Bacampicillin hydrochloride (CHEM018338)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 05:09:58 UTC
Update Date2016-11-09 01:15:47 UTC
Accession NumberCHEM018338
Identification
Common NameBacampicillin hydrochloride
ClassSmall Molecule
DescriptionThe hydrochloride salt of bacampicillin.
Contaminant Sources
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
Bacampicillin HCLChEBI
SpectrobidKegg
PenglobeMeSH
CarampicillinMeSH
Ethoxycarbonyloxyethyl ester OF ampicillinMeSH
BacampicillinMeSH
BacampicineMeSH
Bacampicillin monohydrochlorideMeSH
Chemical FormulaC21H28ClN3O7S
Average Molecular Mass501.981 g/mol
Monoisotopic Mass501.134 g/mol
CAS Registry Number37661-08-8
IUPAC Name(2R)-2-amino-N-[(2S,5R,6R)-2-({1-[(ethoxycarbonyl)oxy]ethoxy}carbonyl)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptan-6-yl]-2-phenylethanimidic acid hydrochloride
Traditional Namebacampicine hydrochloride
SMILESCl.[H]C(C)(OC(=O)OCC)OC(=O)[C@]1([H])N2C(=O)[C@@]([H])(N=C(O)[C@]([H])(N)C3=CC=CC=C3)[C@@]2([H])SC1(C)C
InChI IdentifierInChI=1S/C21H27N3O7S.ClH/c1-5-29-20(28)31-11(2)30-19(27)15-21(3,4)32-18-14(17(26)24(15)18)23-16(25)13(22)12-9-7-6-8-10-12;/h6-11,13-15,18H,5,22H2,1-4H3,(H,23,25);1H/t11?,13-,14-,15+,18-;/m1./s1
InChI KeyIWVTXAGTHUECPN-ANBBSHPLSA-N
Chemical Taxonomy
Description 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].
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassLactams
Sub ClassBeta lactams
Direct ParentPenicillins
Alternative Parents
Substituents
  • Penicillin
  • Alpha-amino acid ester
  • N-acyl-alpha amino acid or derivatives
  • Alpha-amino acid amide
  • Alpha-amino acid or derivatives
  • Phenylacetamide
  • Aralkylamine
  • Monocyclic benzene moiety
  • Carbonic acid diester
  • Benzenoid
  • Thiazolidine
  • Tertiary carboxylic acid amide
  • Secondary carboxylic acid amide
  • Amino acid or derivatives
  • Azetidine
  • Carbonic acid derivative
  • Carboxamide group
  • Carboxylic acid ester
  • Azacycle
  • Hemithioaminal
  • Thioether
  • Dialkylthioether
  • Acetal
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Hydrochloride
  • Primary aliphatic amine
  • Organic oxide
  • Carbonyl group
  • Organic nitrogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Amine
  • Organopnictogen compound
  • Organic oxygen compound
  • Primary amine
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.081 g/LALOGPS
logP1.6ALOGPS
logP0.1ChemAxon
logS-3.8ALOGPS
pKa (Strongest Acidic)4.42ChemAxon
pKa (Strongest Basic)8.63ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area140.75 ŲChemAxon
Rotatable Bond Count10ChemAxon
Refractivity114.28 m³·mol⁻¹ChemAxon
Polarizability46.93 ųChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-03di-3920000000-fcc1596496648fe0c845Spectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-03di-3920000000-fcc1596496648fe0c845Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0000090000-8d493ffac6d255b8fb71Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-0000090000-8d493ffac6d255b8fb71Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udi-0000090000-8d493ffac6d255b8fb71Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0000090000-a5a6e963018b256cf909Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0000090000-a5a6e963018b256cf909Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0udi-0000090000-a5a6e963018b256cf909Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDBSALT000831
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkBacampicillin
Chemspider IDNot Available
ChEBI ID2969
PubChem Compound ID441398
Kegg Compound IDC08123
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=464583