Welcome to DrugBank 4.0! If you prefer, you can still go back to version 3.0.
Identification
NameP-Nitrophenol
Accession NumberDB04417  (EXPT02385)
Typesmall molecule
Groupsexperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS number100-02-7
WeightAverage: 139.1088
Monoisotopic: 139.026943031
Chemical FormulaC6H5NO3
InChI KeyInChIKey=BTJIUGUIPKRLHP-UHFFFAOYSA-N
InChI
InChI=1S/C6H5NO3/c8-6-3-1-5(2-4-6)7(9)10/h1-4,8H
IUPAC Name
4-nitrophenol
SMILES
OC1=CC=C(C=C1)[N+]([O-])=O
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassBenzenoids
ClassBenzene and Substituted Derivatives
SubclassPhenols and Derivatives
Direct parentNitrophenols and Derivatives
Alternative parentsNitrobenzenes; Aminophenols; Nitronic Acids; Nitro Compounds; Organic Oxoazanium Compounds; Enols; Polyamines
Substituentsaminophenol; nitronic acid; nitro compound; polyamine; organic oxoazanium; enol; organonitrogen compound; amine
Classification descriptionThis compound belongs to the nitrophenols and derivatives. These are compounds containing a nitrophenol moiety, which consists of a benzene ring bearing both an hydroxyl group and a nitro group on two different ring carbon atoms.
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
Property Value Probability
Human Intestinal Absorption + 0.9864
Blood Brain Barrier + 0.7201
Caco-2 permeable + 0.5667
P-glycoprotein substrate Non-substrate 0.8778
P-glycoprotein inhibitor I Non-inhibitor 0.8776
P-glycoprotein inhibitor II Non-inhibitor 0.9865
Renal organic cation transporter Non-inhibitor 0.8919
CYP450 2C9 substrate Non-substrate 0.7621
CYP450 2D6 substrate Non-substrate 0.8076
CYP450 3A4 substrate Non-substrate 0.5179
CYP450 1A2 substrate Inhibitor 0.5893
CYP450 2C9 substrate Non-inhibitor 0.8259
CYP450 2D6 substrate Non-inhibitor 0.952
CYP450 2C19 substrate Non-inhibitor 0.8826
CYP450 3A4 substrate Non-inhibitor 0.8723
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.812
Ames test Non AMES toxic 0.7376
Carcinogenicity Non-carcinogens 0.5316
Biodegradation Not ready biodegradable 0.7261
Rat acute toxicity 2.7067 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.6671
hERG inhibition (predictor II) Non-inhibitor 0.9204
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental Properties
PropertyValueSource
melting point113.8 °CPhysProp
boiling point279 °CPhysProp
water solubility1.16E+004 mg/L (at 20 °C)SCHWARZENBACH,RP ET AL (1988)
logP1.91HANSCH,C ET AL. (1995)
logS-0.74ADME Research, USCD
pKa7.15 (at 25 °C)SERJEANT,EP & DEMPSEY,B (1979)
Predicted Properties
PropertyValueSource
water solubility3.60e+00 g/lALOGPS
logP1.93ALOGPS
logP1.61ChemAxon
logS-1.6ALOGPS
pKa (strongest acidic)7.04ChemAxon
pKa (strongest basic)-7.1ChemAxon
physiological charge0ChemAxon
hydrogen acceptor count3ChemAxon
hydrogen donor count1ChemAxon
polar surface area66.05ChemAxon
rotatable bond count1ChemAxon
refractivity35.36ChemAxon
polarizability12.18ChemAxon
number of rings1ChemAxon
bioavailability1ChemAxon
rule of fiveYesChemAxon
Ghose filterNoChemAxon
Veber's ruleNoChemAxon
MDDR-like ruleNoChemAxon
Spectra
Spectra
References
Synthesis ReferenceNot Available
General ReferenceNot Available
External Links
ResourceLink
KEGG CompoundC00870
PubChem Compound980
PubChem Substance46507119
ChEBI16836
ChEMBL
Therapeutic Targets DatabaseDNC000371
HETNPO
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

1. Sulfotransferase 1A1

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Sulfotransferase 1A1 P50225 Details

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
  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

2. Alpha-amylase 2B

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Alpha-amylase 2B P19961 Details

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
  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
  3. 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

1. Multidrug resistance protein 1

Kind: protein

Organism: Human

Pharmacological action: unknown

Actions: inhibitor

Components

Name UniProt ID Details
Multidrug resistance protein 1 P08183 Details

References:

  1. Wang E, Lew K, Barecki M, Casciano CN, Clement RP, Johnson WW: Quantitative distinctions of active site molecular recognition by P-glycoprotein and cytochrome P450 3A4. Chem Res Toxicol. 2001 Dec;14(12):1596-603. Pubmed

Comments
Drug created on June 13, 2005 07:24 / Updated on September 16, 2013 17:24