3-chloro-5-[2-chloro-5-(1H-indazol-3-ylmethoxy)phenoxy]benzonitrile

Identification

Name
3-chloro-5-[2-chloro-5-(1H-indazol-3-ylmethoxy)phenoxy]benzonitrile
Accession Number
DB08154
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: 410.253
Monoisotopic: 409.038482089
Chemical Formula
C21H13Cl2N3O2
InChI Key
WHCLIFOVZDANCU-UHFFFAOYSA-N
InChI
InChI=1S/C21H13Cl2N3O2/c22-14-7-13(11-24)8-16(9-14)28-21-10-15(5-6-18(21)23)27-12-20-17-3-1-2-4-19(17)25-26-20/h1-10H,12H2,(H,25,26)
IUPAC Name
3-chloro-5-[2-chloro-5-(1H-indazol-3-ylmethoxy)phenoxy]benzonitrile
SMILES
ClC1=CC(=CC(OC2=C(Cl)C=CC(OCC3=NNC4=C3C=CC=C4)=C2)=C1)C#N

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UGag-Pol polyproteinNot AvailableHIV-1
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
16045336
PubChem Substance
99444625
ChemSpider
13173749
ChEMBL
CHEMBL402823
HET
M22
PDB Entries
3c6u

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 Solubility0.00165 mg/mLALOGPS
logP5.76ALOGPS
logP5.51ChemAxon
logS-5.4ALOGPS
pKa (Strongest Acidic)13.31ChemAxon
pKa (Strongest Basic)0.44ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area70.93 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity108.2 m3·mol-1ChemAxon
Polarizability40.38 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.9892
Caco-2 permeable-0.5413
P-glycoprotein substrateNon-substrate0.7861
P-glycoprotein inhibitor INon-inhibitor0.7797
P-glycoprotein inhibitor IINon-inhibitor0.6016
Renal organic cation transporterInhibitor0.5
CYP450 2C9 substrateNon-substrate0.8278
CYP450 2D6 substrateNon-substrate0.7697
CYP450 3A4 substrateSubstrate0.5303
CYP450 1A2 substrateInhibitor0.9075
CYP450 2C9 inhibitorInhibitor0.5775
CYP450 2D6 inhibitorNon-inhibitor0.7357
CYP450 2C19 inhibitorInhibitor0.8003
CYP450 3A4 inhibitorInhibitor0.7677
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.9281
Ames testNon AMES toxic0.6148
CarcinogenicityNon-carcinogens0.8777
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.2833 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.6869
hERG inhibition (predictor II)Non-inhibitor0.8038
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 diphenylethers. These are aromatic compounds containing two benzene rings linked to each other through an ether group.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Diphenylethers
Direct Parent
Diphenylethers
Alternative Parents
Diarylethers / Indazoles / Phenoxy compounds / Phenol ethers / Benzonitriles / Chlorobenzenes / Alkyl aryl ethers / Aryl chlorides / Pyrazoles / Heteroaromatic compounds
show 5 more
Substituents
Diphenylether / Diaryl ether / Benzopyrazole / Indazole / Phenoxy compound / Benzonitrile / Phenol ether / Alkyl aryl ether / Chlorobenzene / Halobenzene
show 19 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
HIV-1
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Gag-Pol polyprotein: Mediates, with Gag polyrotein, the essential events in virion assembly, including binding the plasma membrane, making the protein-protein interactions necessary to create spher...
Gene Name
gag-pol
Uniprot ID
P04585
Uniprot Name
Gag-Pol polyprotein
Molecular Weight
162041.05 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 15:28 / Updated on November 09, 2017 04:27