Identification
Name(R)—N[2-[1-(aminoiminomethyl)-3-piperidinyl]-1-oxoethyl]-4-(phenylethynyl)-l-phenylalanine methylester
Accession NumberDB03453  (EXPT01490)
TypeSmall Molecule
GroupsExperimental
Description

(R)—N[2-[1-(aminoiminomethyl)-3-piperidinyl]-1-oxoethyl]-4-(phenylethynyl)-l-phenylalanine methylester is a solid. This compound belongs to the stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids. This substance targets the protein interleukin-2.

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: 446.5414
Monoisotopic: 446.231790846
Chemical FormulaC26H30N4O3
InChI KeyMRNGXYMKYHNMLV-PKTZIBPZSA-N
InChI
InChI=1S/C26H30N4O3/c1-33-25(32)23(29-24(31)17-22-8-5-15-30(18-22)26(27)28)16-21-13-11-20(12-14-21)10-9-19-6-3-2-4-7-19/h2-4,6-7,11-14,22-23H,5,8,15-18H2,1H3,(H3,27,28)(H,29,31)/t22-,23+/m1/s1
IUPAC Name
2-[(3R)-1-carbamimidoylpiperidin-3-yl]-N-[(2S)-1-methoxy-1-oxo-3-[4-(2-phenylethynyl)phenyl]propan-2-yl]ethanimidic acid
SMILES
[H][C@@](CC1=CC=C(C=C1)C#CC1=CC=CC=C1)(N=C(O)C[C@@]1([H])CCCN(C1)C(N)=N)C(=O)OC
Pharmacology
IndicationNot Available
Structured Indications Not Available
PharmacodynamicsNot Available
Mechanism of action
TargetKindPharmacological actionActionsOrganismUniProt ID
Interleukin-2ProteinunknownNot AvailableHumanP60568 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 Solubility0.00896 mg/mLALOGPS
logP2.93ALOGPS
logP2.2ChemAxon
logS-4.7ALOGPS
pKa (Strongest Acidic)7.2ChemAxon
pKa (Strongest Basic)12.15ChemAxon
Physiological Charge2ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area112 Å2ChemAxon
Rotatable Bond Count9ChemAxon
Refractivity133.85 m3·mol-1ChemAxon
Polarizability50 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.6782
Blood Brain Barrier+0.5546
Caco-2 permeable-0.7035
P-glycoprotein substrateSubstrate0.8543
P-glycoprotein inhibitor IInhibitor0.6083
P-glycoprotein inhibitor IINon-inhibitor0.7959
Renal organic cation transporterInhibitor0.521
CYP450 2C9 substrateNon-substrate0.7914
CYP450 2D6 substrateNon-substrate0.7693
CYP450 3A4 substrateNon-substrate0.526
CYP450 1A2 substrateNon-inhibitor0.8802
CYP450 2C9 inhibitorNon-inhibitor0.6466
CYP450 2D6 inhibitorNon-inhibitor0.8738
CYP450 2C19 inhibitorNon-inhibitor0.7256
CYP450 3A4 inhibitorNon-inhibitor0.6276
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9534
Ames testNon AMES toxic0.7351
CarcinogenicityNon-carcinogens0.9531
BiodegradationNot ready biodegradable0.888
Rat acute toxicity2.5963 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9112
hERG inhibition (predictor II)Inhibitor0.6216
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Spectra
Mass Spec (NIST)Not Available
SpectraNot Available
Taxonomy
ClassificationNot classified

Targets

Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Kinase activator activity
Specific Function:
Produced by T-cells in response to antigenic or mitogenic stimulation, this protein is required for T-cell proliferation and other activities crucial to regulation of the immune response. Can stimulate B-cells, monocytes, lymphokine-activated killer cells, natural killer cells, and glioma cells.
Gene Name:
IL2
Uniprot ID:
P60568
Molecular Weight:
17627.52 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
  3. 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 June 11, 2017 20:47