4-bromo-6-(6-hydroxy-1,2-benzisoxazol-3-yl)benzene-1,3-diol

Identification

Name
4-bromo-6-(6-hydroxy-1,2-benzisoxazol-3-yl)benzene-1,3-diol
Accession Number
DB07502
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: 322.111
Monoisotopic: 320.963670396
Chemical Formula
C13H8BrNO4
InChI Key
LZACPHWPRDKUPK-UHFFFAOYSA-N
InChI
InChI=1S/C13H8BrNO4/c14-9-4-8(10(17)5-11(9)18)13-7-2-1-6(16)3-12(7)19-15-13/h1-5,16-18H
IUPAC Name
4-bromo-6-(6-hydroxy-1,2-benzoxazol-3-yl)benzene-1,3-diol
SMILES
OC1=CC2=C(C=C1)C(=NO2)C1=CC(Br)=C(O)C=C1O

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UHeat shock protein HSP 90-alphaNot 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
10403821
PubChem Substance
99443973
ChemSpider
11429744
BindingDB
20731
ChEMBL
CHEMBL361078
HET
BXZ
PDB Entries
3bm9

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 Solubility0.453 mg/mLALOGPS
logP3.23ALOGPS
logP3.25ChemAxon
logS-2.8ALOGPS
pKa (Strongest Acidic)7.44ChemAxon
pKa (Strongest Basic)-0.96ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area86.72 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity72.16 m3·mol-1ChemAxon
Polarizability27.03 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.915
Caco-2 permeable-0.5667
P-glycoprotein substrateNon-substrate0.7636
P-glycoprotein inhibitor INon-inhibitor0.9309
P-glycoprotein inhibitor IINon-inhibitor0.9309
Renal organic cation transporterNon-inhibitor0.8852
CYP450 2C9 substrateNon-substrate0.8644
CYP450 2D6 substrateNon-substrate0.7927
CYP450 3A4 substrateNon-substrate0.5895
CYP450 1A2 substrateInhibitor0.8785
CYP450 2C9 inhibitorInhibitor0.6984
CYP450 2D6 inhibitorNon-inhibitor0.8104
CYP450 2C19 inhibitorInhibitor0.6321
CYP450 3A4 inhibitorInhibitor0.5107
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.8769
Ames testNon AMES toxic0.7658
CarcinogenicityNon-carcinogens0.8552
BiodegradationNot ready biodegradable0.9857
Rat acute toxicity2.4805 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9421
hERG inhibition (predictor II)Non-inhibitor0.8484
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 GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
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 benzisoxazoles. These are aromatic compounds containing a benzene ring fused to an isoxazole ring. Isoxazole is five-membered ring with three carbon atoms, and an oxygen atom next to a nitrogen atom.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Benzisoxazoles
Sub Class
Not Available
Direct Parent
Benzisoxazoles
Alternative Parents
Resorcinols / P-bromophenols / O-bromophenols / Bromobenzenes / 1-hydroxy-2-unsubstituted benzenoids / Aryl bromides / Isoxazoles / Heteroaromatic compounds / Oxacyclic compounds / Azacyclic compounds
show 5 more
Substituents
Benzisoxazole / 2-bromophenol / 2-halophenol / 4-halophenol / 4-bromophenol / Resorcinol / 1-hydroxy-2-unsubstituted benzenoid / Halobenzene / Bromobenzene / Phenol
show 18 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Tpr domain binding
Specific Function
Molecular chaperone that promotes the maturation, structural maintenance and proper regulation of specific target proteins involved for instance in cell cycle control and signal transduction. Under...
Gene Name
HSP90AA1
Uniprot ID
P07900
Uniprot Name
Heat shock protein HSP 90-alpha
Molecular Weight
84659.015 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 15:23 / Updated on December 01, 2017 15:52