Metampicillin
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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
- Metampicillin
- DrugBank Accession Number
- DB13836
- Background
Metampicillin is a penicillin antibiotic prepared by the reaction of ampicillin with formaldehyde. It is hydrolysed in aqueous solution to form ampicillin. Hydrolysis is rapid under acid conditions like the stomach.
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 361.42
Monoisotopic: 361.109627278 - Chemical Formula
- C17H19N3O4S
- Synonyms
- Metampicilina
- Metampicillin
- Metampicilline
- Metampicillinum
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 Metampicillin which could result in a higher serum level. Acenocoumarol Metampicillin may increase the anticoagulant activities of Acenocoumarol. Ambroxol The risk or severity of methemoglobinemia can be increased when Metampicillin is combined with Ambroxol. Amikacin The serum concentration of Amikacin can be decreased when it is combined with Metampicillin. Articaine The risk or severity of methemoglobinemia can be increased when Metampicillin is combined with Articaine. - Food Interactions
- Not Available
Products
- Drug product information from 10+ global regionsOur datasets provide approved product information including:dosage, form, labeller, route of administration, and marketing period.Access drug product information from over 10 global regions.
- International/Other Brands
- Micinovo / Pravacilin / Ruticina / Viderpen
Categories
- ATC Codes
- J01CA14 — Metampicillin
- 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
- N-acyl-alpha amino acids and derivatives / Alpha amino acid amides / Phenylacetamides / Thiazolidines / Tertiary carboxylic acid amides / Secondary carboxylic acid amides / Azetidines / Thiohemiaminal derivatives / Azacyclic compounds / Propargyl-type 1,3-dipolar organic compounds show 8 more
- Substituents
- Alpha-amino acid amide / Alpha-amino acid or derivatives / Aromatic heteropolycyclic compound / Azacycle / Azetidine / Benzenoid / Carbonyl group / Carboxamide group / Carboxylic acid / Carboxylic acid derivative show 21 more
- Molecular Framework
- Aromatic heteropolycyclic compounds
- External Descriptors
- penicillin (CHEBI:52060)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- G0H6U7VSTK
- CAS number
- 6489-97-0
- InChI Key
- FZECHKJQHUVANE-MCYUEQNJSA-N
- InChI
- InChI=1S/C17H19N3O4S/c1-17(2)12(16(23)24)20-14(22)11(15(20)25-17)19-13(21)10(18-3)9-7-5-4-6-8-9/h4-8,10-12,15H,3H2,1-2H3,(H,19,21)(H,23,24)/t10-,11-,12+,15-/m1/s1
- IUPAC Name
- (2S,5R,6R)-3,3-dimethyl-6-[(2R)-2-(methylideneamino)-2-phenylacetamido]-7-oxo-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@H](N=C)C1=CC=CC=C1)C(O)=O
References
- General References
- Not Available
- External Links
- KEGG Drug
- D07234
- ChemSpider
- 5145919
- BindingDB
- 50370588
- 29629
- ChEBI
- 52060
- ChEMBL
- CHEMBL1908324
- ZINC
- ZINC000003874216
- Wikipedia
- Metampicillin
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 0.109 mg/mL ALOGPS logP 1.74 ALOGPS logP -0.38 Chemaxon logS -3.5 ALOGPS pKa (Strongest Acidic) 3.24 Chemaxon pKa (Strongest Basic) 4.14 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 5 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 99.07 Å2 Chemaxon Rotatable Bond Count 5 Chemaxon Refractivity 90.87 m3·mol-1 Chemaxon Polarizability 36.36 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 No 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 splash10-014i-2900000000-83eeadfcefc6e1f19d9c Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-0j4i-0931000000-0f6c42ea8f56c427b4f3 Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-014i-0092000000-f96a09d1a0a81dcaaf32 Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-02tc-2900000000-60737c8ec0d735961e35 Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-014i-4196000000-03a6706ebb194c133a30 Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-00kf-4901000000-2809cbbedde19560f83f Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-0006-9310000000-6c2a460ed153719fa61e 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]- 191.6945215 predictedDarkChem Lite v0.1.0 [M-H]- 187.36363 predictedDeepCCS 1.0 (2019) [M+H]+ 191.3788215 predictedDarkChem Lite v0.1.0 [M+H]+ 189.75919 predictedDeepCCS 1.0 (2019) [M+Na]+ 190.0447215 predictedDarkChem Lite v0.1.0 [M+Na]+ 195.6717 predictedDeepCCS 1.0 (2019)
Drug created at June 23, 2017 20:49 / Updated at February 21, 2021 18:54