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Identification
Name4-BROMO-2-FLUORO-N-[(4E)-6-METHOXY-7-[(1-METHYLPIPERIDIN-4-YL)METHOXY]QUINAZOLIN-4(1H)-YLIDENE]ANILINE
Accession NumberDB08764
Typesmall molecule
Groupsexperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS numberNot Available
WeightAverage: 475.354
Monoisotopic: 474.106666884
Chemical FormulaC22H24BrFN4O2
InChI KeyUHTHHESEBZOYNR-UHFFFAOYSA-N
InChI
InChI=1S/C22H24BrFN4O2/c1-28-7-5-14(6-8-28)12-30-21-11-19-16(10-20(21)29-2)22(26-13-25-19)27-18-4-3-15(23)9-17(18)24/h3-4,9-11,13-14H,5-8,12H2,1-2H3,(H,25,26,27)
IUPAC Name
(4Z)-N-(4-bromo-2-fluorophenyl)-6-methoxy-7-[(1-methylpiperidin-4-yl)methoxy]-1,4-dihydroquinazolin-4-imine
SMILES
COC1=CC2=C(NC=N\C2=N/C2=CC=C(Br)C=C2F)C=C1OCC1CCN(C)CC1
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassHeterocyclic Compounds
ClassNaphthyridines
SubclassQuinazolines
Direct parentQuinazolinamines
Alternative parentsAnisoles; Aminopyrimidines and Derivatives; Alkyl Aryl Ethers; Bromobenzenes; Fluorobenzenes; Aryl Fluorides; Aryl Bromides; Piperidines; Tertiary Amines; Polyamines; Secondary Amines; Organofluorides; Organobromides
Substituentsanisole; phenol ether; fluorobenzene; aminopyrimidine; bromobenzene; alkyl aryl ether; benzene; aryl fluoride; piperidine; pyrimidine; aryl bromide; aryl halide; tertiary amine; ether; secondary amine; polyamine; organobromide; organohalogen; organofluoride; amine; organonitrogen compound
Classification descriptionThis compound belongs to the quinazolinamines. These are heterocyclic aromatic compounds containing a quianazoline moiety substituted by one or more amine groups.
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
Property Value Probability
Human Intestinal Absorption + 0.9914
Blood Brain Barrier + 0.9511
Caco-2 permeable + 0.56
P-glycoprotein substrate Substrate 0.7659
P-glycoprotein inhibitor I Inhibitor 0.8086
P-glycoprotein inhibitor II Inhibitor 0.9764
Renal organic cation transporter Inhibitor 0.7718
CYP450 2C9 substrate Non-substrate 0.8115
CYP450 2D6 substrate Non-substrate 0.6044
CYP450 3A4 substrate Substrate 0.6039
CYP450 1A2 substrate Inhibitor 0.6032
CYP450 2C9 substrate Non-inhibitor 0.7189
CYP450 2D6 substrate Inhibitor 0.5342
CYP450 2C19 substrate Non-inhibitor 0.538
CYP450 3A4 substrate Inhibitor 0.5389
CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.6597
Ames test AMES toxic 0.5167
Carcinogenicity Non-carcinogens 0.907
Biodegradation Not ready biodegradable 1.0
Rat acute toxicity 2.6239 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.5742
hERG inhibition (predictor II) Inhibitor 0.7868
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
water solubility2.61e-03 g/lALOGPS
logP3.85ALOGPS
logP3.79ChemAxon
logS-5.3ALOGPS
pKa (strongest acidic)10.81ChemAxon
pKa (strongest basic)9.14ChemAxon
physiological charge1ChemAxon
hydrogen acceptor count6ChemAxon
hydrogen donor count1ChemAxon
polar surface area58.45ChemAxon
rotatable bond count5ChemAxon
refractivity122.45ChemAxon
polarizability46.83ChemAxon
number of rings4ChemAxon
bioavailability1ChemAxon
rule of fiveYesChemAxon
Ghose filterYesChemAxon
Veber's ruleNoChemAxon
MDDR-like ruleNoChemAxon
Spectra
SpectraNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
External Links
ResourceLink
ChemSpider2338979
ChEBI49960
ChEMBL
HETZD6
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. Proto-oncogene tyrosine-protein kinase receptor Ret

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Proto-oncogene tyrosine-protein kinase receptor Ret P07949 Details

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

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Drug created on September 15, 2010 15:34 / Updated on September 16, 2013 18:10