4-[3-Hydroxyanilino]-6,7-Dimethoxyquinazoline

Identification

Name
4-[3-Hydroxyanilino]-6,7-Dimethoxyquinazoline
Accession Number
DB03365  (EXPT01289)
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: 297.3086
Monoisotopic: 297.111341361
Chemical Formula
C16H15N3O3
InChI Key
BNDYIYYKEIXHNK-UHFFFAOYSA-N
InChI
InChI=1S/C16H15N3O3/c1-21-14-7-12-13(8-15(14)22-2)17-9-18-16(12)19-10-4-3-5-11(20)6-10/h3-9,20H,1-2H3,(H,17,18,19)
IUPAC Name
3-[(6,7-dimethoxyquinazolin-4-yl)amino]phenol
SMILES
COC1=CC2=NC=NC(NC3=CC(O)=CC=C3)=C2C=C1OC

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UCyclin-dependent kinase 2Not 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
5687
PubChem Substance
46508544
ChemSpider
5485
BindingDB
4622
ChEMBL
CHEMBL127907
HET
DTQ
PDB Entries
1di8 / 3nyv / 4btk / 5amn

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 Solubility0.133 mg/mLALOGPS
logP3.1ALOGPS
logP2.84ChemAxon
logS-3.4ALOGPS
pKa (Strongest Acidic)9.67ChemAxon
pKa (Strongest Basic)4.62ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area76.5 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity82.51 m3·mol-1ChemAxon
Polarizability31.05 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9309
Blood Brain Barrier+0.6708
Caco-2 permeable+0.6161
P-glycoprotein substrateNon-substrate0.5397
P-glycoprotein inhibitor INon-inhibitor0.7113
P-glycoprotein inhibitor IINon-inhibitor0.601
Renal organic cation transporterNon-inhibitor0.891
CYP450 2C9 substrateNon-substrate0.7634
CYP450 2D6 substrateNon-substrate0.844
CYP450 3A4 substrateNon-substrate0.5736
CYP450 1A2 substrateInhibitor0.5905
CYP450 2C9 inhibitorNon-inhibitor0.6128
CYP450 2D6 inhibitorNon-inhibitor0.613
CYP450 2C19 inhibitorInhibitor0.6788
CYP450 3A4 inhibitorNon-inhibitor0.5479
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.7337
Ames testAMES toxic0.8446
CarcinogenicityNon-carcinogens0.9428
BiodegradationNot ready biodegradable0.9925
Rat acute toxicity2.3855 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9684
hERG inhibition (predictor II)Non-inhibitor0.6263
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 GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
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
m-Aminophenols / Anisoles / Aniline and substituted anilines / Aminopyrimidines and derivatives / Alkyl aryl ethers / 1-hydroxy-4-unsubstituted benzenoids / 1-hydroxy-2-unsubstituted benzenoids / Imidolactams / Heteroaromatic compounds / Secondary amines
show 3 more
Substituents
Quinazolinamine / M-aminophenol / Aminophenol / Anisole / Aniline or substituted anilines / Alkyl aryl ether / 1-hydroxy-4-unsubstituted benzenoid / 1-hydroxy-2-unsubstituted benzenoid / Aminopyrimidine / Phenol
show 16 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Targets

Details
1. Cyclin-dependent kinase 2
Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Metal ion binding
Specific Function
Serine/threonine-protein kinase involved in the control of the cell cycle; essential for meiosis, but dispensable for mitosis. Phosphorylates CTNNB1, USP37, p53/TP53, NPM1, CDK7, RB1, BRCA2, MYC, N...
Gene Name
CDK2
Uniprot ID
P24941
Uniprot Name
Cyclin-dependent kinase 2
Molecular Weight
33929.215 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423]
  3. 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 June 13, 2005 07:24 / Updated on December 01, 2017 15:12