Pipobroman (CHEM016837)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 03:45:07 UTC
Update Date2016-11-09 01:15:28 UTC
Accession NumberCHEM016837
Identification
Common NamePipobroman
ClassSmall Molecule
DescriptionAn N-acylpiperazine that is piperazine in which each of the nitrogens has been acylated by a 3-bromopropionoyl group. An anti-cancer drug.
Contaminant Sources
  • HMDB Contaminants - Urine
  • STOFF IDENT Compounds
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1,4-Bis(3-bromopropionyl)piperazineChEBI
a 8103ChEBI
a-8103ChEBI
AmedelChEBI
N,N-Bis-(3-bromopropionyl)-piperazineChEBI
VercyteChEBI
Chemical FormulaC10H16Br2N2O2
Average Molecular Mass356.054 g/mol
Monoisotopic Mass353.958 g/mol
CAS Registry Number54-91-1
IUPAC Name3-bromo-1-[4-(3-bromopropanoyl)piperazin-1-yl]propan-1-one
Traditional Namepipobroman
SMILESBrCCC(=O)N1CCN(CC1)C(=O)CCBr
InChI IdentifierInChI=1S/C10H16Br2N2O2/c11-3-1-9(15)13-5-7-14(8-6-13)10(16)2-4-12/h1-8H2
InChI KeyNJBFOOCLYDNZJN-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as piperazines. Piperazines are compounds containing a piperazine ring, which is a saturated aliphatic six-member heterocyclic with two nitrogen atoms at positions 1 and 4, as well as four carbon atoms.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassDiazinanes
Sub ClassPiperazines
Direct ParentPiperazines
Alternative Parents
Substituents
  • Piperazine
  • Tertiary carboxylic acid amide
  • Carboxamide group
  • Carboxylic acid derivative
  • Azacycle
  • Alkyl bromide
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organobromide
  • Organohalogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Carbonyl group
  • Alkyl halide
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic 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 Solubility2.24 g/LALOGPS
logP1.09ALOGPS
logP0.41ChemAxon
logS-2.2ALOGPS
pKa (Strongest Basic)-0.72ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area40.62 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity69.45 m³·mol⁻¹ChemAxon
Polarizability28.44 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-056r-3980000000-8bd279e69119d9648d5bSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0139000000-aa4921fbff3c003c871fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0ul0-4968000000-94fcf9b74b69619540e9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000i-9610000000-02d07b217917ecfc91e7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0129000000-23f3440e6b284425653fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0uxr-0696000000-8158a82dd2fe379c501fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-01qi-7920000000-ab7db93bf44290624becSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-1793000000-3de2c8d6716323b5962bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00or-5892000000-9b2a25a7697cd7a2a25fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-28b4ae48a39b48af6c7dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0009000000-4265af251f045bf88819Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-0029000000-2a422250aab165cd7b1cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9610000000-0cf247041481b787196cSpectrum
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 IDDB00236
HMDB IDHMDB0014381
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkPipobroman
Chemspider ID4676
ChEBI ID8242
PubChem Compound ID4842
Kegg Compound IDC07362
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=11025590
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=11736962
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=11886392
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=12764352
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=14565648
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=15175894
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=16425025
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=16810617
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=17657187
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=19633773
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=21911721
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=26854489
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=28688466
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=5228673
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=5298493
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=7746823