N-(5-chloro-1,3-benzodioxol-4-yl)-6-methoxy-7-(3-piperidin-1-ylpropoxy)quinazolin-4-amine

Identification

Name
N-(5-chloro-1,3-benzodioxol-4-yl)-6-methoxy-7-(3-piperidin-1-ylpropoxy)quinazolin-4-amine
Accession Number
DB07249
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 470.949
Monoisotopic: 470.172083079
Chemical Formula
C24H27ClN4O4
InChI Key
QHIMVPIOWKYPSO-UHFFFAOYSA-N
InChI
InChI=1S/C24H27ClN4O4/c1-30-20-12-16-18(13-21(20)31-11-5-10-29-8-3-2-4-9-29)26-14-27-24(16)28-22-17(25)6-7-19-23(22)33-15-32-19/h6-7,12-14H,2-5,8-11,15H2,1H3,(H,26,27,28)
IUPAC Name
N-(5-chloro-2H-1,3-benzodioxol-4-yl)-6-methoxy-7-[3-(piperidin-1-yl)propoxy]quinazolin-4-amine
SMILES
COC1=C(OCCCN2CCCCC2)C=C2N=CN=C(NC3=C(Cl)C=CC4=C3OCO4)C2=C1

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UEphrin type-B receptor 4Not AvailableHuman
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
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
5330197
PubChem Substance
99443720
ChemSpider
4487348
BindingDB
6219
ChEMBL
CHEMBL169186
HET
7X1
PDB Entries
2vwu

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.0199 mg/mLALOGPS
logP4.75ALOGPS
logP4.3ChemAxon
logS-4.4ALOGPS
pKa (Strongest Acidic)12.85ChemAxon
pKa (Strongest Basic)9.03ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area77.97 Å2ChemAxon
Rotatable Bond Count8ChemAxon
Refractivity126.12 m3·mol-1ChemAxon
Polarizability50.52 Å3ChemAxon
Number of Rings5ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9255
Blood Brain Barrier+0.9532
Caco-2 permeable+0.5237
P-glycoprotein substrateSubstrate0.6453
P-glycoprotein inhibitor IInhibitor0.6589
P-glycoprotein inhibitor IIInhibitor0.9171
Renal organic cation transporterInhibitor0.5936
CYP450 2C9 substrateNon-substrate0.7845
CYP450 2D6 substrateNon-substrate0.7361
CYP450 3A4 substrateSubstrate0.6817
CYP450 1A2 substrateInhibitor0.8488
CYP450 2C9 inhibitorNon-inhibitor0.5224
CYP450 2D6 inhibitorInhibitor0.6651
CYP450 2C19 inhibitorInhibitor0.7406
CYP450 3A4 inhibitorInhibitor0.8968
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.9626
Ames testNon AMES toxic0.5361
CarcinogenicityNon-carcinogens0.9349
BiodegradationNot ready biodegradable0.9905
Rat acute toxicity2.4856 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Strong inhibitor0.7351
hERG inhibition (predictor II)Inhibitor0.5507
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as quinazolinamines. These are heterocyclic aromatic compounds containing a quianazoline moiety substituted by one or more amine groups.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Diazanaphthalenes
Sub Class
Benzodiazines
Direct Parent
Quinazolinamines
Alternative Parents
Benzodioxoles / Anisoles / Alkyl aryl ethers / Aminopyrimidines and derivatives / Piperidines / Aryl chlorides / Imidolactams / Heteroaromatic compounds / Trialkylamines / Acetals
show 6 more
Substituents
Quinazolinamine / Benzodioxole / Anisole / Alkyl aryl ether / Aminopyrimidine / Aryl chloride / Aryl halide / Piperidine / Pyrimidine / Benzenoid
show 19 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Transmembrane receptor protein tyrosine kinase activity
Specific Function
Receptor tyrosine kinase which binds promiscuously transmembrane ephrin-B family ligands residing on adjacent cells, leading to contact-dependent bidirectional signaling into neighboring cells. The...
Gene Name
EPHB4
Uniprot ID
P54760
Uniprot Name
Ephrin type-B receptor 4
Molecular Weight
108269.26 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235]

Drug created on September 15, 2010 15:19 / Updated on June 02, 2018 07:51