Penamecillin

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

Identification

Name
Penamecillin
Accession Number
DB13739
Description
Not Available
Type
Small Molecule
Groups
Experimental
Structure
Thumb
Weight
Average: 406.45
Monoisotopic: 406.11985761
Chemical Formula
C19H22N2O6S
Synonyms
  • Acetoxymethyl benzylpenicillanate
  • Benzylpenicillin acetoxymethyl ester
  • Penamecilina
  • Penamecillin
  • Pénamécilline
  • Penamecillinum
External IDs
  • WY-20,788
  • WY-20788

Pharmacology

Indication
Not Available
Contraindications & Blackbox Warnings
Learn about our commercial Contraindications & Blackbox Warnings data.
Learn More
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
Adverse Effects
Learn about our commercial Adverse Effects data.
Learn More
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
AcemetacinAcemetacin may decrease the excretion rate of Penamecillin which could result in a higher serum level.
AcenocoumarolPenamecillin may increase the anticoagulant activities of Acenocoumarol.
AmikacinThe serum concentration of Amikacin can be decreased when it is combined with Penamecillin.
AtracuriumThe therapeutic efficacy of Atracurium can be increased when used in combination with Penamecillin.
Atracurium besylateThe therapeutic efficacy of Atracurium besylate can be increased when used in combination with Penamecillin.
CapreomycinThe serum concentration of Capreomycin can be decreased when it is combined with Penamecillin.
CinoxacinThe serum concentration of Cinoxacin can be increased when it is combined with Penamecillin.
CiprofloxacinThe serum concentration of Ciprofloxacin can be increased when it is combined with Penamecillin.
CisatracuriumThe therapeutic efficacy of Cisatracurium can be increased when used in combination with Penamecillin.
ColistinThe serum concentration of Colistin can be decreased when it is combined with Penamecillin.
Additional Data Available
  • Extended Description
    Extended Description

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

    Learn more
  • Severity
    Severity

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

    Learn more
  • Evidence Level
    Evidence Level

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

    Learn more
  • Action
    Action

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

    Learn more
Food Interactions
Not Available

Products

Categories

ATC Codes
J01CE06 — Penamecillin
Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as penicillins. These are organic compounds containing the penicillin core structure, which is structurally characterized by a penam ring bearing two methyl groups at position 2, and an amide group at position 6 [starting from the sulfur atom at position 1].
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Lactams
Sub Class
Beta lactams
Direct Parent
Penicillins
Alternative Parents
Alpha amino acid esters / N-acyl-alpha amino acids and derivatives / Phenylacetamides / Acylals / Dicarboxylic acids and derivatives / Thiazolidines / Tertiary carboxylic acid amides / Secondary carboxylic acid amides / Azetidines / Acetals
show 8 more
Substituents
Acetal / Acylal / Alpha-amino acid ester / Alpha-amino acid or derivatives / Aromatic heteropolycyclic compound / Azacycle / Azetidine / Benzenoid / Carbonyl group / Carboxamide group
show 20 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Chemical Identifiers

UNII
H0P1YE5581
CAS number
983-85-7
InChI Key
NLOOMWLTUVBWAW-HLLBOEOZSA-N
InChI
InChI=1S/C19H22N2O6S/c1-11(22)26-10-27-18(25)15-19(2,3)28-17-14(16(24)21(15)17)20-13(23)9-12-7-5-4-6-8-12/h4-8,14-15,17H,9-10H2,1-3H3,(H,20,23)/t14-,15+,17-/m1/s1
IUPAC Name
[(2S,5R,6R)-3,3-dimethyl-7-oxo-6-(2-phenylacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carbonyloxy]methyl acetate
SMILES
[H][[email protected]]12SC(C)(C)[[email protected]@]([H])(N1C(=O)[[email protected]@]2([H])NC(=O)CC1=CC=CC=C1)C(=O)OCOC(C)=O

References

General References
  1. Agersborg HP, Batchelor A, Cambridge GW, Rule AW: The pharmacology of penamecillin. Br J Pharmacol Chemother. 1966 Mar;26(3):649-55. [PubMed:4959939]
KEGG Drug
D05406
ChemSpider
8426255
ChEBI
131733
ChEMBL
CHEMBL2106988
ZINC
ZINC000004217248
Wikipedia
Penamecillin

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

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 Solubility0.0867 mg/mLALOGPS
logP1.61ALOGPS
logP1.09ChemAxon
logS-3.7ALOGPS
pKa (Strongest Acidic)11.85ChemAxon
pKa (Strongest Basic)-2.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area102.01 Å2ChemAxon
Rotatable Bond Count8ChemAxon
Refractivity99.55 m3·mol-1ChemAxon
Polarizability41.56 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
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

Drug created on June 23, 2017 14:47 / Updated on June 12, 2020 10:53

Logo pink
Are you a
new drug developer?
Contact us to learn more about our customized products and solutions.
Logo pink
Stay in the know!
As part of our commitment to providing the most up-to-date drug information, we will be releasing #DrugBankUpdates with our newly added curated drug pages.
#DrugBankUpdates