Penamecillin
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This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.
Identification
- Generic Name
- Penamecillin
- DrugBank Accession Number
- DB13739
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- 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
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- 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
- Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.
- 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.
Drug Interaction Integrate drug-drug
interactions in your softwareAcemetacin Acemetacin may decrease the excretion rate of Penamecillin which could result in a higher serum level. Acenocoumarol Penamecillin may increase the anticoagulant activities of Acenocoumarol. Ambroxol The risk or severity of methemoglobinemia can be increased when Penamecillin is combined with Ambroxol. Amikacin The serum concentration of Amikacin can be decreased when it is combined with Penamecillin. Articaine The risk or severity of methemoglobinemia can be increased when Penamecillin is combined with Articaine. - Food Interactions
- Not Available
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
- Affected organisms
- 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][C@]12SC(C)(C)[C@@]([H])(N1C(=O)[C@@]2([H])NC(=O)CC1=CC=CC=C1)C(=O)OCOC(C)=O
References
- General References
- Agersborg HP, Batchelor A, Cambridge GW, Rule AW: The pharmacology of penamecillin. Br J Pharmacol Chemother. 1966 Mar;26(3):649-55. [Article]
- External Links
- KEGG Drug
- D05406
- ChemSpider
- 8426255
- ChEBI
- 131733
- ChEMBL
- CHEMBL2106988
- ZINC
- ZINC000004217248
- Wikipedia
- Penamecillin
Clinical Trials
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
Property Value Source Water Solubility 0.0867 mg/mL ALOGPS logP 1.61 ALOGPS logP 1.09 Chemaxon logS -3.7 ALOGPS pKa (Strongest Acidic) 11.85 Chemaxon pKa (Strongest Basic) -2.8 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 4 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 102.01 Å2 Chemaxon Rotatable Bond Count 8 Chemaxon Refractivity 99.55 m3·mol-1 Chemaxon Polarizability 41.56 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon - Predicted ADMET Features
- Not Available
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS splash10-000l-7093000000-44829c67a032f12d759e Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-000x-0960100000-114b9dd3ac73cce22c7d Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-0bti-1197400000-7d2300c68c9c1b5a9c84 Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-00kb-2935100000-a45b41ae3e64d9963c85 Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-052e-6933000000-6ab05fa0e6b0af5a2c3b Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-0k96-4920000000-b0983ea172eec021452f Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-0006-9221000000-00a85a2c58963cda3741 Predicted 1H NMR Spectrum 1D NMR Not Applicable Predicted 13C NMR Spectrum 1D NMR Not Applicable - Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 199.697319 predictedDarkChem Lite v0.1.0 [M-H]- 187.49527 predictedDeepCCS 1.0 (2019) [M+H]+ 200.992119 predictedDarkChem Lite v0.1.0 [M+H]+ 189.89082 predictedDeepCCS 1.0 (2019) [M+Na]+ 199.148519 predictedDarkChem Lite v0.1.0 [M+Na]+ 195.80336 predictedDeepCCS 1.0 (2019)
Drug created at June 23, 2017 20:47 / Updated at February 21, 2021 18:54