4-[4-(1-Amino-1-Methylethyl)Phenyl]-5-Chloro-N-[4-(2-Morpholin-4-Ylethyl)Phenyl]Pyrimidin-2-Amine

Identification

Name
4-[4-(1-Amino-1-Methylethyl)Phenyl]-5-Chloro-N-[4-(2-Morpholin-4-Ylethyl)Phenyl]Pyrimidin-2-Amine
Accession Number
DB02491  (EXPT00378)
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: 451.992
Monoisotopic: 451.213888314
Chemical Formula
C25H30ClN5O
InChI Key
CJSSYVIHFXDFFC-UHFFFAOYSA-N
InChI
InChI=1S/C25H30ClN5O/c1-25(2,27)20-7-5-19(6-8-20)23-22(26)17-28-24(30-23)29-21-9-3-18(4-10-21)11-12-31-13-15-32-16-14-31/h3-10,17H,11-16,27H2,1-2H3,(H,28,29,30)
IUPAC Name
4-[4-(2-aminopropan-2-yl)phenyl]-5-chloro-N-{4-[2-(morpholin-4-yl)ethyl]phenyl}pyrimidin-2-amine
SMILES
CC(C)(N)C1=CC=C(C=C1)C1=NC(NC2=CC=C(CCN3CCOCC3)C=C2)=NC=C1Cl

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UFibroblast growth factor receptor 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
447622
PubChem Substance
46505042
ChemSpider
394661
BindingDB
50206280
ChEMBL
CHEMBL233209
HET
AA2
PDB Entries
1oec

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 Solubility0.00603 mg/mLALOGPS
logP4.45ALOGPS
logP4.64ChemAxon
logS-4.9ALOGPS
pKa (Strongest Acidic)13.61ChemAxon
pKa (Strongest Basic)9.88ChemAxon
Physiological Charge2ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area76.3 Å2ChemAxon
Rotatable Bond Count7ChemAxon
Refractivity130.63 m3·mol-1ChemAxon
Polarizability50.03 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.997
Blood Brain Barrier+0.7675
Caco-2 permeable-0.5182
P-glycoprotein substrateSubstrate0.7099
P-glycoprotein inhibitor INon-inhibitor0.6411
P-glycoprotein inhibitor IINon-inhibitor0.5205
Renal organic cation transporterNon-inhibitor0.5181
CYP450 2C9 substrateNon-substrate0.875
CYP450 2D6 substrateNon-substrate0.7728
CYP450 3A4 substrateSubstrate0.6182
CYP450 1A2 substrateInhibitor0.5458
CYP450 2C9 inhibitorNon-inhibitor0.7049
CYP450 2D6 inhibitorNon-inhibitor0.6155
CYP450 2C19 inhibitorNon-inhibitor0.555
CYP450 3A4 inhibitorNon-inhibitor0.567
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.8059
Ames testNon AMES toxic0.7207
CarcinogenicityNon-carcinogens0.8468
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.6109 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.5986
hERG inhibition (predictor II)Inhibitor0.8169
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 phenylpyrimidines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyrimidine ring through a CC or CN bond. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Diazines
Sub Class
Pyrimidines and pyrimidine derivatives
Direct Parent
Phenylpyrimidines
Alternative Parents
Phenylpropanes / Phenethylamines / Aniline and substituted anilines / Aminopyrimidines and derivatives / Aralkylamines / Halopyrimidines / Aryl chlorides / Morpholines / Heteroaromatic compounds / Trialkylamines
show 8 more
Substituents
4-phenylpyrimidine / 5-phenylpyrimidine / Phenethylamine / Phenylpropane / Aniline or substituted anilines / Aminopyrimidine / Halopyrimidine / Aralkylamine / Benzenoid / Aryl chloride
show 24 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Protein tyrosine kinase activity
Specific Function
Tyrosine-protein kinase that acts as cell-surface receptor for fibroblast growth factors and plays an essential role in the regulation of cell proliferation, differentiation, migration and apoptosi...
Gene Name
FGFR2
Uniprot ID
P21802
Uniprot Name
Fibroblast growth factor receptor 2
Molecular Weight
92024.29 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]

Drug created on June 13, 2005 07:24 / Updated on December 01, 2017 14:58