(1R)-1-PHENYLETHYL 4-(ACETYLAMINO)BENZYLPHOSPHONATE

Identification

Name
(1R)-1-PHENYLETHYL 4-(ACETYLAMINO)BENZYLPHOSPHONATE
Accession Number
DB08545
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 332.3108
Monoisotopic: 332.105169613
Chemical Formula
C17H19NO4P
InChI Key
YPTMOJMDCPUCJT-ZDUSSCGKSA-M
InChI
InChI=1S/C17H20NO4P/c1-13(16-6-4-3-5-7-16)22-23(20,21)12-15-8-10-17(11-9-15)18-14(2)19/h3-11,13H,12H2,1-2H3,(H,18,19)(H,20,21)/p-1/t13-/m0/s1
IUPAC Name
N-[4-({hydroxy[(1S)-1-phenylethoxy]phosphoryl}methyl)phenyl]ethanecarboximidate
SMILES
[H][[email protected]@](C)(OP(O)(=O)CC1=CC=C(C=C1)N=C(C)[O-])C1=CC=CC=C1

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UHepatitis B virus receptor binding proteinNot 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
131704310
PubChem Substance
99445016
ChemSpider
4451347
HET
SH4
PDB Entries
1um4

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 Solubility0.0199 mg/mLALOGPS
logP2.05ALOGPS
logP3.04ChemAxon
logS-4.2ALOGPS
pKa (Strongest Acidic)1.96ChemAxon
pKa (Strongest Basic)1.09ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area81.95 Å2ChemAxon
Rotatable Bond Count6ChemAxon
Refractivity101.6 m3·mol-1ChemAxon
Polarizability34.29 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.5118
Blood Brain Barrier+0.9932
Caco-2 permeable+0.5284
P-glycoprotein substrateNon-substrate0.8221
P-glycoprotein inhibitor INon-inhibitor0.7429
P-glycoprotein inhibitor IINon-inhibitor0.666
Renal organic cation transporterNon-inhibitor0.9033
CYP450 2C9 substrateNon-substrate0.7929
CYP450 2D6 substrateNon-substrate0.7982
CYP450 3A4 substrateSubstrate0.6237
CYP450 1A2 substrateNon-inhibitor0.6666
CYP450 2C9 inhibitorInhibitor0.6488
CYP450 2D6 inhibitorNon-inhibitor0.9217
CYP450 2C19 inhibitorInhibitor0.508
CYP450 3A4 inhibitorNon-inhibitor0.7344
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.7715
Ames testAMES toxic0.6122
CarcinogenicityNon-carcinogens0.5183
BiodegradationNot ready biodegradable0.5294
Rat acute toxicity2.7464 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9323
hERG inhibition (predictor II)Non-inhibitor0.7662
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 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 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
N-acetylarylamines / Phosphonic acid esters / Organic phosphonic acids / Acetamides / Secondary carboxylic acid amides / Organophosphorus compounds / Organic oxides / Hydrocarbon derivatives / Carbonyl compounds / Organic anions
Substituents
Acetanilide / N-acetylarylamine / N-arylamide / Phosphonic acid ester / Organophosphonic acid / Organophosphonic acid derivative / Acetamide / Secondary carboxylic acid amide / Carboxamide group / Carboxylic acid derivative
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Not Available
Specific Function
Not Available
Gene Name
Not Available
Uniprot ID
Q6PYX1
Uniprot Name
Hepatitis B virus receptor binding protein
Molecular Weight
38161.965 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 15:32 / Updated on December 01, 2017 16:06