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

Identification

Generic Name
4-bromo-6-(6-hydroxy-1,2-benzisoxazol-3-yl)benzene-1,3-diol
DrugBank Accession Number
DB07502
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 322.111
Monoisotopic: 320.963670396
Chemical Formula
C13H8BrNO4
Synonyms
Not Available

Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UHeat shock protein HSP 90-alphaNot 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 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
1-hydroxy-2-unsubstituted benzenoid / 2-bromophenol / 2-halophenol / 4-bromophenol / 4-halophenol / Aromatic heteropolycyclic compound / Aryl bromide / Aryl halide / Azacycle / Azole
show 18 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
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

References

General References
Not Available
PubChem Compound
10403821
PubChem Substance
99443973
ChemSpider
11429744
BindingDB
20731
ChEMBL
CHEMBL361078
ZINC
ZINC000013583554
PDBe Ligand
BXZ
PDB Entries
3bm9

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 Solubility0.453 mg/mLALOGPS
logP3.23ALOGPS
logP3.25Chemaxon
logS-2.8ALOGPS
pKa (Strongest Acidic)7.44Chemaxon
pKa (Strongest Basic)-0.96Chemaxon
Physiological Charge-1Chemaxon
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-MSsplash10-00dl-1195000000-de6d0073316d494b129e
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-00di-0009000000-90f081c4d7997c8af5af
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-014i-0009000000-4d260cfd1d132cec3eb1
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-00di-0009000000-c37891cccc78694c638d
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-014i-0019000000-c1be40872fdce0a56df8
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-004m-0290000000-d4ff8e8b3179bbc43d50
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-9480000000-8233d23a61ab957f1a3d
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]-155.21602
predicted
DeepCCS 1.0 (2019)
[M+H]+157.57402
predicted
DeepCCS 1.0 (2019)
[M+Na]+163.8102
predicted
DeepCCS 1.0 (2019)

Targets

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Kind
Protein
Organism
Humans
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. [Article]

Drug created at September 15, 2010 21:23 / Updated at June 12, 2020 16:52