Tandutinib (CHEM020164)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 06:51:46 UTC
Update Date2016-11-09 01:16:08 UTC
Accession NumberCHEM020164
Identification
Common NameTandutinib
ClassSmall Molecule
DescriptionAn N-arylpiperazine that is piperazine in which the hydrogen attached to the nitrogen at position 1 is replaced by a 6-methoxy-7-[3-(piperidin-1-yl)propoxy]quinazolin-4-yl group, while the hydrogen attached to the nitrogen at position 4 is replaced by a (p-isopropoxyphenyl)aminocarbonyl group. Tandutinib is an inhibitor of tyrosine kinases FLT3, PDGFR and KIT.
Contaminant Sources
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(4-(6-Methoxy-7-(3-piperidylpropoxy)quinazolin-4-yl)piperazinyl)-N-(4-(methylethoxy)phenyl)carboxamideChEBI
CT 53518ChEBI
CT-53518ChEBI
CT53518ChEBI
MLN 518ChEBI
MLN-518ChEBI
MLN518ChEBI
TandutinibumChEBI
4-(6-Methoxy-7-(3-piperidin-1-ylpropoxy)quinazolin-4-yl)piperazine-1-carboxylic acid (4-isopropoxyphenyl)amideMeSH
Chemical FormulaC31H42N6O4
Average Molecular Mass562.703 g/mol
Monoisotopic Mass562.327 g/mol
CAS Registry Number387867-13-2
IUPAC Name4-{6-methoxy-7-[3-(piperidin-1-yl)propoxy]quinazolin-4-yl}-N-[4-(propan-2-yloxy)phenyl]piperazine-1-carboxamide
Traditional Nametandutinib
SMILESCOC1=C(OCCCN2CCCCC2)C=C2N=CN=C(N3CCN(CC3)C(=O)NC3=CC=C(OC(C)C)C=C3)C2=C1
InChI IdentifierInChI=1S/C31H42N6O4/c1-23(2)41-25-10-8-24(9-11-25)34-31(38)37-17-15-36(16-18-37)30-26-20-28(39-3)29(21-27(26)32-22-33-30)40-19-7-14-35-12-5-4-6-13-35/h8-11,20-23H,4-7,12-19H2,1-3H3,(H,34,38)
InChI KeyUXXQOJXBIDBUAC-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as n-arylpiperazines. These are organic compounds containing a piperazine ring where the nitrogen ring atom carries an aryl group.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassDiazinanes
Sub ClassPiperazines
Direct ParentN-arylpiperazines
Alternative Parents
Substituents
  • N-arylpiperazine
  • Quinazolinamine
  • N-phenylurea
  • Diazanaphthalene
  • Quinazoline
  • Piperazine-1-carboxamide
  • Phenoxy compound
  • Anisole
  • Dialkylarylamine
  • Phenol ether
  • Alkyl aryl ether
  • Aminopyrimidine
  • Monocyclic benzene moiety
  • Imidolactam
  • Benzenoid
  • Piperidine
  • Pyrimidine
  • Heteroaromatic compound
  • Carbonic acid derivative
  • Tertiary amine
  • Tertiary aliphatic amine
  • Urea
  • Azacycle
  • Ether
  • Amine
  • Organic nitrogen compound
  • Organic oxygen compound
  • Carbonyl group
  • Organic oxide
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
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 Solubility0.075 g/LALOGPS
logP4.52ALOGPS
logP4.34ChemAxon
logS-3.9ALOGPS
pKa (Strongest Acidic)14.01ChemAxon
pKa (Strongest Basic)9.03ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area92.29 ŲChemAxon
Rotatable Bond Count10ChemAxon
Refractivity162.58 m³·mol⁻¹ChemAxon
Polarizability64.11 ųChemAxon
Number of Rings5ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0202390000-6dfff2db57312f0c8fa7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-002k-9516330000-85cc72788befe845acffSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0fc3-9866000000-e5bf245e71e62492195cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-1313490000-e9a917b16090c86ae226Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01qi-6835950000-b6ca0e64280a8b5d263dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0pc3-5369100000-d2cead28342ddbaae843Spectrum
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 IDDB05465
HMDB IDHMDB0258709
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID2302085
ChEBI ID90237
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=12124172
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=17962760
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=18175263
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=20711630
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=22146535
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=23427297
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=23525656
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=23619284