NAV

Carfecillin

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

Identification

Generic Name
Carfecillin
DrugBank Accession Number
DB13506
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 454.5
Monoisotopic: 454.11985761
Chemical Formula
C23H22N2O6S
Synonyms
  • Carbenicillin phenyl
  • Carfecilina
  • Carfecillin
  • Carfecilline
  • Carfecillinum
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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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
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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.
DrugInteraction
Integrate drug-drug
interactions in your software
AcemetacinAcemetacin may decrease the excretion rate of Carfecillin which could result in a higher serum level.
AcenocoumarolCarfecillin may increase the anticoagulant activities of Acenocoumarol.
AmbroxolThe risk or severity of methemoglobinemia can be increased when Carfecillin is combined with Ambroxol.
AmikacinThe serum concentration of Amikacin can be decreased when it is combined with Carfecillin.
ArticaineThe risk or severity of methemoglobinemia can be increased when Carfecillin is combined with Articaine.
Food Interactions
Not Available

Products

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Active Moieties
NameKindUNIICASInChI Key
CarbenicillinprodrugG42ZU72N5G4697-36-3FPPNZSSZRUTDAP-UWFZAAFLSA-N

Categories

ATC Codes
G01AA08 — Carfecillin
Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. These are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
N-acyl-alpha amino acids and derivatives
Alternative Parents
Phenol esters / Penams / Phenoxy compounds / Dicarboxylic acids and derivatives / Thiazolidines / Tertiary carboxylic acid amides / Azetidines / Carboxylic acid esters / Thiohemiaminal derivatives / Dialkylthioethers
show 9 more
Substituents
Aromatic heteropolycyclic compound / Azacycle / Azetidine / Benzenoid / Beta-lactam / Carbonyl group / Carboxamide group / Carboximidic acid / Carboximidic acid derivative / Carboxylic acid
show 23 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
penicillin (CHEBI:3414)
Affected organisms
Not Available

Chemical Identifiers

UNII
9UU4XDB74X
CAS number
27025-49-6
InChI Key
NZDASSHFKWDBBU-KVMCETHSSA-N
InChI
InChI=1S/C23H22N2O6S/c1-23(2)17(21(28)29)25-19(27)16(20(25)32-23)24-18(26)15(13-9-5-3-6-10-13)22(30)31-14-11-7-4-8-12-14/h3-12,15-17,20H,1-2H3,(H,24,26)(H,28,29)/t15?,16-,17+,20-/m1/s1
IUPAC Name
(2S,5R,6R)-3,3-dimethyl-7-oxo-6-[2-phenyl-2-(phenyl carboxy)acetamido]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
SMILES
CC1(C)S[C@@H]2[C@H](NC(=O)C(C(=O)OC3=CC=CC=C3)C3=CC=CC=C3)C(=O)N2[C@H]1C(O)=O

References

General References
Not Available
KEGG Compound
C11752
ChemSpider
31054
ChEBI
3414
ChEMBL
CHEMBL1095283
Wikipedia
Carfecillin

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
FormRouteStrength
Tablet
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.018 mg/mLALOGPS
logP2.8ALOGPS
logP2.62Chemaxon
logS-4.4ALOGPS
pKa (Strongest Acidic)3.29Chemaxon
pKa (Strongest Basic)-6.3Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area113.01 Å2Chemaxon
Rotatable Bond Count7Chemaxon
Refractivity115.37 m3·mol-1Chemaxon
Polarizability45.34 Å3Chemaxon
Number of Rings4Chemaxon
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 MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0o6s-0790000000-83cc943044221f11c96a
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-01q9-0009000000-6ecbb387a1bf469b2276
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-014i-0590000000-481cdb5b5b712fd741bd
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-03e9-1529200000-68c2af792502c2109100
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-014m-3920000000-d9b223d4225697c4bb76
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-01ox-8904400000-e8c60f0d8c207e7dc5a4
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]-198.17448
predicted
DeepCCS 1.0 (2019)
[M+H]+200.57005
predicted
DeepCCS 1.0 (2019)
[M+Na]+206.48259
predicted
DeepCCS 1.0 (2019)

Drug created at June 23, 2017 20:43 / Updated at February 21, 2021 18:54