Pazopanib (CHEM019958)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 06:39:23 UTC
Update Date2016-11-09 01:16:06 UTC
Accession NumberCHEM019958
Identification
Common NamePazopanib
ClassSmall Molecule
DescriptionA pyrimidine that is 5-(pyrimidin-2-yl}amino-2-methylbenzenesulfonamide substituted at position 4 by a (2,3-dimethylindazol-6-yl)(methyl)amino group. Used as its hydrochloride salt for treatment of kidney cancer.
Contaminant Sources
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
GW 78603ChEBI
GW786034ChEBI
PazopanibumChEBI
VotrientMeSH
Chemical FormulaC21H23N7O2S
Average Molecular Mass437.518 g/mol
Monoisotopic Mass437.163 g/mol
CAS Registry Number444731-52-6
IUPAC Name5-({4-[(2,3-dimethyl-2H-indazol-6-yl)(methyl)amino]pyrimidin-2-yl}amino)-2-methylbenzene-1-sulfonamide
Traditional Namepazopanib
SMILESCN(C1=CC2=NN(C)C(C)=C2C=C1)C1=CC=NC(NC2=CC=C(C)C(=C2)S(N)(=O)=O)=N1
InChI IdentifierInChI=1S/C21H23N7O2S/c1-13-5-6-15(11-19(13)31(22,29)30)24-21-23-10-9-20(25-21)27(3)16-7-8-17-14(2)28(4)26-18(17)12-16/h5-12H,1-4H3,(H2,22,29,30)(H,23,24,25)
InChI KeyCUIHSIWYWATEQL-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as alkyldiarylamines. These are tertiary alkylarylamines having two aryl and one alkyl groups attached to the amino group.
KingdomOrganic compounds
Super ClassOrganic nitrogen compounds
ClassOrganonitrogen compounds
Sub ClassAmines
Direct ParentAlkyldiarylamines
Alternative Parents
Substituents
  • Alkyldiarylamine
  • Benzenesulfonamide
  • Benzenesulfonyl group
  • Benzopyrazole
  • Indazole
  • Aniline or substituted anilines
  • Aminopyrimidine
  • Toluene
  • Monocyclic benzene moiety
  • Pyrimidine
  • Organosulfonic acid amide
  • Imidolactam
  • Benzenoid
  • Azole
  • Heteroaromatic compound
  • Pyrazole
  • Organic sulfonic acid or derivatives
  • Organosulfonic acid or derivatives
  • Sulfonyl
  • Aminosulfonyl compound
  • Azacycle
  • Secondary amine
  • Organoheterocyclic compound
  • Organic oxygen compound
  • Organosulfur compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • 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 Solubility0.043 g/LALOGPS
logP3.59ALOGPS
logP3.55ChemAxon
logS-4ALOGPS
pKa (Strongest Acidic)10.41ChemAxon
pKa (Strongest Basic)5.07ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area119.03 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity132.18 m³·mol⁻¹ChemAxon
Polarizability45.41 ųChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-05fr-0902400000-3fb1fcfef2c003c0c9f9Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-052r-0118900000-097bcfa914e959e3d51aSpectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-004i-0910000000-fd84ad14c383d8fa623fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0001900000-601cc6acb40869cc82cdSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0427900000-a50efbdd2b0e187398b9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0002-1943000000-f5acfb37eb7f20e99c33Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0000900000-fb6bc5d28ebdaa8645d3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-2342900000-92122fcd8c8d3adbd58aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9320000000-350f27636b7d840c92c6Spectrum
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 IDDB06589
HMDB IDHMDB0256144
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkPazopanib
Chemspider ID8289501
ChEBI ID71219
PubChem Compound IDNot Available
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=21394443
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=21766486
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=21811833
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=22112314
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=22190407
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=22233389
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=22341567
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=22359392
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=22595799
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=22679111
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=22688250
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=22716487
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=22733110
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=22733795
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=22759480
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=22766517
17. https://www.ncbi.nlm.nih.gov/pubmed/?term=22830347
18. https://www.ncbi.nlm.nih.gov/pubmed/?term=22861374
19. https://www.ncbi.nlm.nih.gov/pubmed/?term=22917595
20. https://www.ncbi.nlm.nih.gov/pubmed/?term=22984765
21. https://www.ncbi.nlm.nih.gov/pubmed/?term=23054212
22. https://www.ncbi.nlm.nih.gov/pubmed/?term=23064954
23. https://www.ncbi.nlm.nih.gov/pubmed/?term=23072642
24. https://www.ncbi.nlm.nih.gov/pubmed/?term=23088634
25. https://www.ncbi.nlm.nih.gov/pubmed/?term=23135778