Pheneticillin

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

Identification

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Name
Pheneticillin
Accession Number
DB13337
Type
Small Molecule
Groups
Approved
Description

Pheneticillin (or phenethicillin) is a penicillin antibiotic which is approved for use internationally.

Structure
Thumb
Synonyms
  • Feneticilina
  • penicillin B
  • Pheneticilline
  • Pheneticillinum
  • phenoxypropylpenicillin
Product Ingredients
IngredientUNIICASInChI Key
Pheneticillin potassium70978WUK7C132-93-4ORMNNUPLFAPCFD-DVLYDCSHSA-M
International/Other Brands
Syncillin / Synthepen
Categories
UNII
EFA30X554H
CAS number
147-55-7
Weight
Average: 364.42
Monoisotopic: 364.109292926
Chemical Formula
C17H20N2O5S
InChI Key
NONJJLVGHLVQQM-JHXYUMNGSA-N
InChI
InChI=1S/C17H20N2O5S/c1-9(24-10-7-5-4-6-8-10)13(20)18-11-14(21)19-12(16(22)23)17(2,3)25-15(11)19/h4-9,11-12,15H,1-3H3,(H,18,20)(H,22,23)/t9?,11-,12+,15-/m1/s1
IUPAC Name
(2S,5R,6R)-3,3-dimethyl-7-oxo-6-(2-phenoxypropanamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
SMILES
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)C(C)OC1=CC=CC=C1)C(O)=O

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
Not Available
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
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.
DrugInteraction
(R)-warfarinThe risk or severity of bleeding can be increased when Pheneticillin is combined with (R)-warfarin.
(S)-WarfarinThe risk or severity of bleeding can be increased when Pheneticillin is combined with (S)-Warfarin.
4-hydroxycoumarinThe risk or severity of bleeding can be increased when Pheneticillin is combined with 4-hydroxycoumarin.
AcemetacinAcemetacin may decrease the excretion rate of Pheneticillin which could result in a higher serum level.
AcenocoumarolThe risk or severity of bleeding can be increased when Pheneticillin is combined with Acenocoumarol.
AlcuroniumThe therapeutic efficacy of Alcuronium can be increased when used in combination with Pheneticillin.
AmikacinThe serum concentration of Amikacin can be decreased when it is combined with Pheneticillin.
ApramycinThe serum concentration of Apramycin can be decreased when it is combined with Pheneticillin.
ArbekacinThe serum concentration of Arbekacin can be decreased when it is combined with Pheneticillin.
AtracuriumThe therapeutic efficacy of Atracurium can be increased when used in combination with Pheneticillin.
Additional Data Available
  • Extended Description
    Extended Description

    Extended description of the mechanism of action and particular properties of each drug interaction.

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  • Severity
    Severity

    A severity rating for each drug interaction, from minor to major.

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  • Evidence Level
    Evidence Level

    A rating for the strength of the evidence supporting each drug interaction.

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  • Action
    Action

    An effect category for each drug interaction. Know how this interaction affects the subject drug.

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Food Interactions
Not Available

References

General References
Not Available
External Links
ChemSpider
240055
BindingDB
50240064
ChEBI
52427
ChEMBL
CHEMBL1614637
Wikipedia
Pheneticillin
ATC Codes
J01CR50 — Combinations of penicillinsJ01CE05 — Pheneticillin

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
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.356 mg/mLALOGPS
logP2.22ALOGPS
logP1.33ChemAxon
logS-3ALOGPS
pKa (Strongest Acidic)3.47ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area95.94 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity90.26 m3·mol-1ChemAxon
Polarizability36.74 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
Not Available

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 dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
Dipeptides
Alternative Parents
Penicillins / N-acyl-alpha amino acids and derivatives / Phenoxy compounds / Phenol ethers / Alkyl aryl ethers / Thiazolidines / Tertiary carboxylic acid amides / Secondary carboxylic acid amides / Azetidines / Thiohemiaminal derivatives
show 9 more
Substituents
Alpha-dipeptide / Penicillin / N-acyl-alpha amino acid or derivatives / Alpha-amino acid or derivatives / Phenoxy compound / Phenol ether / Penam / Alkyl aryl ether / Monocyclic benzene moiety / Benzenoid
show 24 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
penicillin (CHEBI:52427)

Drug created on June 23, 2017 14:40 / Updated on February 02, 2020 04:32