(E)-[4-(3,5-difluorophenyl)-3H-pyrrolo[2,3-b]pyridin-3-ylidene](3-methoxyphenyl)methanol

Identification

Name
(E)-[4-(3,5-difluorophenyl)-3H-pyrrolo[2,3-b]pyridin-3-ylidene](3-methoxyphenyl)methanol
Accession Number
DB07840
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: 364.3449
Monoisotopic: 364.102334112
Chemical Formula
C21H14F2N2O2
InChI Key
HQMUBYFTZASKLP-ZZEZOPTASA-N
InChI
InChI=1S/C21H14F2N2O2/c1-27-16-4-2-3-12(9-16)20(26)18-11-25-21-19(18)17(5-6-24-21)13-7-14(22)10-15(23)8-13/h2-11,26H,1H3/b20-18-
IUPAC Name
[(3E)-4-(3,5-difluorophenyl)-3H-pyrrolo[2,3-b]pyridin-3-ylidene](3-methoxyphenyl)methanol
SMILES
COC1=CC(=CC=C1)C(\O)=C1/C=NC2=NC=CC(=C12)C1=CC(F)=CC(F)=C1

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UFibroblast growth factor receptor 1Not 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
11674979
PubChem Substance
99444311
ChemSpider
25057635
HET
GQL
PDB Entries
3gql

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 Solubility0.00452 mg/mLALOGPS
logP4.06ALOGPS
logP4.23ChemAxon
logS-4.9ALOGPS
pKa (Strongest Acidic)7.06ChemAxon
pKa (Strongest Basic)0.92ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area54.71 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity101.36 m3·mol-1ChemAxon
Polarizability35.38 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9972
Blood Brain Barrier+0.9405
Caco-2 permeable+0.5
P-glycoprotein substrateNon-substrate0.5361
P-glycoprotein inhibitor IInhibitor0.6423
P-glycoprotein inhibitor IIInhibitor0.7713
Renal organic cation transporterNon-inhibitor0.6348
CYP450 2C9 substrateNon-substrate0.7623
CYP450 2D6 substrateNon-substrate0.7943
CYP450 3A4 substrateSubstrate0.5091
CYP450 1A2 substrateInhibitor0.8523
CYP450 2C9 inhibitorInhibitor0.7776
CYP450 2D6 inhibitorNon-inhibitor0.5853
CYP450 2C19 inhibitorInhibitor0.7971
CYP450 3A4 inhibitorInhibitor0.8887
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.8628
Ames testAMES toxic0.5825
CarcinogenicityNon-carcinogens0.9
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.6528 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.894
hERG inhibition (predictor II)Non-inhibitor0.6785
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 phenylpyridines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyridine ring through a CC or CN bond.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Pyridines and derivatives
Sub Class
Phenylpyridines
Direct Parent
Phenylpyridines
Alternative Parents
Pyrrolopyridines / Phenoxy compounds / Methoxybenzenes / Anisoles / Fluorobenzenes / Alkyl aryl ethers / Aryl fluorides / Heteroaromatic compounds / Propargyl-type 1,3-dipolar organic compounds / Enols
show 5 more
Substituents
4-phenylpyridine / Pyrrolopyridine / Phenoxy compound / Anisole / Methoxybenzene / Phenol ether / Alkyl aryl ether / Fluorobenzene / Halobenzene / Aryl fluoride
show 19 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
Tyrosine-protein kinase that acts as cell-surface receptor for fibroblast growth factors and plays an essential role in the regulation of embryonic development, cell proliferation, differentiation ...
Gene Name
FGFR1
Uniprot ID
P11362
Uniprot Name
Fibroblast growth factor receptor 1
Molecular Weight
91866.935 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 15:26 / Updated on December 01, 2017 15:56