(1S)-1-Phenylethyl (4-acetamidobenzyl)phosphonate

Identification

Generic Name
(1S)-1-Phenylethyl (4-acetamidobenzyl)phosphonate
DrugBank Accession Number
DB08545
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 332.3108
Monoisotopic: 332.105169613
Chemical Formula
C17H19NO4P
Synonyms
Not Available

Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UHepatitis B virus receptor binding proteinNot 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
Not Available
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
N-acetylarylamines / Phosphonic acid esters / Organic phosphonic acids / Acetamides / Secondary carboxylic acid amides / Organophosphorus compounds / Organic oxides / Hydrocarbon derivatives / Carbonyl compounds / Organic anions
Substituents
Acetamide / Acetanilide / Aromatic homomonocyclic compound / Carbonyl group / Carboxamide group / Carboxylic acid derivative / Hydrocarbon derivative / N-acetylarylamine / N-arylamide / Organic anion
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
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
(1S)-1-phenylethyl [(4-acetamidophenyl)methyl]phosphonate
SMILES
[H]N(C(C)=O)C1=CC=C(CP([O-])(=O)O[C@@H](C)C2=CC=CC=C2)C=C1

References

General References
Not Available
PubChem Compound
131704310
PubChem Substance
99445016
ChemSpider
4451347
PDBe Ligand
SH4
PDB Entries
1um4

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 Solubility0.0569 mg/mLALOGPS
logP2.51ALOGPS
logP2.56Chemaxon
logS-3.8ALOGPS
pKa (Strongest Acidic)1.89Chemaxon
pKa (Strongest Basic)-4.4Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area78.46 Å2Chemaxon
Rotatable Bond Count6Chemaxon
Refractivity89.17 m3·mol-1Chemaxon
Polarizability33.44 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 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-161.96713
predicted
DeepCCS 1.0 (2019)
[M+H]+164.33302
predicted
DeepCCS 1.0 (2019)
[M+Na]+171.06303
predicted
DeepCCS 1.0 (2019)

Targets

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Kind
Protein
Organism
Humans
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. [Article]

Drug created at September 15, 2010 21:32 / Updated at June 12, 2020 16:52