updated on September 01, 2017 10:43