NAV

Phenylboronic acid

Identification

Generic Name
Phenylboronic acid
DrugBank Accession Number
DB01795
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Similar Structures
Weight
Average: 121.93
Monoisotopic: 122.053909934
Chemical Formula
C6H7BO2
Synonyms
  • Benzeneboronic acid
  • Borophenylic acid
  • dihydroxy(phenyl)borane
  • Phenyldihydroxyborane
External IDs
  • NSC-66487
  • T-500
  • USAF BO-2
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UCocaine esteraseNot AvailableRhodococcus sp. (strain MB1 Bresler)
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
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Not Available
Direct Parent
Benzene and substituted derivatives
Alternative Parents
Boronic acids / Organic metalloid salts / Organoboron compounds / Organic oxygen compounds / Hydrocarbon derivatives
Substituents
Aromatic homomonocyclic compound / Boronic acid / Boronic acid derivative / Hydrocarbon derivative / Monocyclic benzene moiety / Organic metalloid salt / Organic oxygen compound / Organic salt / Organoboron compound
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
boronic acids (CHEBI:44923)
Affected organisms
Not Available

Chemical Identifiers

UNII
L12H7B02G5
CAS number
98-80-6
InChI Key
HXITXNWTGFUOAU-UHFFFAOYSA-N
InChI
InChI=1S/C6H7BO2/c8-7(9)6-4-2-1-3-5-6/h1-5,8-9H
IUPAC Name
phenylboronic acid
SMILES
OB(O)C1=CC=CC=C1

References

General References
Not Available
Human Metabolome Database
HMDB0062292
KEGG Compound
C16200
PubChem Compound
66827
PubChem Substance
46508036
ChemSpider
60191
BindingDB
26996
ChEBI
44923
ChEMBL
CHEMBL21485
ZINC
ZINC000169743014
PDBe Ligand
PBC
Wikipedia
Phenylboronic_acid
PDB Entries
1ju3 / 2a32 / 4ob0 / 6uqu / 6vim

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 Solubility10.1 mg/mLALOGPS
logP0.53ALOGPS
logP1.64Chemaxon
logS-1.1ALOGPS
pKa (Strongest Acidic)8.76Chemaxon
pKa (Strongest Basic)-5.4Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count2Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area40.46 Å2Chemaxon
Rotatable Bond Count1Chemaxon
Refractivity30.6 m3·mol-1Chemaxon
Polarizability12.84 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.8221
Blood Brain Barrier+0.9205
Caco-2 permeable+0.613
P-glycoprotein substrateNon-substrate0.8176
P-glycoprotein inhibitor INon-inhibitor0.9798
P-glycoprotein inhibitor IINon-inhibitor0.997
Renal organic cation transporterNon-inhibitor0.8994
CYP450 2C9 substrateNon-substrate0.7328
CYP450 2D6 substrateNon-substrate0.8845
CYP450 3A4 substrateNon-substrate0.7851
CYP450 1A2 substrateNon-inhibitor0.8169
CYP450 2C9 inhibitorNon-inhibitor0.8817
CYP450 2D6 inhibitorNon-inhibitor0.9301
CYP450 2C19 inhibitorNon-inhibitor0.9183
CYP450 3A4 inhibitorNon-inhibitor0.957
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9152
Ames testNon AMES toxic0.7231
CarcinogenicityCarcinogens 0.5
BiodegradationNot ready biodegradable0.8055
Rat acute toxicity2.0507 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8895
hERG inhibition (predictor II)Non-inhibitor0.9519
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-MSsplash10-0a4i-7900000000-56abb5f5112afc9ef5eb
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4i-0900000000-15c1ce72d41fc5023f0e
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0udi-0900000000-520441c9b70a2f142ef2
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4i-2900000000-ab8e52fa0cfa88c22008
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-9000000000-b6281661f73e470b9e37
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0pba-9400000000-a12b20d7122cbf5edbbe
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-9000000000-323cb8b5ae62f2eac0d9
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-117.0828216
predicted
DarkChem Lite v0.1.0
[M-H]-117.1636216
predicted
DarkChem Lite v0.1.0
[M+H]+120.5327216
predicted
DarkChem Lite v0.1.0
[M+H]+119.7310216
predicted
DarkChem Lite v0.1.0
[M+Na]+118.8711216
predicted
DarkChem Lite v0.1.0
[M+Na]+119.0204216
predicted
DarkChem Lite v0.1.0

Targets

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Details1. Cocaine esterase
Kind
Protein
Organism
Rhodococcus sp. (strain MB1 Bresler)
Pharmacological action
Unknown
General Function
Dipeptidyl-peptidase activity
Specific Function
Hydrolyzes cocaine to benzoate and ecgonine methyl ester, endowing the bacteria with the ability to utilize cocaine as a sole source of carbon and energy for growth, as this bacterium lives in the ...
Gene Name
cocE
Uniprot ID
Q9L9D7
Uniprot Name
Cocaine esterase
Molecular Weight
62131.125 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. [Article]
  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. [Article]

Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52