4-(1H-IMIDAZOL-1-YL)PHENOL

Identification

Name
4-(1H-IMIDAZOL-1-YL)PHENOL
Accession Number
DB08214
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: 160.1726
Monoisotopic: 160.063662888
Chemical Formula
C9H8N2O
InChI Key
CYKCUAPYWQDIKR-UHFFFAOYSA-N
InChI
InChI=1S/C9H8N2O/c12-9-3-1-8(2-4-9)11-6-5-10-7-11/h1-7,12H
IUPAC Name
4-(1H-imidazol-1-yl)phenol
SMILES
OC1=CC=C(C=C1)N1C=CN=C1

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UNitric oxide synthase, inducibleNot 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
82315
PubChem Substance
99444685
ChemSpider
74286
BindingDB
105193
ChEMBL
CHEMBL275339
HET
MSR
PDB Entries
2orq / 3p0z / 3qhd / 4m5r

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 Solubility2.41 mg/mLALOGPS
logP0.87ALOGPS
logP0.98ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)10.96ChemAxon
pKa (Strongest Basic)6.43ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area38.05 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity55.99 m3·mol-1ChemAxon
Polarizability16.41 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9818
Blood Brain Barrier+0.9839
Caco-2 permeable+0.5971
P-glycoprotein substrateNon-substrate0.8216
P-glycoprotein inhibitor INon-inhibitor0.9557
P-glycoprotein inhibitor IINon-inhibitor0.7391
Renal organic cation transporterNon-inhibitor0.792
CYP450 2C9 substrateNon-substrate0.7753
CYP450 2D6 substrateNon-substrate0.8336
CYP450 3A4 substrateNon-substrate0.7198
CYP450 1A2 substrateInhibitor0.8466
CYP450 2C9 inhibitorNon-inhibitor0.7761
CYP450 2D6 inhibitorInhibitor0.749
CYP450 2C19 inhibitorNon-inhibitor0.8253
CYP450 3A4 inhibitorNon-inhibitor0.5557
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.7042
Ames testAMES toxic0.58
CarcinogenicityNon-carcinogens0.89
BiodegradationNot ready biodegradable0.9305
Rat acute toxicity2.4082 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8891
hERG inhibition (predictor II)Non-inhibitor0.842
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 phenylimidazoles. These are polycyclic aromatic compounds containing a benzene ring linked to an imidazole ring through a CC or CN bond.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Azoles
Sub Class
Imidazoles
Direct Parent
Phenylimidazoles
Alternative Parents
1-hydroxy-2-unsubstituted benzenoids / N-substituted imidazoles / Benzene and substituted derivatives / Heteroaromatic compounds / Azacyclic compounds / Organopnictogen compounds / Organooxygen compounds / Organonitrogen compounds / Hydrocarbon derivatives
Substituents
1-phenylimidazole / 1-hydroxy-2-unsubstituted benzenoid / Phenol / Benzenoid / N-substituted imidazole / Monocyclic benzene moiety / Heteroaromatic compound / Azacycle / Organic nitrogen compound / Organic oxygen compound
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Tetrahydrobiopterin binding
Specific Function
Produces nitric oxide (NO) which is a messenger molecule with diverse functions throughout the body. In macrophages, NO mediates tumoricidal and bactericidal actions. Also has nitrosylase activity ...
Gene Name
NOS2
Uniprot ID
P35228
Uniprot Name
Nitric oxide synthase, inducible
Molecular Weight
131116.3 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 15:29 / Updated on December 01, 2017 16:02