Allyl-{4-[3-(4-Bromo-Phenyl)-Benzofuran-6-Yloxy]-but-2-Enyl}-Methyl-Amine

Identification

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Name
Allyl-{4-[3-(4-Bromo-Phenyl)-Benzofuran-6-Yloxy]-but-2-Enyl}-Methyl-Amine
Accession Number
DB03771  (EXPT02740)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
External IDs
R17
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 412.32
Monoisotopic: 411.0833916
Chemical Formula
C22H22BrNO2
InChI Key
KCNKJCHARANTIP-SNAWJCMRSA-N
InChI
InChI=1S/C22H22BrNO2/c1-3-12-24(2)13-4-5-14-25-19-10-11-20-21(16-26-22(20)15-19)17-6-8-18(23)9-7-17/h3-11,15-16H,1,12-14H2,2H3/b5-4+
IUPAC Name
[(2E)-4-{[3-(4-bromophenyl)-1-benzofuran-6-yl]oxy}but-2-en-1-yl](methyl)(prop-2-en-1-yl)amine
SMILES
CN(CC=C)C\C=C\COC1=CC2=C(C=C1)C(=CO2)C1=CC=C(Br)C=C1

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
USqualene--hopene cyclaseNot AvailableAlicyclobacillus acidocaldarius subsp. acidocaldarius (strain ATCC 27009 / DSM 446 / 104-1A)
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
447559
PubChem Substance
46505013
ChemSpider
394613
BindingDB
50128056
ChEMBL
CHEMBL65553
HET
R17
PDB Entries
1o6q

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 Solubility0.00559 mg/mLALOGPS
logP6ALOGPS
logP5.67ChemAxon
logS-4.9ALOGPS
pKa (Strongest Basic)8.56ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area25.61 Å2ChemAxon
Rotatable Bond Count8ChemAxon
Refractivity111.62 m3·mol-1ChemAxon
Polarizability42.63 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.9869
Caco-2 permeable+0.6111
P-glycoprotein substrateSubstrate0.6042
P-glycoprotein inhibitor IInhibitor0.564
P-glycoprotein inhibitor IIInhibitor0.9744
Renal organic cation transporterInhibitor0.5741
CYP450 2C9 substrateNon-substrate0.8291
CYP450 2D6 substrateNon-substrate0.6438
CYP450 3A4 substrateSubstrate0.5419
CYP450 1A2 substrateInhibitor0.7389
CYP450 2C9 inhibitorInhibitor0.5255
CYP450 2D6 inhibitorInhibitor0.581
CYP450 2C19 inhibitorInhibitor0.7258
CYP450 3A4 inhibitorInhibitor0.6154
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.9492
Ames testNon AMES toxic0.574
CarcinogenicityNon-carcinogens0.7875
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.6764 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Strong inhibitor0.5926
hERG inhibition (predictor II)Inhibitor0.5491
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 phenylbenzofurans. These are organic aromatic compounds that contain a phenyl group attached to a benzofuran moiety. Benzofuran is a bicyclic compound containing a benzene fused to a furan.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Benzofurans
Sub Class
Phenylbenzofurans
Direct Parent
Phenylbenzofurans
Alternative Parents
Bromobenzenes / Alkyl aryl ethers / Aryl bromides / Heteroaromatic compounds / Furans / Trialkylamines / Oxacyclic compounds / Organopnictogen compounds / Organobromides / Hydrocarbon derivatives
Substituents
Phenylbenzofuran / Alkyl aryl ether / Bromobenzene / Halobenzene / Aryl bromide / Aryl halide / Monocyclic benzene moiety / Benzenoid / Heteroaromatic compound / Furan
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Alicyclobacillus acidocaldarius subsp. acidocaldarius (strain ATCC 27009 / DSM 446 / 104-1A)
Pharmacological action
Unknown
General Function
Squalene-hopene cyclase activity
Specific Function
Catalyzes the cyclization of squalene into hopene.
Gene Name
shc
Uniprot ID
P33247
Uniprot Name
Squalene--hopene cyclase
Molecular Weight
71569.67 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 June 04, 2019 05:55