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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
SaltsNot Available
Brand namesNot Available
Brand mixturesNot 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
Mass Specshow(8.2 KB)
Taxonomy
KingdomOrganic Compounds
SuperclassBenzenoids
ClassBenzene and Substituted Derivatives
SubclassBenzoic Acid and Derivatives
Direct parentAminobenzoic Acid Derivatives
Alternative parentsAnilides; Benzoic Acids; Benzoyl Derivatives; Secondary Carboxylic Acid Amides; Enolates; Polyamines; Carboxylic Acids
Substituentsbenzoyl; secondary carboxylic acid amide; carboxamide group; enolate; polyamine; carboxylic acid derivative; carboxylic acid; amine; organonitrogen compound
Classification descriptionThis compound belongs to the aminobenzoic acid derivatives. These are benzoic acids (or derivative thereof) containing an amine group attached to the benzene moiety.
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 + 0.9371
Blood Brain Barrier + 0.9775
Caco-2 permeable + 0.6494
P-glycoprotein substrate Non-substrate 0.8334
P-glycoprotein inhibitor I Non-inhibitor 0.9851
P-glycoprotein inhibitor II Non-inhibitor 0.9757
Renal organic cation transporter Non-inhibitor 0.9612
CYP450 2C9 substrate Non-substrate 0.7476
CYP450 2D6 substrate Non-substrate 0.8191
CYP450 3A4 substrate Non-substrate 0.721
CYP450 1A2 substrate Non-inhibitor 0.8922
CYP450 2C9 substrate Non-inhibitor 0.9751
CYP450 2D6 substrate Non-inhibitor 0.9747
CYP450 2C19 substrate Non-inhibitor 0.955
CYP450 3A4 substrate Non-inhibitor 0.9904
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9908
Ames test Non AMES toxic 0.9413
Carcinogenicity Non-carcinogens 0.6659
Biodegradation Ready biodegradable 0.7375
Rat acute toxicity 1.1615 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.9933
hERG inhibition (predictor II) Non-inhibitor 0.9829
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 solubility1.36e+00 g/lALOGPS
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 area66.4ChemAxon
rotatable bond count2ChemAxon
refractivity48.18ChemAxon
polarizability17.82ChemAxon
number of rings1ChemAxon
bioavailability1ChemAxon
rule of fiveYesChemAxon
Ghose filterYesChemAxon
Veber's ruleNoChemAxon
MDDR-like ruleNoChemAxon
Spectra
SpectraNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
External Links
ResourceLink
PubChem Compound19266
PubChem Substance46507151
HETTYZ
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