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Identification
Name4-acetamidobenzoic acid
Accession NumberDB04500  (EXPT03145)
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
Synonyms
SynonymLanguageCode
4-(Acetylamino)benzoic acidNot AvailableNot Available
4-Acetylaminobenzoic acidNot AvailableNot Available
4-CarboxyacetanilideNot AvailableNot Available
4'-CarboxyacetanilideNot AvailableNot Available
AcedobenSpanishNot Available
AcedobeneFrenchNot Available
AcedobenumLatinNot Available
N-Acetyl-p-aminobenzoic acidNot AvailableNot Available
N-Acetyl-PABANot AvailableNot Available
p-Acetamidobenzoic acidNot AvailableNot Available
p-Acetaminobenzoic acidNot AvailableNot Available
p-Acetoaminobenzoic acidNot AvailableNot Available
p-Acetylaminobenzoic acidNot AvailableNot Available
PAABNot AvailableNot Available
PAcBANot AvailableNot Available
Para acetamido benzoic acidNot AvailableNot Available
Prescription ProductsNot Available
Generic Prescription ProductsNot Available
Over the Counter ProductsNot Available
International BrandsNot Available
Brand mixturesNot Available
SaltsNot Available
CategoriesNot Available
CAS number556-08-1
WeightAverage: 179.1727
Monoisotopic: 179.058243159
Chemical FormulaC9H9NO3
InChI KeyQCXJEYYXVJIFCE-UHFFFAOYSA-N
InChI
InChI=1S/C9H9NO3/c1-6(11)10-8-4-2-7(3-5-8)9(12)13/h2-5H,1H3,(H,10,11)(H,12,13)
IUPAC Name
4-acetamidobenzoic acid
SMILES
CC(=O)NC1=CC=C(C=C1)C(O)=O
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as aminobenzoic acids. These are benzoic acids containing an amine group attached to the benzene moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoic acids and derivatives
Direct ParentAminobenzoic acids
Alternative Parents
Substituents
  • N-arylamide
  • Acetanilide
  • Aminobenzoic acid
  • Benzoic acid
  • Benzoyl
  • Acetamide
  • Secondary carboxylic acid amide
  • Carboxamide group
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Carboxylic acid amide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
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
PropertyValueProbability
Human Intestinal Absorption+0.9371
Blood Brain Barrier+0.9775
Caco-2 permeable+0.6494
P-glycoprotein substrateNon-substrate0.8334
P-glycoprotein inhibitor INon-inhibitor0.9851
P-glycoprotein inhibitor IINon-inhibitor0.9757
Renal organic cation transporterNon-inhibitor0.9612
CYP450 2C9 substrateNon-substrate0.7476
CYP450 2D6 substrateNon-substrate0.8191
CYP450 3A4 substrateNon-substrate0.721
CYP450 1A2 substrateNon-inhibitor0.8922
CYP450 2C9 substrateNon-inhibitor0.9751
CYP450 2D6 substrateNon-inhibitor0.9747
CYP450 2C19 substrateNon-inhibitor0.955
CYP450 3A4 substrateNon-inhibitor0.9904
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9908
Ames testNon AMES toxic0.9413
CarcinogenicityNon-carcinogens0.6659
BiodegradationReady biodegradable0.7375
Rat acute toxicity1.1615 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9933
hERG inhibition (predictor II)Non-inhibitor0.9829
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental Properties
PropertyValueSource
melting point260 dec °CPhysProp
logP1.31HANSCH,C ET AL. (1995)
Predicted Properties
PropertyValueSource
Water Solubility1.36 mg/mLALOGPS
logP1.14ALOGPS
logP0.87ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)4.16ChemAxon
pKa (Strongest Basic)-4.4ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.4 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity48.18 m3·mol-1ChemAxon
Polarizability17.82 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Mass Spec (NIST)Download (8.2 KB)
SpectraNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available
Comments
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Drug created on June 13, 2005 07:24 / Updated on September 16, 2013 17:24