2-(4-fluorophenyl)-N-{[3-fluoro-4-(1H-pyrrolo[2,3-b]pyridin-4-yloxy)phenyl]carbamoyl}acetamide

Identification

Name
2-(4-fluorophenyl)-N-{[3-fluoro-4-(1H-pyrrolo[2,3-b]pyridin-4-yloxy)phenyl]carbamoyl}acetamide
Accession Number
DB06997
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: 422.3842
Monoisotopic: 422.119046808
Chemical Formula
C22H16F2N4O3
InChI Key
BMPOCDJEXAXXEZ-UHFFFAOYSA-N
InChI
InChI=1S/C22H16F2N4O3/c23-14-3-1-13(2-4-14)11-20(29)28-22(30)27-15-5-6-19(17(24)12-15)31-18-8-10-26-21-16(18)7-9-25-21/h1-10,12H,11H2,(H,25,26)(H2,27,28,29,30)
IUPAC Name
1-(3-fluoro-4-{1H-pyrrolo[2,3-b]pyridin-4-yloxy}phenyl)-3-[2-(4-fluorophenyl)acetyl]urea
SMILES
FC1=CC=C(CC(=O)NC(=O)NC2=CC(F)=C(OC3=CC=NC4=C3C=CN4)C=C2)C=C1

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UHepatocyte growth factor receptorNot 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
11560856
PubChem Substance
99443468
ChemSpider
9735630
BindingDB
50271895
ChEMBL
CHEMBL503090
HET
320
PDB Entries
3ctj

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 Solubility0.0021 mg/mLALOGPS
logP3.99ALOGPS
logP3.73ChemAxon
logS-5.3ALOGPS
pKa (Strongest Acidic)10.63ChemAxon
pKa (Strongest Basic)5.02ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area96.11 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity109.44 m3·mol-1ChemAxon
Polarizability39.9 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9936
Blood Brain Barrier+0.9857
Caco-2 permeable-0.6188
P-glycoprotein substrateNon-substrate0.5539
P-glycoprotein inhibitor INon-inhibitor0.5761
P-glycoprotein inhibitor IINon-inhibitor0.7814
Renal organic cation transporterNon-inhibitor0.8114
CYP450 2C9 substrateNon-substrate0.7709
CYP450 2D6 substrateNon-substrate0.8325
CYP450 3A4 substrateNon-substrate0.5408
CYP450 1A2 substrateNon-inhibitor0.5561
CYP450 2C9 inhibitorNon-inhibitor0.5133
CYP450 2D6 inhibitorNon-inhibitor0.8269
CYP450 2C19 inhibitorNon-inhibitor0.5756
CYP450 3A4 inhibitorNon-inhibitor0.7821
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.7272
Ames testNon AMES toxic0.7719
CarcinogenicityNon-carcinogens0.8427
BiodegradationNot ready biodegradable0.9974
Rat acute toxicity2.6074 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8964
hERG inhibition (predictor II)Non-inhibitor0.8187
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 n-acyl-phenylureas. These are urea derivatives where one nitrogen atom of the urea group is linked to a phenyl group and the other is acylated.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
N-phenylureas
Direct Parent
N-acyl-phenylureas
Alternative Parents
Diarylethers / Phenylacetamides / Pyrrolopyridines / Phenoxy compounds / Phenol ethers / Fluorobenzenes / N-acyl ureas / Aryl fluorides / Pyridines and derivatives / Pyrroles
show 9 more
Substituents
N-acyl-phenylurea / Diaryl ether / Phenylacetamide / Pyrrolopyridine / Phenoxy compound / Phenol ether / Fluorobenzene / Halobenzene / N-acyl urea / Ureide
show 23 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Protein tyrosine kinase activity
Specific Function
Receptor tyrosine kinase that transduces signals from the extracellular matrix into the cytoplasm by binding to hepatocyte growth factor/HGF ligand. Regulates many physiological processes including...
Gene Name
MET
Uniprot ID
P08581
Uniprot Name
Hepatocyte growth factor receptor
Molecular Weight
155540.035 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 15:18 / Updated on December 01, 2017 15:44