NAV

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

Identification

Generic Name
2-(4-fluorophenyl)-N-{[3-fluoro-4-(1H-pyrrolo[2,3-b]pyridin-4-yloxy)phenyl]carbamoyl}acetamide
DrugBank Accession Number
DB06997
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 422.3842
Monoisotopic: 422.119046808
Chemical Formula
C22H16F2N4O3
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UHepatocyte growth factor receptorNot AvailableHumans
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

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Not Available
Chemical TaxonomyProvided by Classyfire
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
Aromatic heteropolycyclic compound / Aryl fluoride / Aryl halide / Azacycle / Carbonic acid derivative / Carbonyl group / Carboxylic acid derivative / Diaryl ether / Dicarboximide / Ether
show 23 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
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

References

General References
Not Available
PubChem Compound
11560856
PubChem Substance
99443468
ChemSpider
9735630
BindingDB
50271895
ChEMBL
CHEMBL503090
ZINC
ZINC000016052749
PDBe Ligand
320
PDB Entries
3ctj

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

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)11.32Chemaxon
pKa (Strongest Basic)4.12Chemaxon
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/MSsplash10-00dr-0960700000-ac90040291094253de92
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-6490100000-218a52dbc0c7b38c8494
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-000x-9810100000-b67e521273f5d16a107f
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-00ei-1920300000-b9e7520175be30783444
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-9300000000-9d4a7431326a79a421a5
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4i-2900100000-a9bcf166929b08b63af8
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-196.17198
predicted
DeepCCS 1.0 (2019)
[M+H]+198.56754
predicted
DeepCCS 1.0 (2019)
[M+Na]+204.63759
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Hepatocyte growth factor receptor
Kind
Protein
Organism
Humans
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. [Article]

Drug created at September 15, 2010 21:18 / Updated at June 12, 2020 16:52